
Founder2Founder with Aaron Spivak
Entrepreneurship isn’t just a career—it’s a relentless, all-consuming way of life.
Welcome to Founder2Founder a raw and unfiltered podcast where host Aaron Spivak pulls back the curtain on what it really takes to build something from the ground up. No sugarcoating, no overnight success stories—just deep, honest conversations with some of the most driven, underrated, and game-changing founders of our time. From brutal setbacks to game-changing mindset shifts, Aaron goes beyond the polished success stories to uncover the unglamorous, deeply personal side of building a business.
As a seasoned entrepreneur himself, Aaron goes beneath the surface and gets into the nitty-gritty of what it truly takes to succeed. He’ll dive into the habits, behaviors, and routines that set elite founders apart, the tactics and strategies that are working today, and the mindset shifts required to push through the hardest moments. Through raw personal stories, late-night struggles, and breakthrough moments, guests open up about what it really means to grow, not just as a founder, but as a person.
Each week, Aaron sits down with visionary entrepreneurs from high-growth startup founders to seasoned CEOs, for real, unfiltered conversations about the highs, lows, and everything in between. Whether you're scaling a company, launching your first venture, or just looking for inspiration, this podcast will give you the insights, motivation, and real-world advice you won’t get just anywhere. If you're ready to strip away the illusion and get real about what it means to build, sacrifice, and thrive, this is the podcast for you. Join us every Wednesday!
Founder2Founder with Aaron Spivak
How Integrity, Grit, and Real Estate Deals Built Mark Shapiro's Legacy
In this episode of Founder2Founder, Aaron Spivak speaks with Mark Shapiro, founder of Shapiro Capital, a seasoned real estate investor with over four decades of experience. Mark shares his journey from selling gum in elementary school to building a multimillion-dollar real estate empire. He offers valuable insights into the mindset, drive, and strategies that led him to success, as well as the lessons learned from both his victories and setbacks.
Mark delves into his early real estate experiences, creative financing tactics, and the importance of simplicity and discipline in both business and life. His approach to mentoring others, navigating personal struggles, and focusing on authentic relationships is a powerful example of how real success is built over time.
Chapters:
00:00 – Mark’s Entrepreneurial Spark In Elementary School
04:00 – Early Lessons From The Family Business
07:40 – Snowblowing Driveways And Learning Value
10:47 – The Influence Of Mark’s Father
13:28 – First Business Deal With His Dad At 23
18:06 – Overcoming Personal Loss And Finding Purpose
22:51 – Discovering Real Estate Through Family And Books
25:42 – Scaling Early: From College Deals To 58 Units
38:22 – Addiction To The Chase: Why Mark Loves The Game
43:20 – Taking Big Risks At 26 And The $3M Payday
49:16 – How Success Complicated Personal Life
54:20 – The Wisdom Of Grinding It Out
58:33 – Life Lessons On Margin, Simplicity, And Consistency
1:04:06 – Teaching Real Estate: Building A High-Touch Mentorship Model
1:06:42 – Lydia’s Journey: 0 To 24 Units In A Year
1:08:57 – From Scratch: Helping Beginners Get Their First Deal
1:13:48 – For Founders With Capital: How To Start In Real Estate
1:16:39 – The Power Of Community And High-Touch Guidance
1:22:00 – Reflecting On Regrets And Legacy
1:28:12 – Living With Integrity And Spiritual Anchors
Guest Links:
Website: https://mshapirocapital.com
Instagram: @themarkshapiro
Twitter X: @TheMarkShapiro
YouTube: https://www.youtube.com/@markshapiro1887
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