Cover art for podcast Freelance to Founder

Freelance to Founder

293 EpisodesProduced by Millo / The PodglomerateWebsite

Freelance to Founder is a unique call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle. The podcast is co-hosted by Clay and Preston, two former freelancers who have started, built, and even sold six- and seven-figure businesses of their own. If you e… read more

293 Episodes | 2020 - 2024

Farewell

February 22nd, 2024

0:39

An important message from RadioPublic

You're Dead Without a Vision

February 29th, 2024

55:23

On today’s show: you’re dead without a vision for your business.

That’s because without a vision—or a north star—to guide your business, you can very easily end up chasing the wrong things.

In today’s episode, we chat …

[Q&A] How Do I Get US Clients?

February 27th, 2024

18:16

On today’s Q&A episode, Travis writes in with a problem: a few years ago, he moved from Australia to the U.S. to grow his video business.

And while things went well at first, work has really slowed down, and he’s …

Client Tool Craziness

February 22nd, 2024

52:24

On today’s show: should you spread yourself across each of your client’s project management tools? Or should you make them join yours?

It’s a question …

[Q&A] Is GoHighLevel Worth the Hype?

February 20th, 2024

58:59

On today’s show, we’ve got the longest Q&A episode we’ve ever published—coming in at a whopping 50 minutes plus.

Why so long? Well, I asked Clay a question that really got him riled up. 

It has to do with his …

Where Is Your Business Going?

February 15th, 2024

53:53

Have you ever felt like you don’t know where you’re going in your business? It can be debilitating and frustrating. Not only that, but it can leave you spinning your wheels and wishing you knew what to do next to …

[Q&A] Upcharge a Client for Subcontracting?

February 13th, 2024

16:52

On today’s show: if you work with a sub-contractor, something we highly recommend—how much extra should you charge your client? And do they have to …

Profit-Sharing with Agencies

February 8th, 2024

1:03:58

In today’s episode, we learned that working with agencies is a great way to fill your client pipeline regularly.

But how does the money work if an …

[Q&A] Lost Your Passion?

February 6th, 2024

15:52

In today's Q&A, Rachel Stoneking, from our free Facebook Mastermind Group asked how she could get the passion for her business back. She shares …

Work Less, Make More

February 2nd, 2024

47:21

On today’s show: how does working less while making more money sound?

Of course, it sounds fantastic! But actually, making it happen is much more complicated.

That’s where I find today’s call-in guest, Diana. She’s been …

Hired by Nike, Spotify, Stripe, and more

January 25th, 2024

43:39

On today’s show: how would you like to have clients like Nike, Netflix, Stripe, Twitch, Spotify and more? It’s a dream-come-true as a freelancer. 

And …

[Q&A] Marketing Plan Help?

January 23rd, 2024

22:05

On today’s show, where do you start when it comes to making a marketing plan for your business?

That’s what Thomassina asks us and—since Clay and I both have extensive marketing backgrounds—we end up having a lot to say …

Do Agencies Get Bigger Clients?

January 18th, 2024

52:43

On today’s show: if you treat yourself like an agency, will you attract bigger and better clients?

That’s part of what we discuss with our call-in guest Kate who’s living and working in London.

With Kate, we talk a lot …

[Q&A] Freelancer to Millionaire?

January 16th, 2024

17:55

On today’s show: can you become a millionaire as a freelancer?

Podcast listener Suman wrote in with that simple yet not-so-simple question, and we do our best to reveal whether or not you can get rich working as a …

Can I Trust You?

January 11th, 2024

44:06

On today’s show, how can you possibly hire other freelancers to help grow your business when it’s hard to know if you can trust them?

After all, if someone you hire misses a deadline, you’re on the hook with your client.

[Q&A] Can I Grow without Hiring?

January 9th, 2024

15:50

On today’s Q&A episode, "Can you grow without hiring?"

It’s a pretty tricky question we got from Tony—a freelance videographer in Paris, France.

He wants to add graphic design, web design, SEO, social media, and many …

The Power of Referral Partners

January 4th, 2024

52:47

On today's show, we get called out by our call-in guest, Erik. Here's the thing: Clay and I are always talking about finding referral partners—other freelancers or businesses who can send you new clients as a sort of …

Sole–Proprietor or LLC?

December 28th, 2023

48:16

On today’s show, Molly Cox calls in with questions about the freelance business she started just six months ago. Top of mind for her:

Should she stay …

[Q&A] Giving Client Ownership?

December 26th, 2023

12:43

On today’s Q&A episode, if you give your client full ownership of your creative work, how much should that cost, and how exactly do you even do …

Escaping One-Time Projects

December 21st, 2023

48:12

On today’s show, how do you escape the trap of one-time projects and convince your clients that they need what you have to offer on a repeat basis?

That’s part of the hurdle Aurelie faces as she aims to grow her …

[Q&A] Predicting Income

December 19th, 2023

16:26

On today’s Q&A Episode, how can you know what kind of revenue your business will make in the coming months or years?

It’s called forecasting. 

And forecasting as a freelancer or agency builder can be a real challenge. 

Trapped

December 14th, 2023

48:14

On today’s show: do you ever feel trapped by the decisions you make in your business?

Our guest Morgan loves to write. But, early on, she took on quite a few social media clients. Then, those clients referred more …

[Q&A] Best Tools as I Grow?

December 12th, 2023

16:45

On today’s Q&A episode, what are the best tools to use as your freelance business grows?

That’s what Cesar asks us because his business is …

[Q&A] Charge by Hour or Project?

December 7th, 2023

19:35

On today’s Q&A episode, if a client is willing to pay by the hour or by the project, which one should you choose?

That’s part of Pennygoo’s …

If Not Proposals, What?

December 7th, 2023

56:32

On today’s show: you hear us harping on proposals all the time. We think they are usually a waste of time.

But if you’re not sending proposals, then… what?

How do you pitch your services to new clients?

Well, there’s a way …

Okay, Fine. Hourly Can Work.

December 7th, 2023

52:42

On today’s show: I finally give in to the idea that charging your clients hourly can actually work in some business models.

It’s still not my favorite—since you get punished for being more efficient.

But our return guest …

[Q&A] Rich Client Treats Me Like a Therapist

November 28th, 2023

16:57

On today’s Q&A Episode, Noah Tetzner finds himself in a tight spot. He’s got a high-paying client on a monthly retainer. And while this makes a ton of financial sense for his business, this client is starting to go …

When To Call Yourself an Agency

November 23rd, 2023

56:13

On today’s show: have you ever wondered when is the right time to start calling yourself an agency?

It can be a bit awkward early on. So Clay and I coach our call-in guest Austin through the right timing. Austin has many …

[Q&A] Can You Sell a Freelance Business?

November 21st, 2023

15:20

On today’s Q&A episode - Nafeesa is wondering if there’s any way to keep the small, solo charm of her freelance business while also planning for …

Why Your Messaging is Everything

November 16th, 2023

1:04:25

On today’s show: your messaging matters.

And when it comes to getting new clients, it probably matters more than anything else.

So then, why do so many of us miss the mark when explaining our business to potential clients?

[Q&A] Do Freelancers Need College?

November 14th, 2023

12:30

On today’s Q&A Episode:

Do you really need to go to college in order to be a successful freelancer?

Listener Evan writes in to ask if he should …

Control Freak? Do This

November 14th, 2023

39:02

On today’s show: are you a bit of a control freak?

To be honest, most freelancers and entrepreneurs we meet are.

But if you never hand off smaller …

[Q&A] But...Should I Hire By the Hour?

