Cover art for podcast Real Talk With Gary - Real Estate Investing

Real Talk With Gary - Real Estate Investing

168 EpisodesProduced by Gary Hibbert Real Estate InvestorWebsite

Gary Hibbert is a Full Time Real Estate Investor, Licenced Real Estate Agent, achieving various Realtor awards and an Educator. In 2008, he purchased his first investment property and through hard work and dedication, left the regiment of the corporate world to become a Full Time Entrepreneur in 201… read more


#141: Ishan Sidd Khobare - From New Immigrants to Successful Real Estate Entrepreneurs

#141: Ishan & Side Khobare - From New Immigrants to Successful Real Estate Entrepreneurs

On this week’s show Gary chats with multi-discipline real estate investors, Sidd & Ishan Khobare. The brothers started with house hacking, have invested in student housing, air b&b, single family, multi-family and also dabbled in wholesaling. They are now firmly multi-family for the reasons you’ll discover in this podcast. Their wealthy father encouraged them to do anything in life, and they took his advice and in the last 1.5 years are rapidly expanding their portfolio while also holding down full time jobs as software professionals, after asking the question, “Is that all there is?”


  • How they had a privileged upbringing in India, then lost it all
  • They were sent to Canada to receive higher education
  • Why they feel Canada is the land of opportunity, although their dad suggested the USA
  • After graduating and getting great jobs, they asked ‘Is that all there is?’
  • How they’ve financed many deals while having no money of their own with private lending
  • How proper mindset is needed to succeed
  • How they listened to podcasts and attended seminars to learn what was needed
  • Why 2 weeks of vacation made them realize that you work all year for it, and there must be more to life
  • Why they chose to spend $28,000 in ‘cash for keys’ and how it increased the value of their property by $150,000 IMMEDIATELY
  • Why a legal second unit brings legal income and increases your net worth and available capital
  • How they bought a 5 unit building with ZERO DOLLARS OF THEIR OWN MONEY
  • And MORE!

Ishan & Sid’s Bio

Two Brothers with modest beginnings on their way to growing Real Estate Empire, the key lies in self-belief and willingness to constantly push yourself for personal development.

International Students - Masters Grad

Working 9-5 – Ishan (Data Architect at Microsoft) & Sid (Software Developer at Russel Metals)

Real Estate Portfolio - 9 doors in 1 year:
• Leverage Lines of Credit
• House Hack
• Student Rentals
• Joint Venture
• Profitable BRRRR Venture
• Short Term Rental Model
• Multi-Family Investing
• Real Estate Coaching
• Wholesaling Business

In this episode we will dig deep on how Sid & Ishan were able to achieve all this in a span of 1 year with barely any money to put down at 5% in the beginning to currently buying multi-family property with 0 money down.

Website/contact info for guest


This episode proudly sponsored by Property Pathways -

Property Pathways is an investor-focused architectural design service provider that specializes in secondary suite conversions throughout Ontario. We'll assist in developing a strategic design and renovation plan that will get the most out of your investment property.

Real Estate Investment Club visit

Gary's mentorship program visit

Start your own Podcast visit-

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