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July 16, 2025 47 mins

Discover how does it take to raise $80 million and build a $500 million real estate portfolio. 

In this powerhouse episode, Steven Pesavento shares how he went from flipping homes to structuring sophisticated equity and credit offerings for institutional-grade multifamily deals. He breaks down his investment philosophy—centering around asymmetric risk-reward—and dives into how he builds deep trust with investors through storytelling, transparency, and strategic communication. Steven also unpacks the mindset shift required to move from operator to capital allocator, and why aligning with operators who have “skin in the game” is critical for investor success. If you're ready to play at a higher level in real estate, this episode delivers the blueprint.


5 Key Takeaways from Steven Pesavento’s Episode:

  1. Shift from Flipping to Fund Management:
    Steven transitioned from active fix-and-flips to managing institutional capital through equity and private credit vehicles.
  2. Trust is Built Through Transparency:
    Consistent, transparent communication—and asking the questions LPs are afraid to ask—builds credibility and long-term investor trust.
  3. High Net-Worth Investors Seek Simplicity:
    Most investors want strong operators, not to become one. Steven’s education filters help investors make empowered decisions without overwhelm.
  4. Operators Must Have Skin in the Game:
    Alignment of interests through co-investment is non-negotiable in Steven’s underwriting of operators.
  5. Asymmetric Risk is the North Star:
    Steven prioritizes opportunities with capped downside and outsized upside—putting investor protection at the center of every decision.


About Tim Mai

Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches.

He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing.

He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares. 

He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers.

Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments.

Connect with Tim
Website: Capital Raising Party
Facebook: Tim Mai | Capital Raising Nation 
Instagram: @timmaicom
Twitter: @timmai
LinkedIn: Tim Mai
YouTube: Tim Mai

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