November 7th, 2023

16:43

On today’s Q&A episode, A former guest on the show, Jim, writes in with an important question: I know I shouldn’t charge by the hour, but …

Anti-Hustle Culture

November 2nd, 2023

58:07

On today’s show, can you grow without embracing hustle culture? 

That’s just part of what we talk about with return guest: Travis Boyco.

A few months …

[Q&A] Are Proposals Really Worth Your Time?

October 31st, 2023

16:15

Today’s question comes from our free Mastermind group on Facebook.

Maja asks: "What are your best tips for writing proposals as a freelancer?"

This episode was originally aired on May 17, 2022.


To submit your question, …

Hire First? or Get Clients First?

October 26th, 2023

53:50

On today’s show, which comes first: hiring to free up time to land big clients or landing big clients to pay for hiring. 

It’s a chicken and egg situation that our guest Zach has been stuck on.

We do our best to answer …

[Q&A] Is GoHighLevel Worth the Hype?

October 24th, 2023

56:59

On today’s show, we’ve got the longest Q&A episode we’ve ever published—coming in at a whopping 50 minutes plus.

Why so long? Well, I asked Clay a question that really got him riled up. 

It has to do with his …

These Social Posts Get the Best Clients

October 19th, 2023

35:31

On today’s show, we talk with Mannat, a student calling from India, with questions about her freelance business.

Mannat is a typographer—she works with lettering and fonts.

But every time Mannat posts her work on social …

[Q&A] Upcharge a Client for Subcontracting?

October 17th, 2023

14:52

On today’s show: if you work with a sub-contractor, something we highly recommend—how much extra should you charge your client? And do they have to …

Drumming Up More Attention

October 12th, 2023

50:32

Have you ever thought: “if I can just get the attention of more people, I could close more clients and grow my business”

That’s where we find today’s …

[Q&A] Lost Your Passion?

October 10th, 2023

13:52

In today's Q&A, Rachel Stoneking, from our free Facebook Mastermind Group asked how she could get a passion for her business back. She shares her …

Networking Anxiety

October 5th, 2023

46:08

On today’s show: do you keep hearing how important networking is, but you really just don’t enjoy it?

In this episode, we chat with Morgan, a freelancer from Chicago. Morgan can see the potential in networking with local …

[Q&A] Marketing Plan Help?

October 3rd, 2023

20:05

On today’s show, where do you start when it comes to making a marketing plan for your business?

That’s what Thomassina asks us and—since Clay and I both have extensive marketing backgrounds—we end up having a lot to say …

Finding Rockstar Subcontractors

September 28th, 2023

50:16

On today’s show, have you ever thought: if I could just find the right person to hire, I could scale up my business.

That’s how Virginia from …

[Q&A] Freelancer to Millionaire?

September 26th, 2023

17:55

On today’s show: can you become a millionaire as a freelancer?

Podcast listener Suman wrote in with that simple yet not-so-simple question, and we do our best to reveal whether or not you can get rich working as a …

Good Idea? Freelancing as a Family...

September 21st, 2023

55:25

Is freelancing as a family a good idea? Can it actually work?

That’s part of what we get into with our call-in guest, Dave.

Dave is the father of 3 talented young developers. Together, they’ve started an agency.

Well… sort …

[Q&A] Can I Grow without Hiring?

September 19th, 2023

15:50

On today’s Q&A episode, "Can you grow without hiring?"

It’s a pretty tricky question we got from Tony—a freelance videographer in Paris, France.

He wants to add graphic design, web design, SEO, social media, and many …

Too Busy to Grow?

September 14th, 2023

58:04

On today’s show: Do you ever feel like you’re just way too busy to actually spend time growing your business?

If so, you’re not alone. We chatted with …

[Q&A] Best Tools as I Grow?

September 12th, 2023

16:45

On today’s Q&A episode, what are the best tools to use as your freelance business grows?

That’s what Cesar asks us because his business is …

Is a VA a Good First Hire?

September 7th, 2023

44:47

On today’s show: Is a VA a good first hire in your company?

We’re joined by call-in guest Nils, who wants to know when and how to hire a VA—a virtual assistant.

But Clay and I slam on the brakes and force Nils to answer …

[Q&A] Charge by Hour or Project?

September 5th, 2023

19:35

On today’s Q&A episode, if a client is willing to pay by the hour or by the project, which one should you choose?

That’s part of Pennygoo’s …

Disrespectful Clients

August 31st, 2023

57:08

On today’s show: What should you do when you’re not getting the kind of respect you deserve from your clients?

That’s just one of many questions we …

[Q&A] Client-Converting Portfolio Tips

August 29th, 2023

18:22

In this Q&A episode, Oliver asks us what it takes to create a portfolio that actually brings in new long-term clients. And since Clay and I are …

The Risk of Referrals

August 24th, 2023

57:23

On today’s show, if you get most of your clients from referrals, is that a good thing? Or is your business at risk of failing?

You’re about to hear a coaching call with Dwaynia, who’s calling in from Alabama in the USA. …

[Q&A] Should I hire a CPA or use a tax software?

August 22nd, 2023

14:07

Today’s question comes from our free Mastermind group on Facebook.

Anna Keith asks: "I’m getting ready to do my taxes and am considering trying software rather than hiring a CPA.

What insights or pros/cons about using …

Do Lead Magnets Work?

August 17th, 2023

50:17

On today’s show: Do lead magnets really work? Like, can you actually get new clients by giving away something for free first? Or are they a waste of …

[Q&A] Can I Put In-House Work in My Portfolio?

August 15th, 2023

11:21

This episode's question came in via email.

Nico works as a designer for a company right now, and he wants to start freelancing on the side and build a …

Where Is Your Business Going?

August 10th, 2023

50:53

Have you ever felt like you don’t know where you’re going in your business? It can be debilitating and frustrating. Not only that, but it can leave you spinning your wheels and wishing you knew what to do next to …

[Q&A] Best Software for Getting Paid Faster?

August 8th, 2023

10:07

Today’s question comes from our free Mastermind group on Facebook.

Darielle asks: "What's the BEST Software for getting paid faster?"

Getting paid for your work FAST is key, but how do you make it happen?

You'll get the …

Profit-Sharing with Agencies

August 3rd, 2023

1:00:58

On today’s episode: working with agencies is a great way to fill your client pipeline on a regular basis.

But if an agency is going to “white label” …

[Q&A] Rich Client Treats Me Like a Therapist

August 1st, 2023

16:57

On today’s Q&A Episode, Noah Tetzner finds himself in a tight spot. He’s got a high-paying client on a monthly retainer. And while this makes a ton of financial sense for his business, this client is starting to go …

The Power of Referral Partners

July 27th, 2023

52:47

On today's show, we get called out by our call-in guest, Erik. Here's the thing: Clay and I are always talking about finding referral partners—other freelancers or businesses who can send you new clients as a sort of …

[Q&A] Are Proposals Really Worth Your Time?

July 25th, 2023

16:15

Today’s question comes from our free Mastermind group on Facebook.

Maja asks: "What are your best tips for writing proposals as a freelancer?"

This episode was originally aired on May 17, 2022.


To submit your question, …

Sole–Proprietor or LLC?

July 20th, 2023

48:16

On today’s show, Molly Cox calls in with questions about the freelance business she started just six months ago. Top of mind for her:

Should she stay …

[Q&A] I've Lost My Passion, Now What?

July 18th, 2023

13:52

In today's SHORT, Rachel Stoneking, from our free Facebook Mastermind Group asked how she could get a passion for her business back. She shares her …

When To Call Yourself an Agency

July 13th, 2023

56:13

On today’s show: have you ever wondered when is the right time to start calling yourself an agency?

