Episode #044 The Startup Personal Trainer: Practical Ways to Build, Grow and Lead with Jason Silver.

What They Did Not Teach You in School

This episode of What They Did Not Teach You in School features Jason Silver a “Startup Personal Trainer”.

Jason played a role in helping grow Airbnb in its earlier days and contributed to Canada’s leadership in AI by building integrate.ai from the ground up. Jason considers himself equally lucky to have experienced both raising significant venture capital and getting through a startup failure.

The episode is about Jason’s mission to make people relish the challenge of doing hard things. We unravel his evolution from an engineering background to founding a startup and eventually transitioning into the realm of startup personal training.

Jason goes through the rollercoaster ride of starting a company and the lessons learned from its failure. Exploring the unconventional path of working for free to kickstart his career, he sheds light on the merits and potential drawbacks compared to traditional education.

Reflecting on the rise and fall of his startup, Jason shares his decision-making process, the emotional toll it took, and the crucial steps he took to reconcile with his team and investors. We explore his current passion – startup personal training – and discover what inspired this unique endeavour.

Jason shares valuable advice for startup founders and executives, addressing challenges in scaling while still maintaining company culture, hiring at pace without lowering the talent bar, giving and receiving hard feedback, goal setting, all things operations, and achieving a big impact without succumbing to burnout. He emphasizes the importance of effective decision-making in fast-paced environments, attracting top talent, and fostering a culture of growth through constructive feedback.

Disclaimer: This podcast is intended to be for entertainment and learning purposes and not to be taken as financial advice. Always consult a licensed professional before making decisions on your unique financial situation.

What They Did Not Teach You in School is hosted by entrepreneur Anthony Chiaravalloti, a partner at King Street Media, Liberty Horizons (formerly King Street Wealth), and more. Connect with him on LinkedIn: https://linkedin.com/in/anthony-chiaravalloti-39680655

Follow @thewiseinvestor on Instagram for more.

The show is produced by CreatorClub, a one-stop hub for content creation, empowering brands, agencies, and marketers to streamline their content creation process from start to finish. Their platform simplifies the content planning, production and approval process, connects brands with creators, and provides access to a fully-equipped studio space in Toronto. Find out more at http://CreatorClubStudios.com