Episode 119

How to Accelerate Your Cash Flow with Yonah Weiss

Published on: 3rd December, 2025

On today’s Performance Mindset Show, Amy sits down with Yonah Weiss, who leads engineering-based cost segregation studies at Madison SPECS. These studies help real estate owners accelerate depreciation, reduce their tax burden, and improve cash flow. Yonah has been featured on hundreds of real estate podcasts and is known for making complex tax concepts practical and straightforward for investors at every level. He is the founder of the CRE LinkedIn Challenge, a community-based series that has helped hundreds of CRE professionals create real connections online. Yonah’s work on IRS-compliant cost segregation is an engineering and accounting process recognized by the IRS to reclassify building components for accelerated depreciation, with the ultimate goal of putting more money back into investors’ hands.

In this episode, you’ll hear:

  1. How Yonah Weiss built a community around the topic of cost segregation and taxes to help others become more successful.
  2. A simple definition of cost segregation, what Yonah does, and how it helps his clients.
  3. The importance of networking, and the big changes in 2025 to taxes.
  4. His favorite client stories and how their lives can change.
  5. Why you should never cut corners and the detrimental consequences of doing so.
  6. The two tax myths Yonah wishes would disappear forever.
  7. His love for podcasts, what they’ve done for his career, and Yonah’s most memorable podcast appearance.
  8. Yonah’s warning for business owners and investors.
  9. The three under-the-radar real estate voices he believes everyone should be listening to.

Connect with Amy Calandrino here:

Beyond Commercial - beyondcommercial.com/amy-calandrino-ccim

Amy Calandrino - linktr.ee/amycalandrino

Gabe Einhorn - x.com/EinhornGabe

Julia Anderson - www.linkedin.com/in/andersonjulia

Fly Jamerson - flyjamerson.com

Avery Carl - www.linkedin.com/in/averycarl

Connect with Yonah Weiss:

Website - www.yonahweiss.com

LinkedIn - www.linkedin.com/in/cost-segregation-yonah-weiss

X - x.com/YonahWeiss

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About the Podcast

The Performance Mindset Show
Insights for high performers in business, leadership, and real estate.
The Performance Mindset Show is where high achievers come to grow. Hosted by commercial real estate advisor, entrepreneur, and author Amy Calandrino, each episode dives into the habits, strategies, and stories that help leaders think bigger, perform better, and build meaningful success in business and life.

Amy sits down with trailblazers across commercial real estate, entrepreneurship, investing, health, and personal development to uncover how they overcame obstacles, scaled their impact, and created lives built on intention. These conversations are honest, inspiring, and filled with practical insights you can apply immediately.

Whether you're a business owner, creator, investor, or someone who wants to operate at a higher level, this show will help you strengthen your mindset, sharpen your skills, and stay focused on what matters most.

If you want to grow, you’re in the right place.

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.