It can be a bit awkward early on. So Clay and I coach our call-in guest Austin through the right timing. Austin has many …

[Q&A] How to Handle 5 Common Nightmare Clients

July 11th, 2023

11:25

We’ve had a lot of you send questions about difficult clients.

So for today’s short, I’m pulling some audio from our YouTube channel to help you out. …

For Control Freaks

July 6th, 2023

40:12

On today's show: if you're a control freak, you're probably hurting your business. Not helping it. That's the tough news we have to give Silvia, who …

[Q&A] Extra Fee for Crazy Client?

July 4th, 2023

11:29

Today’s question comes from Kirsty.

She says, “Do you charge a rush fee? For example, it’s 5:22 pm, and a client asked if I could do an ad tonight. …

Is a VA Really Worth It?

June 29th, 2023

57:03

On today's show, is hiring a Virtual Assistant really worth it? Ben calls in from Rhode Island to get our take on VAs and other questions he has while growing his business. Plus, we share our best advice for making the …

[Q&A] Should I Refuse to Track My Hours?

June 27th, 2023

10:38

Today's question comes from Jacquaniese, a member of our Facebook Mastermind Group.

She says, “A client asked me to put “hours” on my work to justify it, but I don’t work on hourly rates. How do I kindly inform potential …

Branching Out from Upwork/Fiverr

June 22nd, 2023

47:02

On today's show, Nouman calls in from Pakistan with loads of questions. That's because Nouman's business is growing. At the time of this call, he has 20 employees. But he still struggles to find clients outside of …

[Q&A] Am I Wrong to Turn Down This Client?

June 20th, 2023

10:29

Today's question comes from Emma Noel, a member of our Facebook Mastermind Group.

She says, "How do I politely turn down a client? I had a Zoom …

How to Generate the Best Leads

June 15th, 2023

51:32

On today’s show: do you ever wonder how to generate some of the best leads possible? 

For most freelancers and agencies, filling your pipeline with quality leads is not only critical to your business’s health, but also …

[Q&A] Dear Client, I Am Not a Free Tutorial

June 13th, 2023

9:55

In today's question, Simon says, "I'm getting really annoyed with people asking me how to do things rather than paying me to do them for them. How do I tell clients they'll need to pay me to do things or look it up …

Scaling without Sacrificing Personality

June 8th, 2023

52:04

On today’s episode, we have a coaching call with Eva—a branding expert from Portugal.

Eva has gained some nice traction on Instagram and delivers her clients a highly customized service when it comes to her entire …

[Q&A] Should Referred Clients Pay Full?

June 6th, 2023

10:51

Today's question comes from a Millo Mastermind member, Tamra.

You can join our Free Facebook Mastermind Group at millo.co/mastermind

She says. "If you've given a discount to a client before, and then they refer someone to …

Delegate without Sacrificing Quality

June 1st, 2023

50:37

On today’s show: how can you delegate without upsetting clients or sacrificing quality?

It’s a problem today’s guest, Michael, faces in his young freelance business. He’s been working for himself for a while but can’t …

[Q&A] "Why are you charging me that much?"

May 30th, 2023

12:57

Today's question is, "How do I answer when a client asks me this question: How did you come up with your pricing?"

So let's discuss your different options when you have clients saying, "How did you get to that price …

Does ROI Always Matter?

May 25th, 2023

57:54

When growing your business, should you worry about getting a positive ROI on every penny you spend?

It’s an interesting question for me while talking …

[Q&A] How to Invoice for Extra Work

May 23rd, 2023

8:47

Today's question comes from our free Facebook Mastermind Group.

Laura MCFalls says, "I ended up doing more work than was included in a proposal I sent to a client and forgot to send an updated estimate as promised. So …

How to Keep Clients Engaged

May 18th, 2023

59:13

Keeping clients engaged can mean great things for your bottom line, but how can you interact with clients regularly in a sustainable and effective …

[Q&A] How to Create a Portfolio When You Are New

May 16th, 2023

9:14

Today's question comes from Brenda (a member of our free Mastermind Group).

And Brenda says, "I'm new to writing, and I hope to put together a …

Clients Hiding in Plain Sight?

May 11th, 2023

48:43

Do you know you might have potential clients hiding right under your nose?

Our guest Jim finds himself in exactly that situation. Jim’s deciding when …

[Q&A] Does LinkedIn Cold Outreach Work?

May 9th, 2023

12:26

Today's SHORT question comes from Robert. He says, "The past month or so, I've been focusing on LinkedIn." Robert's whole goal is to get leads …

Can Your Business Run on Autopilot?

May 4th, 2023

55:18

On today’s show, we chat with Carey from PodcastFastTrack.com where his business has taken off over the years. Carey is a bit further along in life than many of our guests and is contemplating retirement. 

But instead of …

[Q&A] Should Your Client Choose How to Pay?

May 2nd, 2023

15:13

Today's question comes from our Facebook Mastermind Group (it's completely free. Join +11,000 freelancers and agency builders helping each other).

Jay …

Clear Messaging, More Clients

April 27th, 2023

51:06

When it comes to growing your business, messaging is everything. 

Your messaging impacts your ability to generate leads. It makes a client decide to hire you or forget you forever. It can even make the difference between …

[Q&A] Impressing big-brand clients

April 25th, 2023

15:49

On today's show, Chris calls in with another question: How do I build an impressive marketing plan for big-brand clients?

This episode originally aired on April 12, 2022.


To submit your question, visit

Should You Get a Partner?

April 20th, 2023

1:06:10

Should you find a business partner?

It's something you might have asked yourself. And answers on the web are mixed. Some say it's a good idea, and …

[Q&A] Am I Offering Too Many Services?

April 18th, 2023

16:36

In today's SHORT, Brittany says, "I'm a freelance designer and a marketer located in New York. My question is, how do you keep clients engaged once they've signed on? I have a few clients that have signed up for monthly …

Overwhelmed w/ Marketing? Start Here.

April 13th, 2023

1:01:19

Have you ever looked at all the marketing options out there and felt so overwhelmed you just don’t do any marketing at all?

You’re not alone. That’s exactly where we find our guest, Matt—calling in today from the UK.

[Q&A] Passive Income for Freelancers: Myth or Reality?

April 11th, 2023

12:06

In today's short, we’ll cover 4 powerful ways to build passive income into your freelance business.

Passive income is the holy grail of any business. …

This Episode is Worth $10,000+

April 6th, 2023

48:48

On today’s show: this episode is worth at least $10,000—maybe even more. 

Why? Because today I’m chatting with Hooman. He’s the CEO and founder of

[Q&A] The Art of Niching Down

April 4th, 2023

18:43

Today's question comes from Gielizza in our Facebook Mastermind Group. You can join here.

Gielizza said, "I'm a visual identity designer, but I also have social media content retainers from different industries.

And this …

Building 200 websites that make $1/day?

March 30th, 2023

1:09:26

Spencer Haws is an SEO master. He also knows scale. Because plenty of people have built singular niche websites and monetized them, but this is a guy …

[Q&A] Can I Become a Freelance Translator?

March 28th, 2023

18:44

Today's question comes from Joshua in our Facebook Mastermind Group. You can join here.

Joshua says, " is it completely unrealistic to try setting up as a freelance translator with only one second language and no formal …

Monetizing a New Skill from Scratch

March 23rd, 2023

1:02:38

On today’s show, we catch up with Sara Noel, a freelancer with a pretty interesting journey. Sara didn’t study copywriting or marketing at school but …

[Q&A] Can I Ask For More Money?

March 21st, 2023

16:01

Today's question comes from Mel in our Facebook Mastermind Group. You can join here.

