How Jaideep Balekar Built a 550+ Unit Portfolio While Working at Deloitte, Vertically Integrated His Ops, and Avoided the Biggest LP Mistakes

How Jaideep Balekar Built a 550+ Unit Portfolio While Working at Deloitte, Vertically Integrated His Ops, and Avoided the Biggest LP Mistakes

The sixty-third episode of Groundbreakers Podcast by Homebase! Listen in for an amazing interview with Jaideep Balekar, Principal at Prosper Capital

Domingo Valadez

May 18, 2025

Podcast

Episode Summary

In this episode of Groundbreakers, Jaideep Balekar, Principal at Prosper Capital, shares how he scaled from a full-time role at Deloitte to building a 550+ unit portfolio, and why he chose to vertically integrate along the way.

Jaideep walks through the early days of his investing journey, including what drew him to value-add multifamily, how he found his first deals, and the lessons he learned transitioning from LP to GP. He also unpacks the systems he’s built to manage operations in-house and the red flags he looks for when co-sponsoring deals.

His story is a masterclass in building a business the right way slow, steady, and with a long-term mindset.

To listen to this episode, follow this link to Groundbreakers on Spotify!

Key Points Discussed

• Why Vertically Integrate: Jaideep explains how in-house property management gave him tighter control over expenses, better NOI, and improved resident experience.
• From LP to GP: Jaideep shares how investing passively helped him learn the ropes, but also exposed the risks many LPs overlook including operator misalignment and lack of transparency.
• Choosing the Right Markets: His investment thesis focuses on landlord-friendly states, strong job growth, and low-cost basis relative to new construction.
• Surviving Interest Rate Shocks: Jaideep dives into how his team has adjusted to debt market volatility and what he’s seeing from lenders and LPs in 2025.
• Advice for First-Time Sponsors: From building trust with investors to knowing when to outsource, Jaideep offers hard-won advice for syndicators looking to scale sustainably.

Guest Information

• Name: Jaideep Balekar
• Role: Principal at Prosper Capital
• LinkedIn: Jaideep Balekar
• Website: Prosper Capital

Conclusion

Jaideep Balekar’s journey is proof that building a durable real estate business doesn’t require shortcuts—it takes systems, long-term thinking, and a commitment to doing things the right way. His approach to vertical integration and investor alignment sets a blueprint for syndicators who want to build lasting trust and sustainable growth.

Connect with Jaideep on LinkedIn to learn more about his work at Prosper Capital and how he’s helping investors achieve strong returns through multifamily real estate.

DOMINGO VALADEZ is the co-founder at Homebase and a former product strategy manager at Google.