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Why Good Deals Still Go Sideways with Christopher Lento

Published 2 weeks ago
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What if the biggest threats to your real estate portfolio weren't market crashes—but artificially inflated rents and property managers who literally forgot how to market apartments? 

In this episode of The Path to Passive, host Steven Arita sits down for round two with Christopher Lento, founder and CEO of EM Capital, a Boston-based firm managing over $180 million in assets and 1,100+ multifamily units across the East Coast. 

A former aerospace engineer with 17 years of process-driven experience, Chris pulls back the curtain on the war stories most operators never talk about. 

You'll hear what happened when post-COVID rent spikes reversed into delinquencies and flat growth, how he navigated bridge loan refinances when properties didn't appreciate as projected, and why a small-market deal in Elizabethtown, Kentucky taught him that market size criteria exist for reasons you don't expect—including the challenge of managing W2 employees remotely when there's no career path to offer them. 

Chris also shares a memorable tale about a contractor replacing perfectly good $1,000 hot water heaters with $6,000 tankless units nobody asked for, and how he had to retrain property managers who hadn't needed to market a unit in three years. 

Beyond the entertaining misadventures, this conversation delivers hard-won lessons on partnership selection, values alignment, problem-solving frameworks, and the realities of vertical integration versus outsourcing property management. 

Whether you're a W-2 tech professional exploring passive real estate investing or an active operator scaling your portfolio, you'll walk away with a sharper eye for underwriting risks, a better framework for evaluating partners, and the confidence that even when deals go sideways, the right mindset and operational discipline can still produce a 16% annualized return.



Connect with Chris:
🔗 LinkedIn:
https://www.linkedin.com/in/christopherlento/
🔗 Company LinkedIn: https://www.linkedin.com/company/emcapital/
🌐 Company Website:
https://emcapitalgroup.com/

Episode Highlights:
0:00 – [Intro]

1:01 – Meet Chris Lento, EM Capital founder managing $180M+ AUM in multifamily

3:19 – How 17 years in aerospace engineering shaped his real estate approach

4:48 – Post-COVID rent surge reversal and the bridge loan refinance challenge

10:33 – When property managers forget how to market apartments after 3 years

16:04 – Self-managing a Kentucky property and why market size criteria matter

23:46 – Partnership lessons: choosing operators who treat problems as opportunities

40:14 – [Outro]



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Share this with your tech friends who you think would benefit from learning about passive income and alternative real estate investments. 

For more resources and guides, check these out:

Crack the Code https://www.aritacapital.com/crack-the-code/

Investor 101 https://www.aritacapital.com/investor-101-resource/

Due Diligence Resource https://www.aritacapital.com/dd-checklist-resource/

If you want to learn more, reach out at:

Email: steven@aritacapital.com

LinkedIn:  https://www.linkedin.com/in/aritasteven/

IG:  https://www.instagram.com/the.real.arita

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