Mel says, "I've worked freelance for the same company for three years. The company is growing, but the boss doesn't do salaried …

Six-Figure Upwork Profile in 90 Days

March 16th, 2023

58:46

On today’s show, Preston has a one-on-one conversation with freelance podcast expert Noah Tetzner who built a six-figure Upwork profile in under 90 days. Noah has studied the Upwork algorithm in order to find success …

[Q&A] Will ChatGPT Kill Freelancing?

March 14th, 2023

20:00

Today's question comes from Laura Bean. Laura submitted a question at freelance to founder.com/ask. And I love this question because it's been on my mind lately. Clay and I talked before we hit record about this AI and …

Your Pitch: from "yawn" to "YES!"

March 9th, 2023

54:40

On today’s episode: how do people react when you give them your elevator pitch—you know, that 30-second pitch about what you do as a freelancer or agency? Is it with a “yawn” or a “YES”?

In today’s episode, we coach

[Q&A] Where Do I Store Client Files?

March 7th, 2023

14:38

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature …

Are You Stealing From Future You?

March 2nd, 2023

54:04

On today’s show: are you stealing from future you?

See, there are two ways to build a freelance business: focusing on revenue right now or on future revenue.

And while it’s hard to see past the “right now” revenue, it can …

[Q&A] Late Invoice = No Paycheck?

February 28th, 2023

14:31

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature …

Burnout Remedies

February 23rd, 2023

1:06:48

On today’s show: what if you’re burned out? Is there a cure?

Our guest Dan finds himself working too many hours and feeling the pressure of being the …

[Q&A] How to Future-Proof Your Business in a World of AI

February 21st, 2023

20:00

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature …

Clarity Matters

February 16th, 2023

55:25

On today’s show: Can you clearly explain your value to potential clients in 10 seconds or less?

It’s not easy to do. And while today’s guest Joshua was technically able to do it, the more we spoke with him, the more we …

[Q&A] Is It Too Soon to Raise My Rates Again?

February 14th, 2023

15:43

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature …

Can You Make This Work?

February 9th, 2023

57:12

On today’s show - Have you ever found yourself asking: "Can I really make this work?"

I’m joined by Travis today, who has a successful side hustle and …

[Q&A] From Zero to One Employee

February 7th, 2023

18:25

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature …

How to Make More and Work Less

February 2nd, 2023

49:43

On today’s show: we’re visited by a former coaching call guest: Sarah Kleist.

It’s been about nine months since Sarah was on the show, and she’s been hustling to grow her business!

In this off-the-cuff episode, we talk …

[Q&A] How Can I Be More Confident?

January 31st, 2023

19:40

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature …

The Power of Specializing

January 26th, 2023

1:07:22

On today’s show: how many services do you offer to clients?

Some coaches might say you should offer as many services as possible—hiring …

[Q&A] How do I pitch a retainer?

January 24th, 2023

13:32

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Turn Your Laptop Into an ATM

January 19th, 2023

58:17

On today’s show: what if you could turn your laptop into an ATM—basically printing money whenever you need it from anywhere in the world?

Well, that’s …

[Q&A] Is Freelancing Really Worth It?

January 17th, 2023

16:31

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Nailing Your 2023 Marketing

January 12th, 2023

55:18

On today’s show: have you ever felt overwhelmed with so many marketing options?

First, there’s picking the right target client. Then there’s understanding the pain points of your client. Then there’s deciding what to …

[Q&A] Impressing big-brand clients

January 10th, 2023

17:49

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Charge Like a Founder—Not an Employee

January 5th, 2023

1:02:46

Today we have a coaching call with Joseph, a digital nomad working in Mexico. Joseph is building his Wordpress development company on the side of his …

[Q&A] Should I Make This Big Leap Into a Different Industry?

January 3rd, 2023

17:34

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How a hobby turned into a six-figure business

December 29th, 2022

49:49

Today, you'll hear the story of Krista Stryker, founder of 12 Minute Athlete. Krista is living a comfortable life. She's married, lives in Los Angeles, California. She’s got her own fitness app, an incredible YouTube …

[Q&A] Should I Rebrand My Business?

December 27th, 2022

21:14

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How to Find Referral Partners

December 27th, 2022

56:55

On today’s show: we all know client referrals can be a great way to grow your business. In fact, most service businesses still identify word of mouth marketing as their #1 source for new clients. But if you never know …

[Q&A] Engaging a Client Who's Ghosting You

December 20th, 2022

18:36

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Powerful Pricing Strategy for 2023

December 15th, 2022

1:00:09

On today’s show: have you ever wondered if you’re leaving money on the table in your business?

If you don’t have a solid pricing strategy, you …

[Q&A] Am I Offering Too Many Services?

December 13th, 2022

18:36

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

$100,000/mo in Recurring Revenue

December 8th, 2022

1:00:06

On today’s episode, I’m digging into our show archives to bring you a conversation that most of you missed because we aired it so early on.

If you haven’t heard this episode you’re missing out because it’s an early …

[Q&A] Does Niching Down Waste My Skills?

December 6th, 2022

13:25

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Should you tell your boss about your business?

December 1st, 2022

56:36

If you’re working as a side-hustler, this can be a tricky situation. It’s where today’s guest Berna finds herself. After working on a side-project for a while, she’s ready to promote it, but isn’t sure how to get the …

[Q&A] When Sub-Contractors Don't Deliver

November 29th, 2022

13:12

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Getting Clients to Treat You Like an Agency

November 24th, 2022

52:17

On today’s show, I’m joined by a good friend of mine, Chelsea Baldwin as a special guest coach. Together, we coach Australian …

[Q&A] How do I find product/market fit?

November 22nd, 2022

14:52

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

The Power of Personal Brand

November 17th, 2022

58:08

On today’s episode, we have a coaching call with Denise, a freelancer from South Carolina, USA. 

Denise works in higher education and is happy with …

[Q&A] Is Freelancing Really Worth It?

November 15th, 2022

16:31

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Crushing Your Time Management

November 10th, 2022

55:09

On today’s episode: how can you balance client work with growing your business?

It’s a question we got from James who calls in from New Zealand. 

James has been growing his web security and maintenance company for about a …

[Q&A] Responding to an Impatient Client

November 8th, 2022

14:35

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Getting Attention from Decision-Makers

November 3rd, 2022

1:09:09

On today’s episode: how can you actually get the attention of the perfect audience for your business?

It’s a question we got from Roopika, who called in from India. She’s got a really unique business—you’ll hear more …

[Q&A] How Can I Build My Confidence?

November 1st, 2022

19:40

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How to Generate the Best Leads

October 27th, 2022

54:32

On today’s show: do you ever wonder how to generate some of the best leads possible? 

For most freelancers and agencies, filling your pipeline with quality leads is not only critical to your business’s health, but also …

[Q&A] How to Handle 5 Common Nightmare Clients

October 25th, 2022

13:25

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Fixing a VERY Broken Hiring Process

October 20th, 2022

1:04:06

On today’s show, hiring. It’s often a stressful process. But it doesn’t have to be that way. 

With returning guest Logan Rae, my co-host Clay and I …

[Q&A] Does LinkedIn Cold Outreach Work?

October 18th, 2022

14:26

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How to Fix Broken Team Processes

October 13th, 2022

47:13

On today’s episode, Clay said I got a little salty. But it’s only because I’m really passionate about our guest, Logan, succeeding with her agency. Logan has grown her agency fast—15 employees over the last 2 years.

And …

[Q&A] Should I Keep My Social Accounts if I Rebrand?

