Cover art for podcast Freelance to Founder

Freelance to Founder

166 EpisodesProduced by Millo / The PodglomerateWebsite

Clay and Preston have each grown their own one-person businesses to something much bigger and now they offer weekly coaching calls with freelancers ready to do the same. Your weekly dose of real-world, practical, actionable advice to take your service-based business to the next level—with occasional… read more

166 Episodes | 2017 - 2021

Charge Like a Founder—Not an Employee

November 25th, 2021


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


On today’s show, we chat with Mateo 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 just …

$100,000/mo in Recurring Revenue

August 12th, 2021


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


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


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


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


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


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

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


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


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.


Introducing 'Creative Elements'

June 22nd, 2021


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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


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 …

We're Back on April 9 with All-New Episodes!

April 6th, 2020


Freelance to Founder is back with all new episodes beginning April 9th.

The critically acclaimed podcast for freelancers is getting a major upgrade with two new hosts and an all-new format.

You can think of it as free, …

A Year-End Announcement from 'Freelance to Founder'

December 26th, 2019


A quick update from the team at Freelance to Founder: Over the last few episodes, you’ve heard show creator Preston explaining that he’d be taking over as the new host beginning in January.

Today's quick audio clip makes …

Escaping debt and a cubicle to build a $150,000/yr business with Whitney Hansen

December 19th, 2019


In today’s episode, we feature the story of Whitney Hansen, blogger, podcaster, and creative entrepreneur.

If you enjoyed this episode, please leave us an honest rating on Apple Podcasts.

• • • • •

Add your voice to the …

WordPress freelancer builds $1M business in 6 months

December 12th, 2019


In today’s episode, we feature the story of Adam Preiser - founder of WPCraft.

If you enjoyed this episode, please leave us an honest rating on Apple Podcasts.

Add your voice to the show

Starting next year, we want to add …

How Chris Do is Building a Multi-Million-Dollar Agency

December 5th, 2019


In today’s episode, we feature the story of Chris Do - founder of the branding agency Blind.

If you enjoyed this episode, please leave us an honest rating on Apple Podcasts.

Complete show notes for this interview with …

Building a $30K/mo company with podcaster-turned-CEO, Matt Johnson

November 28th, 2019


In today’s episode, we feature the story of Matt Johnson - founder of PursuingResults.

If you enjoyed this episode, please leave us an honest rating …

How Ever Gonzalez Left His Day Job Behind to Host Events All Over the U.S.

November 21st, 2019


Ever Gonzalez is the mastermind behind OutlierHQ, but his journey to success wasn't quite what you'd expect. Tune in to learn how Ever went from working long hours in the freight industry to doing work he loves so much …

How Tedd Evers Grew an All-Virtual Team of 10 People While Staying Profitable

November 14th, 2019


In today's episode I introduce you to Tedd Evers, founder of Trip Tuner. How do YOU book your travel? Direct with airlines, through a service like Expedia or Travelocity? Through a travel agent? Well, 8 years ago, Tedd, …

From the US Army & Wall Street to Finally Starting His Own Business with Michael Pratt

November 8th, 2019


Offline, Michael Pratt is the CEO and Co-founder of Panamplify, a really cool reporting tool specifically for digital agencies to use with their …

How Two Friends Poured Their Hearts Into a Million-Dollar Business

October 31st, 2019


In this episode, you're going to be introduced to Quilt. Founded by our primary guests today, Ashley Sumner and Gianna Wurzl, two women still in their twenties, who wanted to break womens' reliance upon our digital …

How Shane Built an 8-Figure Business & Paid Freelancers $50 Million in the Process

October 24th, 2019


Shane Snow has helped build Contently to a mid-eight-figure business. But the number he's most proud of? The $50 Million in freelance wages he's passed on to freelancers around the world over the last 7 years.

That's …

How to Reach $1,000,000 in Under 2 Years (with Almost No Experience)

October 17th, 2019


Coworkers Reagan and Ryan worked together at a tech company, but their desire to start a direct-to-consumer fashion brand led them on an incredible journey.

