290 - Scaling Real Estate Investments with Chandra Adduri

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290 - Scaling Real Estate Investments with Chandra Adduri

 

Jen Josey kicks off this REIGN “Past Project” episode with a Badassery Bestowment on turning family and friends into private money lenders—without wrecking relationships. She walks through how to lead with education, focus on safety and clarity, keep terms simple, use professional paperwork (title company/attorney), and communicate like a CEO so lenders feel protected and respected.

 

Jen then welcomes first-time podcast guest Chandra Adduri, a New Jersey-based tech professional and long-time investor with an 18-property, multi-state portfolio. Chandra shares how his upbringing in India shaped his “invest in land/assets” mindset, why mentorship matters (shoutout to Rental Property Pro and John Blackburn), and how buying out of state helped him avoid the “DIY trap” that kills scalability.

 

The featured project is Chandra’s newest acquisition: a 3 bed/2 bath beach condo in a Myrtle Beach resort community, purchased to expand into short-term rentals (STRs) and leverage STR tax advantages. He breaks down why he likes HOA amenities for competitiveness and convenience, how he financed with a specialized “condotel” loan, what he changed to stand out (colorful furniture + crisp white linens), and what it really takes to self-manage STRs—systems, fast responses, and a reliable local team. The episode wraps with Jen’s BADASS acronym segment, covering Chandra’s favorite book, advice, goals (including acquiring a home services business), and his definition of success: buying back time.

 

00:00 Introduction to REIGN and Today's Episode

00:58 Badassery Bestowment: Turning Family and Friends into Private Money Lenders

03:44 Meet Today's Guest: Chandra Adduri

04:59 Chandra's Real Estate Journey and Background

09:56 Exploring Short-Term Rentals and HOA Benefits

15:19 Financing and Furnishing a Short-Term Rental

18:30 Coffee Maker Tips and Initial Advice

18:44 Breaking Down the Numbers

19:04 Cash Flow and Tax Benefits

20:38 Long-Term vs Short-Term Rentals

21:48 Managing Short-Term Rentals

22:48 Building a Reliable Team

25:40 Future Plans and Goals

27:49 BADASS Acronym Breakdown

34:32 Final Thoughts and Success

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5 key takeaways

• Private money works best when you educate first, not pitch first—and you protect relationships with clarity, structure, and consistent communication.
• Out-of-state investing can be a “self-control strategy” if you’re tempted to DIY every repair; distance forces you to build a team and scale.
• Resort/HOA STRs can be a competitive advantage because amenities (pools, lazy river, hot tubs) help you stand out without personally managing them.
• STRs are hospitality, not landlording—expect constant questions, fast messaging, local-area knowledge, and SOPs for cleaners/handymen.
• Chandra’s Myrtle Beach deal shows how STRs can be bought for cash flow and tax strategy (cost segregation + bonus depreciation), especially for high W-2 earners.

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Chandra Adduri

Chandra Adduri is a New Jersey-based tech professional on the engineering side of the industry who has spent the last decade building a data-driven real estate portfolio. He owns 18 properties across multiple states, including New Jersey, North Carolina, South Carolina, Louisiana, Tennessee, Mississippi, and Florida. Known for his systems-first approach and strong local “dream teams,” Chandra is now expanding into short-term rentals to explore growth potential and tax advantages while continuing to scale with disciplined operations.

 

🔗 Learn More & Connect with Jen Josey:
https://www.therealjenjosey.com – Real estate investing resources, podcast episodes, and more.

👑 Join the REIGN Mastermind:
https://www.reignmastermind.com – Network with real estate investors nationwide.

🔥 Stuff Jen Josey Loves (Recommended Tools & Resources):
https://www.reignmastermind.com/resources – Handpicked tools, books, and services for real estate investors.

📚 Buy Jen Josey’s Book: From Beginner to Badass
https://a.co/d/bstKlby – Step-by-step guide to real estate investing success.

🏠 Grow Your Rental Portfolio with Jen’s Coaching:
https://rentalproppro.com/booking?am_id=reign – Book a session and scale your rental business.