October 11th, 2022

13:14

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

The Art of Making Things Happen

October 6th, 2022

49:28

On today’s show, our good friend Adam Wright fills in again with Clay, and they’re joined by a real powerhouse of a guest: Steve Sims.

Steve has done some incredible things in his life. I’ll let Clay do the official …

[Q&A] Best Proposal & Contract Software?

October 4th, 2022

17:09

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How Founders Handle Money

September 29th, 2022

51:10

On today’s show: did you know there’s a difference between how freelancers handle money and how founders do? If you want to build a more predictable business, the honest truth is you’ll have to start thinking about …

[Q&A] What Goes in My Portfolio When I'm Brand New?

September 27th, 2022

20:13

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Are You Laser-Focused on Your Niche?

September 22nd, 2022

44:17

Are you laser-focused on your niche? You might think you’ve niched down, but is it enough?

That’s something I get into with my guest today, Jim …

[Q&A] Can I Really Raise My Rates?

September 20th, 2022

19:40

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Imposter Syndrome

September 15th, 2022

48:21

On today’s episode, I’m not here. I mean, I’m reading this right now, but when this conversation took place, I was dealing with some family stuff. 

In my absence, Clay is joined by our very good friend Adam Wright—a very …

[Q&A] Got My First Client...Now What?

September 13th, 2022

20:17

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How Much Should You Spend on Marketing?

September 8th, 2022

52:35

On today’s show, our guest skipped out, so Clay and I hit record to discuss something we see a lot of business builders get wrong: marketing budgets.

You know that phrase, “you’ve got to spend money to make money”?

Well, …

[Q&A] - Are There Non-Spammy Networking Groups?

September 6th, 2022

20:48

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

How to Surprise & Delight Clients

September 1st, 2022

40:46

On today’s show: how can you surprise and delight your clients so they stick with you longer, refer their friends, and pay you what you’re worth?

We’ll break down some of our best advice including the ideas that have led …

[Q&A] Using the Same Contract for Every Client

August 30th, 2022

17:39

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

These Social Posts Get the Best Clients

August 25th, 2022

38:31

On today’s show, we talk with Mannat, a student calling from India with questions about her freelance business.

Mannat is a typographer—she works with lettering and fonts.

But everytime Mannat posts her work to social …

[Q&A] Should Your Client Choose How to Pay?

August 23rd, 2022

17:13

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Best to Focus on Hiring or Client Work?

August 18th, 2022

55:15

On today’s show, we talk with Karl who’s holding on tight while his writing business is growing fast. 

After writing for a few highly technical …

[Q&A] Should You Delegate Client Communication?

August 16th, 2022

14:24

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Productivity Secrets

August 11th, 2022

1:01:42

This is our mega-productivity episode.

It’s nearly an hour of our best tips, tricks, tools, and advice for getting more done and making more money …

[Q&A] Building Passive Income as a Freelancer

August 9th, 2022

12:06

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Delegate without Sacrificing Quality

August 4th, 2022

53:37

On today’s show: how can you delegate without upsetting clients or sacrificing quality?

It’s a problem today’s guest Michael is facing in his young freelance business. He’s been working for himself for a while, but can’t …

[Q&A] Fixing an Invoice Mistake

August 2nd, 2022

17:08

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Can Your Business Run on Autopilot?

July 28th, 2022

58:18

On today’s show, we chat with Carey from PodcastFastTrack.com where his business has taken off over the years. Carey is a bit further along in life than many of our guests and is contemplating retirement. 

But instead of …

[Q&A] When To Hire a Project Manager

July 26th, 2022

15:13

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Should You Scale With a Business Loan?

July 21st, 2022

55:19

On today’s episode, Clay and I dive deep into one question: should you get a business loan to grow your freelance business or agency?

I’ve never taken …

Perfectionists Can Scale Too—Here's How

July 14th, 2022

55:04

On today’s episode, we have a coaching call with Eva—a branding expert from Portugal.

Eva has gained some nice traction on Instagram and delivers her clients a highly customized service when it comes to her entire …

[Q&A] Should I Give Up Files for Free?

July 12th, 2022

16:54

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Crushing Through Cultural Barriers

July 7th, 2022

51:11

On today’s show, our guest Nouman slams us with more questions than any guest before and we do our best to deliver some good answers. Nouman has quickly grown his agency from 3 partners to over 20 employees in just a …

[Q&A] Can I Put In-House Work in My Portfolio?

July 5th, 2022

14:18

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Gold Mine of New Clients—Are You In?

June 30th, 2022

51:30

On today’s show: are you leaving money and clients on the table?

If you’re not tapping into the gold-mine we’re going to talk about on today’s show, …

[Q&A] HELP! Client Spouse Getting in the Way

June 28th, 2022

14:53

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

The Power of Client Trust

June 23rd, 2022

54:53

Today we’re joined by Chad who’s working on building his agency in Utah, USA. Chad works with clients all over the world. They hire him because they like and trust him. 

But what’s a freelancer to do when it’s time to …

[Q&A] I've Lost My Passion, Now What?

June 21st, 2022

16:31

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Is Scaling Your Business Really Worth It?

June 16th, 2022

54:15

On today’s show: is scaling your business really worth it? 

It’s a question that makes you think. I mean, if you’re making pretty good money working …

[Q&A] Should I Make This Big Leap Into a Different Industry?

June 14th, 2022

17:34

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Mastering Stress-Free Delegation in Your Business

June 9th, 2022

50:26

On today’s show: How can you confidently delegate to your team, knowing things will actually get done the right way?

It’s a tough question. That’s …

[Q&A] Does Niching Down Waste My Skills?

June 7th, 2022

13:25

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Drumming Up More Attention

June 2nd, 2022

53:58

Have you ever thought: “if I can just get the attention of more people, I could close more clients and grow my business”

That’s where we find today’s …

[Q&A] Selling Old Files to a Client

May 31st, 2022

11:21

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Should You Charge for Deliverables or Results?

May 26th, 2022

41:01

On today’s show, Clay and I are on our own to discuss something we’ve seen a lot of freelancers and agency builders struggle with. 

The question…? When selling your services which is better: focusing on deliverables or …

[Q&A] What Does Your Freelance Pricing Say About You?

May 24th, 2022

13:26

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

When to STOP “Doing Everything”

May 19th, 2022

49:43

Have you ever wondered if you’re doing too much in your business? For those of us who are multi-talented, it can be hard to know when to stop doing …

[Q&A] Are Proposals Really Worth Your Time?

May 17th, 2022

18:04

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Are You Ready to Hire Your First Virtual Assistant?

May 12th, 2022

1:01:14

On today’s show: maybe you’ve heard expert advice saying you should hire a VA—a virtual assistant. You might have even heard that advice from us, on …

[Q&A] Best Software for Getting Paid Faster?

May 10th, 2022

12:06

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Give up Control to Build a Successful Business

May 5th, 2022

44:25

On today’s show: are you a bit of a control freak?

Being hesitant about giving up control in your business is normal. We’re all nervous to hand off …

[Q&A] Should I hire a CPA or use a tax software?

May 3rd, 2022

16:08

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

The Power of Saying “No” to Clients

April 28th, 2022

46:53

On today’s show: Have you ever noticed just how liberating it can be to tell your clients “no”?

In the early years of your freelance career, you feel almost obligated to say “yes” to any request your clients make. After …

[Q&A] Client Pays Every Month, But Doesn't Call Me...

April 26th, 2022

11:28

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Pivoting to Passive Income

April 21st, 2022

1:01:56

On today’s show: have you ever wanted to pivot your freelance business into something a little more passive? 