Now, less than 2 years later, these two entrepreneurs run Vaer …

From charitable "underwear run" to building a $6,500 /mo. business helping startups and freelancers

October 10th, 2019


Mat Sherman doesn't do anything the "traditional" way. That includes building his business which centers around two primary products: Publoft and …

How to build a $450,000/year business when college fails you twice with Matt Giovanisci

October 3rd, 2019


School just wasn't Matt's thing. Like, ever.

He hated school and, honestly, didn't do well in it. He gave college a try...twice, and it just wasn't …

How Spencer built 200 websites that made $1/day (and then way more!)

September 26th, 2019


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 …

How getting deployed to Bahrain forced Stephanie to build her business from scratch

September 19th, 2019


Stephanie isn't what you'd call a "typical" online entrepreneur. In fact, she has had tons of success at multiple desk jobs. But when her husband was …

How Scott quit his job after thousands of customers joined "Scott's Cheap Flights"

September 12th, 2019


Before he ran Scott's Cheap Flights, Scott Keyes was a journalist who freelanced on the side.

He loved the work, in fact. He wasn't tired of working. It wasn't due to extreme boredom, hatred of the 'cubicle life,' so to …

How to convince huge brands to become your clients: the 7-year journey of Springzy

September 5th, 2019


Charlie Francus knew knew he'd be an entrepreneur one day. It took a little while for the right idea to fully germinate but about 7 years ago he …

How to build a $130K side-hustle in 6 months with Ben Tossell

August 29th, 2019


Today's guest on Freelance to Founder is at the very forefront of the "no-code" movement: a new way of building tech-based companies without being a developer.

He's the founder of Makerpad, an educational platform that …

How this freelance web developer got 400,000+ students on Udemy

August 22nd, 2019


Today, we chat with Brad Hussey: who went from side-hustling as a freelance web developer to bringing in 400,000+ Udemy students and a nice steady revenue to go with it.

What makes this episode special is Brad's …

How Emily quit her day job to illustrate for big brands as a full-time freelancer

August 15th, 2019


Getting paid to do work you love and building a profitable business out of it is every entrepreneur’s dream. And today’s guest on Freelance to Founder has been able to make that dream into reality, hiring her husband in …

From founder to freelancer: How Louis Nicholls has flipped the script for success

August 8th, 2019


In this episode, you’ll hear the story of Louis Nicholls, founder of ‘Sales for Founders’, where he teaches sales skills for a mostly tech founder …

From aspiring actor to transformational public speaking trainer

August 1st, 2019


25 years ago, Michael Port earned his MFA in acting from NYU before working in TV, film, and theater. Now, at the Heroic Public Speaking Headquarters in NJ and for organizations around the world, he teaches non-actors …

From struggling teacher to 6 figures with John Sowash

July 25th, 2019


John's story is the entrepreneur's story through and through. 

A teacher for years, loving the job but struggling financially, he started to do a …

From unemployed to an 8-figure exit with Chris Cobb

July 18th, 2019


In this episode, we interview Chris Cobb of Armstrong Transport. His story is very different from many we’ve told on Freelance to Founder.

Our guest …

From struggling commercial pilot to 6-figure podcaster

July 11th, 2019


This is our interview with Eric Cacciatore, founder of Restaurant Unstoppable - a restaurant business podcast that enjoys a loyal audience and generates over six-figures in revenue.

If you enjoyed this episode, please …

How to build a 7-figure blogging business around your passion with Will Hatton

July 5th, 2019


This is the story of Will Hatton, founder of and a jack-of-all-trades turned blogger/entrepreneur who converted his passion into a 9-business empire making 7 figures in revenue.

If you enjoyed this …

WordPress freelancer builds $1M business in 6 months

June 27th, 2019


Adam Preiser was enjoying an early retirement in his 30's. That was until he started experimenting with YouTube—showing non-developers how to rapidly build sophisticated websites with WordPress.

