Episode 34

Competency, Capability, and Humility with Brendon Dedekind

Today, Amy welcomes Brendon Dedekind to the Performance Mindset podcast. Brendon is a commercial real estate executive and currently Senior Vice President with Trammell Crow’s Central Florida business unit based in Orlando. He’s responsible for growing the office development pipeline, sourcing and executing a variety of industrial developments throughout the region, including speculative and build-to-suit. Prior to his role at Trammell Crow, Brendon was Vice President, Market Officer for Prologis in Orlando and managed over $2 billion worth of real estate. He was responsible for the acquisition, development, management, disposition, and overall brand and relationship management.

In addition to his business background, Brendon is also an electrical engineer and a retired swimmer, having completed two consecutive seasons of the Summer Olympics, taking home the International Championship gold medal in the 50-meter freestyle at the 1999 Pan Pacific swimming championships.


In this episode, you’ll hear:

  1. The traits Brendon believes contribute to his success in everything he does and where his work ethic and discipline developed.
  2. The three things he considers when he’s looking at a piece of land.
  3. What you should ask to find out how committed someone is to your mission and get a sense of their mindset.
  4. Who the best brokers are and some key challenges Brendon faced while maintaining, building, and optimizing multibillion-dollar real estate assets.
  5. How he applies the principles of dedication, perseverance, and resiliency to his professional career.
  6. The most memorable experiences from his swimming career and why it wasn’t about the performance.
  7. How competitive swimming relates to the competitive real estate market.
  8. Some key lessons Brendon wants to pass on to others and faith’s role in his mindset surrounding life and business.


Connect with Amy Calandrino here:

Beyond Commercial

CREi Summit


Connect with Brendon Dedekind:

LinkedIn


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About the Podcast

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The Performance Mindset Show
Insights for high performers in business, leadership, and real estate.

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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.