In this episode, we chat with our old …

[Q&A] When Sub-Contractors Don't Deliver

April 20th, 2022

13:12

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Breaking Free from Agencies as Clients

April 14th, 2022

1:05:49

On today’s show: how can you stop using agency work as a crutch & build your own rolodex of high quality clients?

It’s something we chat about …

[Q&A] Impressing big-brand clients

April 12th, 2022

17:49

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Getting More Established Clients

April 7th, 2022

1:01:49

On today’s show: When you’re just getting started, taking on any clients just to pay the bills is almost a given. But there comes a time when you need higher-paying more established clients.

That’s the situation today’s …

[Q&A] How do I find product/market fit?

April 5th, 2022

14:52

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Landing Big Clients (like Walmart) w/ Elna Cain

March 31st, 2022

50:16

On today’s show: how do you go from small, one-off clients to more reputable, big-name brands?

It’s a question I pose to Elna Cain, my guest on the show today. Elna is a freelance writer who has worked with big brands …

[Q&A] How do I pitch a retainer?

March 29th, 2022

13:32

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK and we'll feature …

Riding the Rollercoaster

March 24th, 2022

57:50

On today’s show: do you ever feel like freelancing and entrepreneurship are just one crazy roller coaster ride? 

Well in my conversation today with …

[Q&A] Should I hire a project manager?

March 22nd, 2022

15:13

Big news today! We're excited to share our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.

To submit your question, visit FreelanceToFounder.com/ASK

How to Find Referral Partners

March 17th, 2022

56:55

On today’s show: we all know client referrals can be a great way to grow your business. In fact, most service businesses still identify word of mouth marketing as their #1 source for new clients. But if you never know …

The Power of Productizing

March 10th, 2022

54:52

Have you ever wanted to say goodbye to writing custom proposals or charging low rates by the hour? If so, today’s your lucky day.

Clay’s on leave today which leaves me to chat with our expert guest, Tyler Gillespie.

Tyler …

The #1 Reason You’re Not Making Progress

March 3rd, 2022

58:59

Have you ever felt like you don’t know where you’re going in your business? It can be debilitating and frustrating. Not only that, but it can leave you spinning your wheels and wishing you knew what to do next to

Who wins? Employees -vs- Contractors

February 24th, 2022

1:01:40

On today’s show: Are you still debating whether you should build your business with full-time employees or independent contractors?

For Josh, a former …

Hiring the Best Freelancers

February 17th, 2022

55:13

On today’s show, have you ever thought: if I could just find the right person to hire, I could scale up my business.

That’s how Virginia from …

You’re a Strategist, Get Paid for It

February 10th, 2022

53:27

On today’s show: have you ever wished you could actually get paid to do things like write up a proposal or send a pitch?

Well, today’s guest, Austin …

“Risking” Money on Paid Ads

February 3rd, 2022

1:02:25

On today’s show: when’s the right time to spend money on paid advertising?

If you’re not sure when or how to approach paid growth as a freelancer, you’re not alone. Our guest today, Jason, is a pastor who sells a course …

Will you sink or swim?

January 27th, 2022

1:05:47

On today’s show: what would you do if you suddenly had to start making full-time money from your business tomorrow? 

In this episode, that’s a …

Hate “Networking”? Do this.

January 20th, 2022

50:07

On today’s show: do you keep hearing how important networking is, but you really just don’t enjoy it?

In this episode, we chat with Morgan, a freelancer from Chicago. Morgan can see the potential in networking with local …

Client Referrals: Dangerous or Powerful?

January 13th, 2022

1:00:33

On today’s show: if you get most of your clients from referrals, is that a good thing? Or is your business at risk of failing?

You’re about to hear a coaching call with Dwaynia who’s calling in from Alabama in the USA. …

The Power of Automation

January 6th, 2022

1:05:57

On today’s “best of” episode which originally aired in Oct 2020, Preston has a one-on-one conversation with James Rose. James is a total rockstar when it comes to automating tasks in your business. In fact, as you’ll …

Powerful Lead Generation Strategy for 2022

December 30th, 2021

45:36

On today’s show, it’s Clay’s birthday, so he has the day off, but I have a great conversation with Yash who built an agency from 2 people to over 55 …

Scaling without Sacrificing Personality

December 23rd, 2021

55:04

On today’s episode, we have a coaching call with Eva—a branding expert from Portugal.

Eva has gained some nice traction on Instagram and delivers her clients a highly customized service when it comes to her entire …

Our Mega Productivity Episode

December 16th, 2021

1:02:23

Today is our mega-productivity episode. It’s nearly an hour of our best tips, tricks, tools, and advice for getting more done and making more money …

To Retire Early, Hire These People

December 9th, 2021

58:18

On today’s show, we chat with Carey from PodcastFastTrack.com where his business has taken off over the years. Carey is a bit further along in life than many of our guests and is contemplating retirement. 

But instead of …

Spend Money to Make Money?

December 2nd, 2021

52:35

On today’s show, our guest skipped out, so Clay and I hit record to discuss something we see a lot of business builders get wrong: marketing budgets.

You know that phrase, “you’ve got to spend money to make money”?

Well, …

Charge Like a Founder—Not an Employee

November 25th, 2021

1:02:46

Today we have a coaching call with Joseph, a digital nomad working in Mexico. Joseph is building his Wordpress development company on the side of his …

When You're Too Busy to Scale

November 18th, 2021

56:24

On today’s episode, we have a great conversation with Will Gibbons—a product rendering guru who works with huge brands like Pelaton, 3M, Vizio and more.

After a year of working for himself, Will is facing perhaps one of …

Crushing it with Cold Outreach

November 11th, 2021

52:31

On today’s episode, we have a coaching call with Mohcine who’s building a facebook ads business from Morrocco.

Mohcine has had some great success getting jobs on Upwork, but he’s ready to diversify his marketing and has …

If We Had to Start Over from Scratch...

November 4th, 2021

53:22

Today, I (Preston) got a text from Clay. "I just let my entire team go." It took me completely by surprise, but also got me thinking about what it …

Getting Clients to Trust Your Team

October 28th, 2021

54:30

On today’s show, we’re joined by Chad who’s working on building his agency in Utah, USA. Chad works with clients all over the world. They hire him because they like and trust him. 

But now, Chad is beginning to hire some …

Filling Your Lead Generation Gap

October 21st, 2021

1:06:22

On today’s show, we chat with Kendrick who is building a video production agency in Atlanta, Georgia, USA. 

Kendrick’s a talented videographer with a highly-skilled team, but he’s feeling stuck when it comes to building …

The Power of Personal Brand

October 14th, 2021

58:08

On today’s episode, we have a coaching call with Denise, a freelancer from South Carolina, USA. 

Denise works in higher education and is happy with …

A Flood of Questions (Can We Keep Up?)

October 7th, 2021

50:49

On today’s show, our guest Nouman slams us with more questions than any guest before and we do our best to deliver some good answers. Nouman has quickly grown his agency from 3 partners to over 20 employees in just a …

Are High-Ticket Clients Enough?

September 30th, 2021

51:02

On today’s show, we have a conversation with Rachel Cooke who designs high-ticket training experiences for massive clients.

Rachel’s business is doing well. She’s happy with the amount of money she’s making and where her …

Should Managers Code?—Introducing 'Compiler', an original podcast from Red Hat

September 28th, 2021

24:41

To listen to more episodes or subscribe to Compiler, click here.

Technology can be bold. But it can also be complicated. Compiler breaks down the big …

The Freedom of Being "Out of the Loop"

September 23rd, 2021

42:05

Looping yourself out of every aspect of your business can be a bit terrifying. But it's also incredibly liberating. Hear why on today's show.