If you enjoyed this …

Escaping debt and a cubicle to build a $150,000/yr business with Whitney Hansen

June 20th, 2019


Today, we talk to Whitney Hansen, who is a personal finance coach and host of The Money Nerds, a Plutus award-winning podcast. As an adjunct professor in personal finance, she teaches overwhelmed millennials how to …

How a hobby turned into a six-figure business for Krista Stryker

June 13th, 2019


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 …

From “failure” to a $43,000/month business with Baird Hall of Wavve

June 6th, 2019


In today’s episode of Freelance to Founder, you'll hear the story of Baird Hall, founder of If you've seen these cool social videos …

Why Copyblogger co-founder Sonia still freelances on the side of her multi-million-dollar business

May 30th, 2019


In today’s episode of Freelance to Founder, you’ll hear the story of Sonia Simone, co-founder and Chief Content Officer of Copyblogger.

If you enjoyed this episode, please leave us an honest rating on iTunes.

Copyblogger …

From Video Editor to $2M in Annual Revenue with Chris Ronzio

May 23rd, 2019


Today, you'll hear the story of Chris Ronzio, founder of Trainual. We're talking to someone who was at the `15-month mark when we interviewed them. And he's built his business to the $2 Million level in annual revenue. …

15 Months to hit six figures with freelance copywriter & stay-at-home mom, Allie Smith

May 16th, 2019


This is episode number 50 of freelancetofounder and today you’re going to hear about Allie Smith, solopreneur, expert copywriter and founder of

Passing $1 Million in her first year with one-woman company Aether Beauty

May 9th, 2019


In today’s episode, we feature the story of Tiila Abbitt - CEO and founder of AetherBeauty.

If you enjoyed this episode, please leave us an honest rating on iTunes.

Tiila is in her first year of starting her own beauty …

Building a $30K/mo company with podcaster-turned-CEO, Matt Johnson

May 2nd, 2019


Welcome to a brand new season of Freelance to Founder and a new era for the show where we embrace a new, more casual and long-form approach to sharing our founder stories.

In today’s episode, we feature the story of Matt …

Building seanwes from freelance to 7 figures with Sean McCabe

April 17th, 2019


This episode tells the story of Sean McCabe, founder of seanwes. Sean freelanced as a hand-lettering specialist, but ultimately turned the lessons he …

From 3rd-grade teacher to six-figure blogger with Courtney Slazinik

April 3rd, 2019


A great story of a military wife. An extremely busy and motivated wife and mother who decided to mix her two passions - education and photography - …

From freelancer to 7-figure agency with Shannon DeJong and House of Who

March 20th, 2019


In this final episode of season 6, we feature the story of Shannon Dejong - an Entrepreneur, artist, speaker, and CEO of boutique agency House of Who.

Years ago, she thought she’d be an actor on a stage or writing poetry …

Over $500K/year working just a few hours a week with Brian Casel of Audience Ops

March 13th, 2019


We interview Brian Casel: entrepreneur, product designer, writer, trainer at flagship training program Productize, host of ProductizePodcast and Founder of AudienceOps, a done-for-you content marketing service.

Brian …

From summer camp teacher to over $300,000 in revenue with Pamela Capalad of Brunch and Budget

March 6th, 2019


In today’s episode, we’re in New York City to join Pamela Capalad, a certified financial planner who’s blended her expertise in financial planning …

From freelance writer to million-dollar BBQ blogger and a Guinness Record with Susie Bulloch of Hey Grill Hey

February 20th, 2019


When grown-ups used to ask Susie Bulloch what she would be when she grew up, she didn’t stand a chance of guessing correctly.

That’s because, as Susie …

BONUS: From stay-at-home mom to multi-million-dollar brand with Courtney Brown

February 13th, 2019


This episode, we tell the inspiring story of Courtney Brown—a solopreneur who, in the height of the mommy blog craze, decided blogging wasn't for her …

From freelance writer to $300K/year with Chelsea Baldwin of Copy Power

February 6th, 2019


Chelsea Baldwin has been at it building a successful copywriting business, all the while sustaining her travel lifestyle - travelling the world …

Paul Jarvis: From web designer to six-figure “company of one”

January 30th, 2019


For this epiosde, we head to an island. Well away from the major city - off the mainland of British Columbia, Canada.

