From Start-Up to Grown-Up

#66, Mary-Catherine Lader, COO of Uniswap Labs — How you know you're ready to take on more risk, why you should create anti-values, and the importance of community

#65, Gregory Galant, Co-Founder and CEO of Muck Rack — Pros and cons of bootstrapping, building a scrappy culture, the importance of building a network

#64, Kristi Herold, Founder and CEO of JAM — Pivoting during a crisis, leading through playfulness, and creating joy in the workplace

#63, Matt Abrahams, Author and Lecturer at Stanford University — Embracing vulnerability in leadership, the art of feedback, and how to personalize your pitch

#62, Sal Di Stefano, Co-Founder of Mind Pump Media — How authenticity drives growth, how you know you have the right cofounders, why being right is not the goal, and how physical strength drives your leadership

#61, Rob Ryan, Co-Founder of Ascend Communications — Embracing a bootstrap mentality, picking the right spouse, and handling the mental and physical toll of entrepreneurship

#60, David Meltzer, Co-Founder of Sports 1 Marketing, and Peter Goldstein, Entrepreneur and author of The Entrepreneur's IPO — The surprising way money impacts your life, the three forms of ignorant arrogance, and how to prepare to take your company publi

#59, Jim McKelvey, Co-Founder of Block (formerly Square)— Building a team of missionaries, what true innovation takes, and the importance of timing

#58, Josh Reeves, CEO and Co-Founder of Gusto — Upholding the platinum rule, taking control of your attention, and a framework for hiring people who are in love with your problem

#57, Jon Beckstrand, CEO of MasterControl — Developing a leadership code, how to look forward to hard conversations, and ways to repurpose stress

#56, Bob Muglia, Former CEO of Snowflake — Having a values-based vs. performance-based company, rooting out dysfunction, and getting fired by Steve Balmer twice

#55, Jerry Colonna, Author and Executive Coach — the distinction between vulnerability and honesty, the power of radical self-inquiry, and why you need to heal core wounds to be a great leader

#54, Jim Kwik, Brain Coach and Author — How to find your dominant question, what we can learn from trauma, and the framework to move your vision forward

#53, Gareb Shamus, Founder of ACE Comic Con— Going from passion to product, how to keep yourself in the game, and why inclusion fosters new businesses

#52, Joe Landolina, Co-Founder and CEO of Cresilon— Starting a company in his dorm room, finding the right investors; and the importance of transparent communication

#51, Joel Jackson, Co-Founder and President of Lifeforce — Working with celebrity founders, taking in feedback without getting defensive, and frameworks for learning from experience

#50, Jerry Neumann and Elizabeth Zalman, Authors of Founder Vs. Investor — Learn to love fundraising, handle board dynamics, and how to speak VC

#49, Joe Thomas, Co-Founder and CEO of Loom — Why it’s essential to track your time; how to get better at fundraising; getting your head right to make good decisions; and how to decide to keep building your company, even if it means sleeping on a mattress

#48, Vishal Sunak, Founder and CEO of LinkSquares — Decision-making frameworks, the most potent management technique, how to build a fierce network from scratch

#47, Randy Komisar, Entrepreneur and Investor — Lessons learned from a professional gambler, the role of luck your career, and the key decisions that drive the quality of your life