On today’s show, I talk with Joe Babi who’s building his own SEO agency. Not …

Getting Agency-Quality Leads (w Big Budgets)

September 16th, 2021

52:44

How can you get agency-level leads (big budgets, long timelines) when you're just a freelancer?

On today’s show, we chat with Ilias a Shopify developer from Morocco. Ilias has been freelancing for over two years and …

10 Low-Cost Marketing Tactics That Get Results

September 9th, 2021

49:38

On today’s show, we share over 10 free or inexpensive marketing tactics you can use in your own business right away.

And no, we’re not talking about posting on Instagram and crossing your fingers—these are real-world, …

Monetizing a New Skill from Scratch

September 2nd, 2021

1:02:38

On today’s show we catch up with Sara Noel, a freelancer with a pretty interesting journey. Sara didn’t study copywriting or marketing at school but …

Six-Figure Upwork Profile in 90 Days

August 26th, 2021

58:46

On today’s show, Preston has a one-on-one conversation with freelance podcast expert Noah Tetzner who built a six-figure Upwork profile in under 90 days. Noah has studied the Upwork algorithm in order to find success …

How to Stay Motivated While You Grow

August 19th, 2021

54:26

On today’s show, we chat with Mateo Melgar who’s calling in from Mexico. Mateo has been working hard as a freelancer and making pretty great money at it too. But even with all his success, Mateo still feels like he’s …

$100,000/mo in Recurring Revenue

August 12th, 2021

1:00:06

On today’s episode, I’m digging into our show archives to bring you a conversation that most of you missed because we aired it so early on.

If you haven’t heard this episode you’re missing out because it’s an early …

Hiring Salespeople is Painful—Here's a Fix

August 5th, 2021

56:09

Sales is one of your most important tasks as a business owner. But hiring for sales can be a nightmare.

On this week’s episode, we talk with Jason Vance, a former web design freelancer who’s building his next company in …

Getting Clients on LinkedIn

July 29th, 2021

1:00:36

With millions of potential clients spending time on Linkedin, it's worth learning how to get it right. Today, we share our top tips for getting clients through LinkedIn.

On today’s show, we have a coaching call with …

Growing Beyond Job Sites

July 22nd, 2021

58:00

Freelance job sites are a great way to get your foot in the door as a freelancer. But are they the best long-term strategy for growing an agency?

On today’s show, we have a coaching call with Ron, who has been

Does Client-Hunting Keep You from Scaling?

July 15th, 2021

56:02

New clients are often the lifeblood of a freelance business, but what if taking on new work is holding you back from growing your business?

On today’s …

Can You Win at Business ... Without Burning Out?

July 8th, 2021

58:00

On today’s show, we have a conversation with Corbett Barr from CorbettBarr.com.

Corbett has had a huge impact on my life and business and, after a recent conversation with Clay about hustling and burning out, I knew I …

How to Unlock a Floodgate of Client Leads

July 1st, 2021

1:03:51

On today’s episode, Caroline calls in from one of my favorite places on Earth: the Netherlands.

Caroline is building a graphic and web design business

Getting More Clients (as an Introvert)

June 24th, 2021

59:34

On today’s show, I’m joined again by my friend Matt Olpinski for our coaching call with side-hustler-turned agency-builder Jason Frostholm.

After

Introducing 'Creative Elements'

June 22nd, 2021

1:00:15

After working with creatives for 10+ years, Clay and I know it can be hard making a living from your art and creativity.

If your creative business needs a little boost, I suggest you listen to Creative Elements—a really …

3 Ways to Finally Raise Your Prices

June 17th, 2021

1:02:50

Today we have a coaching call with Joseph, a digital nomad working in Mexico. Joseph is building his Wordpress development company on the side of his …

Should You Do Your Own Marketing?

June 10th, 2021

51:13

Today’s coaching call is with Andy who’s calling in from Colorado, USA. And while Andy runs a business that Clay and I know virtually nothing about, …

Revenue on Autopilot—Is It Really Possible?

June 3rd, 2021

50:34

Have you ever found yourself approaching burnout in your business and wondered: is there any way to generate revenue on autopilot?

On this episode, Clay and I hit record on a rather personal conversation we were having …

Getting Press as a Freelancer (from the Editor of Entrepreneur Mag)

May 27th, 2021

58:28

On today’s episode Clay and I are joined by the editor of Entrepreneur Magazine, Jason Feifer to talk about how to get press for your freelance business.

Whether you want to get more visibility to your brand or attract …

Are You Attracting the Wrong Clients?

May 20th, 2021

38:31

On today’s show, we talk with Mannat, a student calling from India with questions about her freelance business.

Mannat is a typographer—she works with lettering and fonts.

But everytime Mannat posts her work to social …

Unleashing the Power of Local Clients

May 13th, 2021

49:45

Today’s coaching call is with Keegan who’s calling in from Louisiana, USA.

Keegan is building a web design business (something Clay knows a lot about) on the side of his day job (something I have tons of experience in).

Hiring 50 Contractors in a Year (Whew!)

May 6th, 2021

55:15

On today’s show, we talk with Karl who’s holding on tight while his writing business is growing fast. 

After writing for a few highly technical …

Close 90% of Clients (without Proposals)

April 8th, 2021

59:03

On today’s episode we chat with Brady, who is building a web design business from his home in northern Idaho, USA.

Brady has already built up a small team of contractors and aims to get the business running almost on …

Coaching at Scale

April 1st, 2021

52:22

On today’s episode, we chat with Brendan—a sales consultant who wants to scale his business to something bigger.

And while he finally started hiring …

How to Speak Your Clients' Language

March 25th, 2021

50:28

On today’s show, we chat with Jon who’s a physical product designer and prototyper. 

Jon’s got a highly technical business—which you’ll see as we chat …

Should You Branch Out or Niche Down?

March 18th, 2021

44:30

On today’s show, we chat with Christine, the founder of Bryant Creative Company.

Christine has a nice freelance business where she works on graphic design and branding for her clients. 

But over time, Christine has also …

Do You Have the Wrong Target Audience?

March 11th, 2021

1:01:35

On today’s show we chat with Augusto who’s running a local branding and video marketing company in the United States. Augusto has chosen to target local latino businesses because he feels they’re underserved and can …

You've Been Lied to About "Work/Life Balance"

March 4th, 2021

53:49

On today’s episode we chat with Adii Pienaar who recently published a book titled Life Profitability: The New Measure of Entrepreneurial Success.

As someone who’s very motivated by the lifestyle that freelancing and …

Do Clients Treat You Like an Expert? or Employee?

February 25th, 2021

1:00:42

On today’s episode, we have a conversation with Matt Essam who helps freelancers attract and find their dream clients.

Have you ever felt like you are more of an employee than a partner when it comes to your client …

Collabs vs. Hiring

February 18th, 2021

51:24

On today’s show, we check in with Margaret Ryland. Now, if that name sounds familiar, that’s because Margaret joined us originally on Season 8 to talk about her branding and design business.

Since we last talked, …

12 Mo. of Revenue in 30 Days

February 11th, 2021

49:00

On today’s show, it’s just Preston and Clay. That’s because in early January, Preston asked Clay how things were looking for the new year and his response was something like:

"I’ve already hit my 6 month revenue goal."

Less Convincing, More Closing.

February 4th, 2021

51:50

On today’s episode we have a coaching call with Shelley, who works in the music industry—which can be a tough gig right now, but Shelley is making it work.

There’s just a small problem with her principal business—booking …

Are You Stuck in "Create" Mode?