A young man has grown from an …

From 0 to 100k customers with AWeber's Tom Kulzer

January 23rd, 2019


For our first episode of season 6, we take you into rural America. It was 1998, and a young wireless modem salesperson was looking at ways to …

BONUS: Chris Do - From immigrant childhood to millions in revenue and winning an Emmy

January 7th, 2019


After his family immigrated to the U.S. from Vietnam, Chris Do never imagined his artistic interests could eventually propel him into a successful …

The Elephant in the Room…

November 15th, 2018


We're excited to announce our partnership with 'House of Who' to bring you a brand new podcast called ArtistCEO - a podcast by women, about women in business...


This show is a part of the Podglomerate network, a …

From plumber to $4 Million business with Stuart Draper of Stukent

September 13th, 2018


Stuart Draper once worked as a plumber for his brother-in-law. Now he’s the founder of a $4 Million business providing a digital marketing curriculum …

From feeling stuck at a day job to $500K/year with Brittney Castro of Financially Wise, Inc.

September 5th, 2018


After feeling stuck at her corporate finance job, Brittney Castro broke out on her own to start her own financial planning firm. Now she works tirelessly on growing her personal brand making $500K/year. 


This show is …

From zero business plan to million-dollar podcaster with Andrew Warner of Mixergy

August 22nd, 2018


When Andrew Warner started Mixergy, he had just come away from a $40 Million business sale and was anxious to help aspiring entrepreneurs thrive. Despite starting with zero business plan in mind, today Mixergy is a …

From 3rd-grade teacher to six-figure photography blogger with Courtney Slazinik of Click it Up a Notch

August 16th, 2018


We have a super founder to introduce to you today. A great story of a military wife. An extremely busy and motivated wife and mother who decided to mix her two passions - education and photography - into a highly …

From freelance web designer to topping the Product Hunt charts with James Rose of Content Snare

August 8th, 2018


On today’s show, we’ve got an Australian software developer, who’s just over 1 year into his biggest endeavour yet. While he’s successfully built and …

From PR Manager to highly successful SaaS consulting business with Kaleigh Moore

August 1st, 2018


What if you discovered that your best bet for growth, success and even peace of mind was to change gears from building a big company to establishing a strong healthy personal brand? Meet Kaleigh Moore, freelance …

From freelance developer to millions in revenue with Hotjar’s Marc von Brockdorff

July 18th, 2018


As a kid, Marc von Brockdorff was obsessed with the idea of having an online business. He’s continued to overcome startup struggles by building and testing various online products and businesses - including working as a …

From college dropouts to power couple growing two agencies with Reliable PSD’s David & Lou

July 11th, 2018


On today's show, we introduce you to David Tendrich and Lou Levit, partners in business and in life. In 2009, they both decided to leave college to …

From answering customer support calls to building a successful lifestyle business online

April 2nd, 2018


Justin Jackson was a shy kid growing up. Of course, you might not guess that from his twitter profile where he self-identifies as an internet stuntman. After taking his first real job as a customer service rep, Justin …

From "checked-out employee" to full-time freelancer & blogger with Sarah Morgan of XO Sarah

March 22nd, 2018


After seven years of working in a cubicle, Sarah Morgan realized she had a major problem: she hated her job. Her biggest fear was that she'd wake up …

From web designer to building Freshbooks to a multi-million-dollar company with Mike McDerment

March 7th, 2018


Mike McDerment had the entrepreneurial bug early on. In second grade, he built a video game and told everyone he was going to sell it. Today, Mike …

From “terrible student” to building a multi-million-dollar agency with Cynthia Johnson of Bell + Ivy

February 26th, 2018


Cynthia Johnson wasn't exactly a perfect fit for public school—after being homeschooled she found the entire thing a bit restrictive. But the same …

From "nerdy kid" to building a $45,000/mo business from scratch in less than a year with Jake Jorgovan of Lead Cookie

February 20th, 2018


Jake Jorgovan has started a lot of businesses—from recording punk rock bands in his basement as a teenager to designing websites for multiple …

Chris Do: From immigrant childhood to millions in revenue and winning an Emmy

February 12th, 2018


After his family immigrated to the U.S. from Vietnam, Chris Do never imagined his artistic interests could eventually propel him into a successful …

Season 4 is coming with Chris Do, Cynthia Johnson, Justin Jackson, Sarah Morgan and more!

