Jason’s a born entrepreneur – how he discovered that and the incredible company’s he’s built as a result. His advice for how to best tackle life, why he likes operating over investing and a fascinating discussion on the role automation will have in shaping the human experience.

Walking away from a lucrative career playing professional poker during college in the pursuit of adding value to society. Starting Blend after seeing the opportunity to digitize and simplify the mortgage process.

After Stanford Tim got a job in equity research (which he really enjoyed) then at a hedge fund. After his sister asked for help in picking a credit card, Tim saw the opportunity to create NerdWallet. The learnings from 10 years of operations, how to build trust and what he would do differently.

With a passion for supporting the working class, Kristen set out on her career to help people. Unfortunately, she graduated during the crisis. So, she went to grad school abroad and then got a job in consulting. Some twists and turns through the startup world and co-founded Catch. Finally, a framework for how to think about being happy in your career.

Norm decided he didn’t want to live his life based on someone else’s template (the prestigious law firm path). He became an entrepreneur to fix the back-end of the mortgage process and change the way lending is done.

Growing up in India and coming to the US for grad school, Anu had no idea of the challenges that lay ahead for her. Letting go of your fear of failure and striving to make a difference every day. A story of crazy obstacles ( financial, health and family) and overcoming them all to achieve her dream of becoming a CEO.

Why your job search needs to be super targeted, what your resume and cover letter needs to say and how to stand out from the crowd.

Stephen left the corporate grind to start his own business. How and why he did that and how everything is about self-awareness. Why in the future we’ll all be working for ourselves and the best exercise for self-awareness and identifying patterns in your life. Also, how to increase your yes to no ratio.

Kyle works for a strategy consultant focused on pricing. We discuss the nuts and bolts of what a consultant does and his cool new book The New Invisible Hand (5 revolutions in the digital economy). Also, a framework for how to write a book.

Hussein left the big company after school to build Facebook games. Pivoted from games to ad monetization and quickly grew from zero to millions a month in revenue and sold for $$. Now building Snap Travel to automate hotel booking using messaging. Inside the entrepreneurial journey and raising money from Steph Curry!