January 28th, 2021

48:08

On today’s show, we have a chat with Erica who, frankly, intimidates both Clay and me. That’s because Erica is working with some of the brightest …

3 Ways to "Spy" on Your Ideal Client

January 21st, 2021

1:01:29

3 Ways to Spy on Your Target Audience 

On today’s episode, we have a coaching call with Nikolai—a freelance Webflow developer living and working in …

Leader vs. Entrepreneur

December 17th, 2020

1:06:30

On today’s episode, we have a great coaching call with Andrea, who’s growing her agency—helping companies get the most out of the popular marketing …

Are You Optimizing for Profit?

December 10th, 2020

1:04:53

On today’s episode, we chat with Yusef who’s building his own small product design agency.

Yusef’s got a lot going for him: he’s got great cashflow, …

Getting Out of Your Own Way

December 3rd, 2020

48:07

In today’s episode, we chat with an up-and-coming agency-builder, Maddie. And during our conversation we come up against one of the most common …

Will Clients “Subscribe” to Freelancing?

November 26th, 2020

58:58

On today’s episode we mix it up a bit with Craig Solid—a consultant in the healthcare space.

Craig’s business is going well and he’s trying to figure …

Make Art, Make Money

November 19th, 2020

57:49

On today’s show I (Preston) have a really great conversation with James O-Reilly, an indie artist who’s working on making the transition from freelancer to founder.

James has had heaps of work come in over the last year …

Working From Anywhere (Remote Works Podcast Sneak Peek)

November 17th, 2020

23:36

To listen to more episodes or subscribe to Remote Works, click here.

On today's bonus episode, I share with you a fun podcast called 'Remote Work' from the team at Citrix.

You know how, before Covid, only a relative few …

The Truth About Being a ‘Founder’

November 12th, 2020

1:00:16

On today’s episode, we chat with Chase, a co-founder at Electric Eye. They help Direct-to-Consumer Shopify brands make more money. Like Clay and me, Chase started out as a freelancer, but over the last five years he and …

Giving Yourself a $40K Raise + Investing in People

November 5th, 2020

52:30

On this week’s episode, we check back in with one of our favorite guests from last season: Amy Kuo.

Amy’s business is growing well and she even hired her first intern this year. But she still has a lot of questions about

Attracting the Best Projects

October 29th, 2020

51:25

You'll be happier and wealthier if you can learn how to attract the right kinds of freelance jobs in your career.

On today’s episode, I’m joined by a …

Getting Clients to Treat You Like an Agency

October 22nd, 2020

51:17

On today’s show, I’m joined by a good friend of mine, Chelsea Baldwin as a special guest coach. Together, we coach Australian …

The Power of Automation

October 15th, 2020

59:00

On today’s episode, Preston has a one-on-one conversation with James Rose. James is a total rockstar when it comes to automating tasks in your business. In fact, as you’ll hear by the end of this conversation, in order …

Control Freaks Can Scale Too...Here's How

October 8th, 2020

34:31

On today’s show, we have a really great conversation with Natalie, who has built a nice freelance design business but has also encountered some serious trouble when it comes to hiring.

And even though Clay and I both …

Crushing Your To-Do List

October 1st, 2020

47:16

On today’s episode, we have a coaching call with Ignacio, who’s building a growing web design business in Guatemala.

Ignacio’s business is doing well, but he knows if he wants to go from freelance to founder, he needs to …

How I Finally Became My Own Boss

July 30th, 2020

50:24

On today’s episode (the final episode in our eighth season) I want to turn the tables and share with you an interview I did with my friends Marc and …

Should You Ever Turn Down a New Client?

July 23rd, 2020

57:18

Do you ever get the feeling you're attracting the wrong kinds of clients for your freelance business or agency? Today's guest faces the same …

I Caught Covid-19 and Lost Half My Business. But Then....

July 16th, 2020

57:15

Imagine catching the coronavirus and losing half of your clients in less than 48 hours. That's what happened to today's guest, Jim Huffman. Jim runs GrowthHit, a conversion-focused agency serving tech companies and …

Getting Clients via Affiliates, Social Media, or Email

July 9th, 2020

1:07:22

On today’s show, we talk with Akshat Choudhary who runs a thriving business called BlogVault.

Despite having over 10,000 customers and a growing team, …

How to Scale When You Feel Too Busy

July 2nd, 2020

55:16

On today’s episode, we have a great conversation with Will Gibbons—a product rendering expert who works with huge brands like Pelaton, 3M, Vizio and more.

After a year of working for himself, Will is facing perhaps one …

Fixing Awkward Money Conversations w/ Clients

June 25th, 2020

54:51

On this week’s episode we have a heart-to-heart chat with Bri Earles, a freelance social media manager and virtual assistant.

Bri has never had any trouble getting new social media clients. But whenever Bri thinks about …

Cold Pitching vs. Content Marketing

June 18th, 2020

58:40

On today’s call, we chat with Mihai Zamfir who has done some incredible work in building a presentation design company.

Mihai gets a fair amount of new clients using sites like Upwork and other freelance marketplaces, …

You're a Bottleneck—and it's Killing Your Business

June 11th, 2020

55:33

On this week’s episode, we talk with Jason Vance, a former web design freelancer who’s building his next company in marketing.

In just 9 months, Jason has hired 9 employees for his marketing agency because there's a …

An Audience is Not a Business

June 3rd, 2020

41:14

On this week’s episode, Clay and Preston have a heart-to-heart chat with Rodney Little, a UX/UI designer who wants to build an audience-first …

Do I Really Have to Be the CEO?

May 28th, 2020

52:01

On today’s show, we talk with Spencer Blaiklok—a freelance animator who dreams of building something bigger.

But, like most creatives, Spencer doesn’t want to give up the fun creative work in order to sit behind a desk …

5 Triggers to Raise Your Rates

May 21st, 2020

38:16

In today’s episode, Clay and I talk all about freelance pricing: what to charge, and when to raise your rates. We explore two very different pricing …

Is Upwork Legit? + What You're Losing by Not Hiring

May 14th, 2020

53:38

On today’s show, we have a nice long chat with Carl Smith. He’s been an in-house web developer for the past 20 years, but at the end of 2018, Carl …

Why You're Failing at "Finding a Niche"

May 7th, 2020

43:47

On today’s episode, we sit down with Margaret Ryland, a brand and identity designer who started her own design business not very long ago.

Margaret is working hard trying to figure out exactly what kind of client to …

Building a Business vs. Creating Another Job

April 30th, 2020

56:43

Too many freelancers never actually build a business that works for them. Instead, they just build another job for themselves—trading one annoying boss for a dozen high-maintenance clients. Eesh.

In today's episode, we …

Is Social Media Worth Your Time?

April 23rd, 2020

56:29

Auni Milne can close a deal with just about any client that comes her way. But getting new clients continues to be a struggle. Can being more active on social media help Auni improve her inbound lead generation? We …

Be Yourself, Get More Clients

April 16th, 2020

43:59

On today’s episode, we sit down with Amy Kuo—a former designer at Disney who after finding her passion for branding, and taking the leap into …

Clay's Fight to $100K/month in Repeat Client Revenue

April 9th, 2020

59:00

Not long ago, Clay was a struggling freelancer working low-paying jobs to make ends meet. Just 4 years later, he had a thriving agency with 10+ employees and over $100K/mo in recurring revenue.

In today's episode, you'll …

Introducing: 'Freelance to Founder' [TRAILER]

April 6th, 2020

1:38

Freelance to Founder is a unique call-in show with real-life freelancers trying to grow their businesses and escape the feast-famine lifestyle. Co-hosted by Clay and Preston, two former freelancers who have started, …

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