Episode 145

Strategic Real Estate Financing with Aaron Marsh

Most people think a mortgage is just a rate and an approval, but Aaron Marsh, Founder of Marsh Lending, shows how financing can become a core part of a wealth strategy. We talk about how growing up in a real estate family shaped Aaron’s approach, why he built a firm around relationships instead of one-off transactions, and how he uses lending structures to support a client’s long term goals rather than just the next closing.

Aaron walks through how he thinks about risk, liquidity, and using debt thoughtfully so investors are prepared for market shifts. We also explore his “five mile famous” philosophy and what taking a true long position looks like for both business owners and real estate investors.

In this episode, you will hear:

  • Treating lending as a strategy and partnership instead of a one-off transaction
  • How DSCR loans work and why they appeal to real estate investors
  • Creative options for entrepreneurs and “HENRY” borrowers who do not fit traditional bank criteria
  • Using debt thoughtfully to balance growth, risk, and liquidity through different market conditions
  • Why real estate remains a powerful wealth-building tool for business owners and investors
  • The “five mile famous” approach and what taking a long position means for both investing and business building

Resources from this Episode

Instagram: marshlending

amycalandrino.com

creorlando.com

thecalandrinofoundation.org

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Episode Credits

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About the Podcast

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Long Position
Commercial Real Estate, Business & Long-Term Thinking

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About your host

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Amy Calandrino

Amy Calandrino, SIOR, CCIM, is a Director at Cushman & Wakefield with deep experience representing small and mid-sized businesses, family enterprises, and private investors throughout Central Florida and beyond. She is known for being a thoughtful listener, a creative problem-solver, and a strategic advisor who helps clients make informed decisions that support both their business goals and long-term wealth creation.

With a career rooted in guiding entrepreneurs and families through pivotal real estate moments, Amy brings clarity, structure, and actionable strategy to every assignment. She has completed hundreds of transactions across office, flex, and retail properties, and clients rely on her strong command of market trends, valuations, and space needs particularly within Winter Park and Greater Orlando. Her experience is backed by the SIOR and CCIM designations, reflecting her commitment to expertise and excellence in the industry.

In addition to her advisory work, Amy is the author of From Perfect to Real: Ditch Perfection, Shift Your Mindset, and Thrive on Your Terms, where she shares her SPORT Success System® for high performance. She is also the host of The Performance Mindset Show, a podcast featuring candid conversations with leaders in business, real estate, and entrepreneurship.

Committed to strengthening her community, Amy co-founded the Calandrino Foundation with her husband, Phil, to equip youth with the skills and mindset needed for entrepreneurship and financial empowerment. She also serves on the Park Avenue District Board in Winter Park.

Amy lives in Central Florida with her family. Outside of work, she enjoys golf, running, and staying active with her two children. Her faith, family, and dedication to helping others grow continue to guide her both personally and professionally.