Leaders + Legends Podcast

About Leaders + Legends Podcast

A podcast where killers of comfort zones come to talk shop. From CEOs and resilient entrepreneurs to athletes and outliers, we get into the real stories behind the wins - no fluff, no filters just real stories, real strategy, and real grit. It's raw insight on leadership, personal & business growth, mindset, and what it actually takes to dominate your field and your life. If you want the uncut playbook form people who are truly crushing it, if you're chasing success, building something big, or leveling up your life - join the hustle, join the community.

Publisher

Michael Calamaras

Category

business

Language

en

Explicit

No

First episode

1 May 2024

Latest episode

19 Jun 2026

Latest episodes

32 episodes in the feed.

1. 

   19 Jun 2026

   FROM JUNK VAN TO EMPIRE | Nick Friedman & Michael Calamaras

   On this episode Michael talks with Nick Friedman, Host of Hunks Talking Junk Podcast and much more! Nick Friedman is a serial entrepreneur, author, and the co-founder of College HUNKS Hauling Junk & Moving, one of the fastest-growing moving and junk removal franchises in the United States. He launched the company in 2005 alongside his childhood friend Omar Soliman, starting with a simple idea and a cargo van—and turning it into a nationally recognized brand. Nick helped build College HUNKS into a multi-million-dollar franchise system with hundreds of locations across North America, known for its strong company culture, customer-first mindset, and commitment to community service. The company’s name—HUNKS, an acronym for Honest, Uniformed, Nice, Knowledgeable, Service—reflects their emphasis on professionalism and positive customer experiences. He gained national attention after appearing on ABC’s Shark Tank, where he and his co-founder secured a deal that helped accelerate the brand’s growth and visibility. Beyond business, Nick is passionate about leadership, company culture, and entrepreneurship. He has co-authored books including Effortless Entrepreneur and is a frequent speaker, sharing insights on scaling companies, franchise development, and building purpose-driven teams. Today, Nick Friedman continues to inspire entrepreneurs and business leaders through his work, emphasizing that success comes from a mix of hard work, strong values, and a relentless focus on serving others. Follow Leaders + Legends on Socials: https://linktr.ee/leaderslegends (https://linktr.ee/leaderslegends) #serialentrepreneur #collegehunks #businesspodcast #startedfromthebottom

2. 

   1 May 2026

   Roofing, Reputation & Reach | Trey Martell & Michael Calamaras

   What does it really take to grow a roofing business, build a brand, and create a life you actually want? In this episode of Leaders + Legends, host Michael Calamaras sits down with Trey Martell — owner of Strong Roofing and co-host of the Sarasota Speax podcast — to talk about the real, unfiltered journey behind building a service-based business. This conversation goes beyond roofing. Trey shares what it looks like to transition from working in the business to building a business — including the mindset shifts, challenges, and lessons that come with growth. From navigating early-stage hurdles to developing a reputation and standing out in a competitive market, this episode offers a grounded look at what it takes to move forward. Michael and Trey also discuss the launch of Sarasota Speax and why content, communication, and personal brand are becoming increasingly important for business owners. The conversation highlights how building a presence outside of your core service can create new opportunities and expand your network. Whether you’re in the trades, running a service business, or exploring your next move professionally, this episode focuses on practical insights around growth, consistency, and long-term thinking. Topics Covered: Growing a roofing business Transitioning from operator to business owner Challenges in scaling a service-based business Building a reputation in a local market Personal brand and content creation Launching the Sarasota Speax podcast Business growth and life balance roofing business, how to grow a roofing company, service business growth, contractor business tips, small business podcast, entrepreneurship podcast, personal brand building, local business marketing, trades business growth

3. 

   10 Apr 2026

   MID-MARKET DEAL MAKING | David McCombie III & Michael Calamaras

   In this episode Michael talks with David McCombie. David is an entrepreneur and dealmaker. He is founder and CEO of McCombie Group, an investment banking and M&A advisory firm guiding mid-market businesses to build, fund, and sell. To date, he has successfully closed billions in transactions. Unique amongst advisors, he has successfully led various private equity investments himself. David is author of “Selling Your Business with Confidence” published by Wiley. An ongoing contributor to Forbes regarding middle-market M&A and private equity, he also has been a featured speaker at various private equity conferences and has been profiled in the Wall Street Journal and Bloomberg. David is also an owner and board member of Atlantic Tractor, a John Deere dealership with 18 locations across Maryland, Delaware, and southern Pennsylvania. He is an active member of Young Presidents Organization (YPO) and serves as Membership Chair of the Miami chapter. Prior to founding McCombie Group in 2010, David was a management consultant at McKinsey & Company and an investment banker at Citigroup Global Banking in New York. David graduated from Harvard Law School where he focused on corporate law and negotiation strategy, and also did extensive coursework in corporate finance at the Harvard Business School. His thesis, ‘Hispanic Private Equity- A Cultural Approach to Achieving Superior Investment Returns’ was published in the Harvard Latino Law Review. He graduated Phi Beta Kappa from the University of Miami with a degree in economics and finance, where he was a Cuban American National Foundation Mas Scholar. A proud Cane, he taught FIN499, a private equity course, as an adjunct professor at the University of Miami and now serves as a Finance department advisory board member and an executive committee member of the Citizens Board. David is also a licensed Florida attorney and real estate broker. David's Website: https://www.mccombiegroup.com/ (https://www.mccombiegroup.com/) Leaders + Legends: https://linktr.ee/leaderslegends (https://linktr.ee/leaderslegends?utm_source=linktree_profile_share&ltsid=85fd1423-f2cd-4b7c-adca-64a0af183267) #buildingbusinesses #makingmillions #miamihurricanes #businessownership #sellmybusiness #sellabusiness #buyabusiness

Who has been a guest on Leaders + Legends Podcast

Names identified in recent episode analyses. Showing up to five guests.

• Phil Mancini
• Michael Sclafani
• RJ Burr
• Lisa Weintraub

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

66,836

Score snapshot 15 Sept 2025

Apple Podcasts (US)

5.0 / 5

5 ratings

Spotify

5.0 / 5

5 ratings

Podcast Authority Score: 57 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

71

Social presence

0

YouTube

76

Engagement

32

Contact Leaders + Legends Podcast

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

Questions about Leaders + Legends Podcast