February 5th, 2018


We're just a week away from Season 4 of 'Freelance to Founder' and we've got some incredible stories coming your way this season—from Emmy-winning designer Chris Do, to entrepreneur Cynthia Johnson, "internet stuntman" …

BONUS: Andy quit his what? Listen to the trailer for our new podcast, 'My Freelance life'

January 29th, 2018


From the company that brings you 'Freelance to Founder' comes an all-new weekly podcast called 'My Freelance Life.' The show tells the story of Andy, …

A quick message for listeners of 'Freelance to Founder'

December 12th, 2017


A quick message to everyone listening to 'Freelance to Founder' from co-producer and Millo founder, Preston.


This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes …

From flailing freelancer to a $500,000/month "unlimited design" business with Russ Perry of Design Pickle

November 13th, 2017


After realizing he wasn't cut out for freelancing or agency life, Russ Perry built a multi-million-dollar business on the back of a crazy idea: sell …

From struggling design blogger to building a huge six-figure business with Tom Ross of Design Cuts

November 6th, 2017


Tom Ross used to be a design blogger getting hundreds of thousands of views every month. But he quickly realized almost none of those visitors really cared about him, his brand, or his business. That's when Tom pivoted …

From 8-yr-old computer whiz to selling his company to Stripe with Courtland Allen of Indie Hackers

October 25th, 2017


When Courtland Allen was an 8-year-old tinkering with computers and teaching adults around him how the machines worked, he probably never imagined …

From college dropout to $828,000 in monthly recurring revenue with Nathan Barry of ConvertKit

October 16th, 2017


When Nathan Barry dropped out of college a few years ago, he never dreamed he'd soon be running a company that generates over $800,000 every month in …

From quitting law school to building a copywriting empire with Joanna Wiebe of Copy Hackers

October 11th, 2017


Joanna Wiebe thought law school was the right path for her. But after a day—yes, literally one day—she realized she made a terrible mistake. Since …

From losing everything to building a massive podcast career with Michael O'Neal and 'The Solopreneur Hour'

October 2nd, 2017


How many people do you know making a good living as a professional podcaster? Probably not many. In today's episode, you'll hear the story of Michael O'Neal and learn what it takes to build a creative business of any …

From financial analyst to million-dollar blogger with Michelle Schroeder-Gardner and 'Making Sense of Cents'

September 25th, 2017


Just a few years ago, Michelle Schroeder-Gardner was a financial analyst with loads of student debt. Now her blog, 'Making Sense of Cents,' brings in …

From high-school web developer to teaching freelancers how to double their business with Brennan Dunn

September 18th, 2017


Brennan Dunn started freelancing as early as high-school. Now, he teaches other freelancers what it takes to build a thriving business & he runs …

Season 3 is coming—and we've got Brennan Dunn, Michelle Gardner, Michael O'Neal and lots more!

September 13th, 2017


We're back with an all-new season of 'Freelance to Founder!' This season, you'll hear the stories of incredible freelancers and solopreneurs like …

From fortune 500 companies & failed startups to building a successful business on their terms - the story of Fizzle founders Corbett Barr & Chase Reeves

June 30th, 2017


Our final episode for Season 2 brings you Corbett Barr and Chase Reeves, together, as co-founders of 

We especially cover the mindset of a …

From receptionist to designing for Google and becoming a bestselling author - the story of Sarah Cooper & the Cooper Review

June 30th, 2017


Episode 7 introduces you to Sarah Chooper. Sarah is the hilarious author of the best-selling book, "100 Ideas to Look Smart in Meetings," a follow-up …

From college drop-out to building a massive social selling business — the story of Phil Gerbyshak

June 30th, 2017


Episode 6 welcomes Phil Gerbyshak. As Phil left the Navy, he was quick to dive into the digital world. As his career moved along, so did his mastery of the web for ethical connections. He now teaches social selling as …

