Tiffany Alexander of Aspen Sage Fund on Her 20-Year Journey from Aspiring Astronaut to Real Estate Success, Scaling a 30-Person Team, Owning 17 Doors, and Mastering Note Investing to Help Families Across America. (Episode 669 - Tiffany Alexander)

In this episode of Grow a Small Business, host Troy Trewin interviews Tiffany Alexander, Fund Manager and Owner of Aspen Sage Fund, about her 20-year journey from aspiring astronaut to successful real estate investor. Tiffany shares how she built a 30-person team, scaled to 17 rental doors, and transitioned into note investing to reclaim her time and boost returns. She explains how Aspen Sage Fund specializes in acquiring and restructuring distressed mortgage debt, helping families stay in their homes. Her story highlights the power of mindset, growth, and adapting to market shifts. This episode is packed with insights for anyone in real estate or looking to scale a small business.

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Troy delves into our guest's startup journey, their perception of success, industry reconsideration, and the pivotal stress point during business expansion. They discuss the joys of small business growth, vital entrepreneurial habits, and strategies for team building, encompassing wins, blunders, and invaluable advice.

And a snapshot of the final five Grow A Small Business Questions:

1. What do you think is the hardest thing in growing a small business?
   
   According to Tiffany Alexander, the hardest part of growing a small business is facing moments of financial uncertainty—when you feel like you can't keep going and don't know where the next penny will come from. Especially in real estate, she highlights the challenge of being "property rich and cash poor," where assets are tied up but liquid funds are lacking.
   
   

2. What's your favorite business book that has helped you the most?
   
   Tiffany Alexander’s favorite business book that has helped her the most is Multiply Your God-Given Potential by John Bevere. She appreciates how the book challenges business owners to go beyond personal success by using their talents to give back, grow further, and make a greater impact rather than settling after reaching initial goals.
   
   

3. Are there any great podcasts or online learning resources you'd recommend to help grow a small business?
   
   Tiffany Alexander recommends the Lucky Titan podcast by Josh Tapp as a great resource. She values it for its strong focus on marketing, which she believes is essential for business growth. She also emphasizes the power of referrals and using a CRM to track them as key tools for small business success.
   
   

4. What tool or resource would you recommend to grow a small business?
   
   Tiffany Alexander recommends using a white-labeled version of Pantheon Connect, a tool that helps manage and leverage LinkedIn connections for referrals. She values it for enabling her to build trust, request introductions, and expand her network effectively—crucial for growing a small business through relationships.
   
   

5. What advice would you give yourself on day one of starting out in business?
   
   Tiffany Alexander’s advice to herself on day one of starting out in business would be: “Ask more people. Don’t be afraid to ask a dumb question. Ask. Don’t quit on asking.” She believes staying quiet slows down progress and that growth comes from seeking help and information early and often.

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Quotable quotes from our special Grow A Small Business podcast guest:

Ask more people—growth begins the moment you stop being afraid to ask – Tiffany Alexander

The master has failed more than the beginner has ever tried—keep going – Tiffany Alexander

Being property rich and cash poor taught me the true cost of holding assets – Tiffany Alexander

 

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