Episode 20

Living Without Regret with John Crossman

Published on: 21st December, 2022

Amy welcomes guest John Crossman this week on the Performance Mindset Podcast. John has been a real estate executive, speaker, and author and is most known for his organizational go-to market strategies. He now provides consulting services and still does commercial real estate as well. John has a passion for helping young professionals, which is one of the reasons John and Amy initially connected. His latest book is Career Killers/Career Builders, and in it, he shares some of the keys to his professional and personal success, including the importance of being coachable.

In this episode, you’ll hear:

  1. John Crossman’s background, what led him to the commercial real estate industry, and how a transition coach helped him find his current path.
  2. Why he believes it’s important for the commercial real estate industry to continue to improve diversity, equity, and inclusion and what the return on that investment can look like.
  3. What inspired him to write his book Career Killers/Career Builders.
  4. His advice for Gen Z coming into the workplace and why they should avoid being defined by a narrative that paints the entire group negatively.
  5. The reason mentors are important to have and why that mentor may not even know you’re looking up to them.
  6. The advice John would give to his younger self based on the life lessons he’s learned along the way.

Connect with Amy Calandrino here:

Beyond Commercial

CREI Summit


Connect with John Crossman:

LinkedIn

Career Killers/Career Builders

CrossmanCareerBuilders

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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.