From project manager to highly sought-after hand-lettering instructor - the story of Becca Courtice

June 30th, 2017


Episode 5 introduces you to Becca Courtice. She was a sports nut early in life, and a project manager after university, What does she do now? She has …

From a Boeing cubicle to making videos for Pat Flynn, John Lee Dumas, Chris Ducker & more - the story of Caleb Wojcik

June 30th, 2017


Episode 4 tells the story of Caleb Wojcik, who purposely avoided the self-employed path his father took...before ultimately being pulled into it …

From kindergarten teacher to Kickstarter success & thriving mompreneur - the story of AshLee Winterrose

June 30th, 2017


Episode 3 brings you AshLee Winterrose. AshLee and her husband were dealt a challenging blow while still in college, forcing her to become the …

From getting fired to building a thriving creative agency - the story of Clay Mosley and Rock City Digital

June 30th, 2017


Episode 2 introduces you to Clay Mosley, founder of Rock City Digital agency in Little Rock, Arkansas. Clay went from self-proclaimed job hopper to creative visionary and CEO of an unorthodox agency in the Midwest. 


From washing windows to building a massive online brand — the story of Sean McCabe and the seanwes brand

June 30th, 2017


Episode 1 tells the story of Sean McCabe, founder of seanwes. Sean freelanced as a hand-lettering specialist, but ultimately turned the lessons he …

Season 2 is coming in one week with Sean McCabe, Sarah Cooper, Corbett Barr & Chase Reeves, and more!

June 23rd, 2017


Here's what you can expect from Season 2 of Millo's first-ever podcast, 'Freelance to Founder.' 


This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We …

From freelance designer to building a luxury fashion brand

February 14th, 2017


Jeff was a freelance designer who started to notice it was hard to find quality t-shirts that he actually wanted to wear. So he decided to start his own design & fashion brand, Ugmonk. Now, Jeff sells luxurious …

From designing video games to getting hired by major brands to create custom illustrations & art

February 14th, 2017


Ever since we was a little kid, Howard loved fantasy games like Dungeons and Dragons. But little did he know he'd grow up be hired by Dungeons and Dragons plus other huge gaming brands like Blizzard. Today, Howard does …

From cubicle-doomed to getting his brand featured on TODAY Show & in the Superbowl—the story of Michael Brown

February 14th, 2017


Michael was an accountant with a dead-end job that wasn't making him happy. So he decided to purchase a small local coffee business. After attempting a unique online business model, he came within 2 months of complete …

From college grad to sought-after photographer working with ESPN, Oprah, Time Mag and more - the story of CJ Burton

February 14th, 2017


C.J. was a no-name freelance photographer who walked into the offices of Time Magazine to pitch his work...and got the contract. Years later, he has worked with brands like Oprah, ESPN, and Time Magazine. 


This show …

A trip to Asia led this solopreneur to marriage and a business that empowers women in third-world countries - the story of Adrienne Thakur

February 14th, 2017


Adrienne never expected a vacation to Nepal would lead to not only her eventual marriage, but the beginning of an art business that empowers female …

From one-woman designer to selling millions in client work - the story of Bianca Board

February 14th, 2017


Bianca Board started out as a one-woman graphic design "agency" and has built a thriving Aussie web design business with 20 employees—bringing in millions of revenue along the way. 


This show is a part of …

From pennies in royalties to selling high-end art direct to customers - the story of Nate & Greg Olsen

February 14th, 2017


Greg was an artist getting paid pennies on the dollar in royalties for his religious artwork. But after his son Nate stepped in to help build a …

From stay-at-home mom to multi-million dollar brand - the story of Courtney Brown

February 14th, 2017


Episode 1 tells the story of Courtney Brown—a solopreneur who, in the height of the mommy blog craze, decided blogging wasn't for her and built a …

Season 1 Trailer - Freelance to Founder

January 30th, 2017


Season 1 of Millo's all-new podcast 'Freelance to Founder' is about to launch! Here's a peek at what to expect this season. 


This show is a part of the Podglomerate network, a company that produces, distributes, and …

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