Episode 118

Building a Life You Love with Allison Weiss

Published on: 26th November, 2025

On today’s Performance Mindset Show, Amy sits down with Allison Weiss. She reveals her recent decision to transition from her brokerage, Beyond Commercial, to a new role at Cushman & Wakefield. Passionate about building careers, confidence, and community, Allison is the founder of CRE Recruiting, a national search firm helping commercial real estate companies by connecting them with top talent across brokerage, development, investment, CRE, tech, and more. During her career, Allison has recruited hundreds of professionals and previously led recruiting at Colliers and Marcus & Millichap. In addition, Allison is the founder of Women Speak CRE, a platform amplifying women’s voices in the industry, and an active leader and connector in the CRE community, both in person and online. She is also a dear friend of Amy’s and a fellow Power Beacon.

In this episode, you’ll hear:

  1. Amy’s thoughtful decision to shift the trajectory of her career by closing down her own brokerage and stepping into a corporate commercial real estate career.
  2. The friction Amy is feeling as she’s making this career shift, and how she’s handling it.
  3. Her new role, the process she used to transition into it, and how she landed at Cushman & Wakefield.
  4. Fears and expectations surrounding this big lifestyle shift and the reactions she received.
  5. What Cushman offered Amy that allowed her to continue to be herself and not fit into a corporate box.
  6. Amy’s advice for other women considering a big career transition and her ability to remain intentional, transparent, and clear about her goals.
  7. The importance of vulnerability and authenticity.
  8. Timing the transition from owning her brokerage to moving to the new role at Cushman & Wakefield.
  9. Who Amy’s clients are and how they can reach her.

Connect with Amy Calandrino here:

LinkedIn - www.linkedin.com/in/amycalandrino

Email - amy.calandrino@cushwake.com

Amy Calandrino - linktr.ee/amycalandrino

CREi Summit - creisummit.com

“Rich Relationships” by Selena Soo - www.amazon.com/Rich-Relationships-Million-Dollar-Network-Business/dp/B0F35GH7RQ

Connect with Allison Weiss:

LinkedIn - www.linkedin.com/in/allisonsweiss

Email - allison@crerecruiting.com

Women Speak CRE - www.womenspeakcre.com

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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.