EP033 Building a Buy and Hold Portfolio, Learning to Landlord, and Finding Your Real Estate Momentum with Josh Sterling

EP033 Building a Buy and Hold Portfolio, Learning to Landlord, and Finding Your Real Estate Momentum with Josh Sterling

Josh Sterling is a Buy & Hold Real Estate Investor from South-East Michigan. He began buying Single Families in 2009, and since then has grown his SFH, Multi-Family and Apartment portfolio from 1 to 160 units.

Today, in Part 1 of my interview with Josh, we discuss his trajectory from a novice investor and landlord making a lot of mistakes, to a seasoned professional who owns 160 units as well as his own management company called Epic Property Management.

http://epicpropertymanagement.com/

Josh is happy to share his experiences and stories about learning how to evict tenants, rehabbing properties, raising investor money and overcoming the plateaus on his path from 1 to 160 units. No matter what level of investor you are, you'll definitely find a lot of great wisdom in my conversation with Josh.

Jaksot(594)

Creative Financing Explained: DSCR, Hard Money, and Why Rate Isn't Everything with Fred SaintAmour

Creative Financing Explained: DSCR, Hard Money, and Why Rate Isn't Everything with Fred SaintAmour

Too many investors chase interest rates and ignore structure. They worry about an eighth of a point while overpaying on taxes, misunderstanding underwriting, or choosing the wrong loan product entirel...

27 Huhti 29min

Economic Trends Real Estate Investors Need to Watch | MREIC 2026 Spotlight: Dr. Paul Isely

Economic Trends Real Estate Investors Need to Watch | MREIC 2026 Spotlight: Dr. Paul Isely

In this episode, Dr. Paul Isely joins the Midwest Real Estate Investor Conference podcast for another MREIC 2026 Speaker Spotlight where he unpacks the market signals, economic trends, and bigger-pict...

23 Huhti 4min

Manufactured Housing as a Recession-Resistant Strategy | $45M Across 25 Communities with Matthias Gruenwald

Manufactured Housing as a Recession-Resistant Strategy | $45M Across 25 Communities with Matthias Gruenwald

Manufactured housing rarely gets attention until markets tighten. That's exactly why Matthias Gruenwald built a business around it. In this episode, Matthias, co-founder of WCG Investments, shares how...

20 Huhti 0s

How to Beat Airbnb Fees: Book-Direct Strategy, Distribution Costs, and Scaling Vacation Rentals with Eric Goldreyer

How to Beat Airbnb Fees: Book-Direct Strategy, Distribution Costs, and Scaling Vacation Rentals with Eric Goldreyer

Short-term rentals have matured fast. But many operators are still stuck paying rising distribution costs while losing control of the guest relationship. In this episode, Eric Goldreyer, hospitality e...

13 Huhti 35min

Nathan Biller on How to Evaluate ADU Opportunities: MREIC 2026 Speaker Spotlight

Nathan Biller on How to Evaluate ADU Opportunities: MREIC 2026 Speaker Spotlight

Nathan Biller is joining us at the 2026 Midwest Real Estate Investor Conference to break down what real estate investors need to know about ADU development in today's market. Nathan is a real estate i...

9 Huhti 3min

Boring but Profitable: How Midwest Workforce Housing Beats Hype Markets with Jeremy Yost

Boring but Profitable: How Midwest Workforce Housing Beats Hype Markets with Jeremy Yost

Many Sunbelt markets that once dominated headlines are now facing oversupply, rising expenses, and compressed returns. Meanwhile, much of the Midwest is quietly doing the opposite — holding occupancy,...

6 Huhti 33min

Creative Financing in 2026: Zachary Beach's MREIC Speaker Spotlight

Creative Financing in 2026: Zachary Beach's MREIC Speaker Spotlight

Zachary Beach is next up in our 2026 MREIC Speaker Spotlight series. Zachary breaks down why creative financing is becoming more important in today's market. As CEO and Partner of SmartRealEstateCoach...

2 Huhti 6min

Why Most Airbnbs Fail: Using Data to Pressure-Test Short-Term Rental Deals with John Bianchi

Why Most Airbnbs Fail: Using Data to Pressure-Test Short-Term Rental Deals with John Bianchi

Most Airbnb failures don't come from bad luck. They come from bad assumptions made before the deal ever closes. In this episode, John Bianchi, founder of STR Search, breaks down how he evaluates short...

30 Maalis 29min

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