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120: Financial Independence Through Design and Architecture with Diana Ossa & Josh Dobken

On this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes Diana Ossa and Josh Dobken to the show. Diana and Josh are architects, designers, construction managers, real estate investors, and mid-term rental hosts. Their complementary strengths have led to an investing venture that continues to grow as Diana and Josh work toward their goals together.


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119: How to Build an Investor-Friendly Brokerage by Being an Investor with Jon Bombaci

On this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Jon Bombaci, founder of Candor Realty, powered by FourPoints, in Massachusetts. Jon’s brokerage is focused on working with investors and has more than 30 investor-friendly agents on his team. He has decades of real estate investing and insurance experience behind him and has been involved in many real estate transactions on- and off-market.

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118: How to Become a Professional House Hacker with Shawn McEnteer

On this episode of Zen and the Art of Real Estate Investing, Jonathan interviews Shawn McEnteer about how he became a professional house hacker—with a wife and four kids in tow! Shawn is a licensed real estate agent in New Jersey who discovered the magic of house hacking about a decade ago. Today, he specializes in properties he can house hack and teaches his clients how to do the same.

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117: Simplifying Real Estate Investing to Find Real Wealth with Kathy Fettke

On this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Kathy Fettke to explore both her career and the lessons she’s learned along the way. A guest expert on media outlets such as CNN, CNBC, Fox News, NPR, CBS MarketWatch, and the Wall Street Journal, she is also the founder of RealWealth, a real estate investment club based in Malibu. Kathy is also one of the four co-hosts of On the Market, a Bigger Pockets podcast.

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116: All of the Short-Term Rental Insights You Can Handle with Kenny Bedwell

On this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Kenny Bedwell, founder and CEO of STR Insights. Kenny uses data to find the best places, prices, and markets in the short-term rental market. His predictions using data-backed analysis have helped him create a lucrative personal investing career and a successful company helping others do the same. Kenny is also the co-host of the STRonomics podcast.

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115: Reducing Taxes and Building Wealth Proactively with Thomas Castelli

On this episode of Zen and the Art of Real Estate Investing, Jonathan interviews Certified Public Accountant and real estate investor Thomas Castelli. Thomas is an accountant with Hall CPA who helps real estate investors and business owners reduce their taxes and build wealth. He is also the founder of New Babylon Capital, a holding company for his investments.

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114: Bringing Zen Hospitality to Short-Term Rentals with Mike Brockway

On this episode of Zen and the Art of Real Estate Investing, Mike Brockway sits down with Jonathan to discuss how his success with short-term rentals in the Denver area has allowed him to take bigger investment risks. Mike is the owner of Zen Haus Homes and an investor and entrepreneur. Zen Haus is primarily in the short-term rental market, and Jonathan explores the ins and outs of this investment class with Mike.

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112: Building a Niche with Mobile Home Flipping with Jason Velie

On this episode of Zen and the Art of Real Estate Investing, Jason Velie is the tricks of the trade behind mobile home flipping. Jason is the founder of Cape Fear Cash Offer, a North Carolina-based investment firm. He’s been flipping properties since 2019, and Jason is mainly focused on single- and double-wide mobile homes.

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111: Retiring Early with Small Investments in Passive Assets with Ian Horowitz

On this episode of Zen and the Art of Real Estate Investing, former firefighter Ian Horowitz sits down with Jonathan to share how he went from $15,000 in the bank and bad credit to retiring before age 40. Ian and his partner Dan are the managing partners of Equity Warehouse based in the Baltimore, Maryland, area. Making just $65,000 as a firefighter and with a wife ready to start a family, Ian knew there had to be a better way to make extra money than side work on his days off. He discovered real estate, got his wife on board with the plan, and the rest is history.

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109: How to Become a Real Estate Deal Maker with Henry Washington

On this episode of Zen and the Art of Real Estate Investing, Jonathan and Henry sit down to unpack Henry’s path from newly married, lousy credit, and no money to 116+ rental properties and doing at least 15 flips a year. Henry is the cohost of the On the Market podcast and author of the upcoming book Real Estate Deal Maker.

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108: Real Estate Investing as a Family Endeavor with Laura Sides

On this episode of Zen and the Art of Real Estate Investing, Laura Sides joins Jonathan to discuss how she maintains her role at home as a stay-at-home mom while succeeding as a real estate investor. Since the pandemic, Laura has been flipping homes and investing in short- and mid-term rentals. She’s a former teacher who loves what real estate offers her entire family.

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107: Designing Your Game Plan for Financial Success with Devon Kennard

On this episode of Zen and the Art of Real Estate Investing, former NFL player Devon Kennard sits down with Jonathan to talk about his new career in real estate following a successful stint on the football field. Devon is a real estate investor, author, lender, and speaker. Today, he owns at least 20 single-family and smaller multifamily properties in addition to 40+ syndication investments. His company, 42 Solutions, is a private lending institution based in Phoenix, Arizona.

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105: Finding Financial Independence as a Lady Landlord with Becky Nova

On this episode of Zen and the Art of Real Estate Investing, Becky Nova, real estate investor and founder of Lady Landlords, sits down with Jonathan to share how she became a first-time investor in her 30s. Becky owns and manages properties in New York City and the Dominican Republic and helps women achieve financial independence through real estate investing with courses, coaching, and a large Facebook group.

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104: How to Build a Real Estate Portfolio From Scratch with Leka Devatha

On this episode of Zen and the Art of Real Estate Investing, Jonathan’s guest is Leka Devatha, a Seattle-based real estate developer and broker. Leka’s company, Rehabit Homes, focuses on residential redevelopment. Over the past decade, she’s spearheaded hundreds of transactions, developing more than $50 million in real estate. Jonathan recently met Leka in Orlando, where she co-hosted the Bigger Pockets Conference, and they participated in a panel together.

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103: A Mindful Journey in Industrial Real Estate Investing with Joel Friedland

On this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Joel Friedland, the co-founder of Brit Properties in Des Plaines, Illinois. Joel is an industrial real estate broker and has secured over 2,000 industrial property leases and sales totaling more than $250 million in acquisitions. He has over four decades of experience with industrial real estate.

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