Season 1

Season 1

EP. 2

EP. 2

Jay Long on Confidence, Mental Skills, and Founder Resilience | How to Go From Zero to One

Jay Long on Confidence, Mental Skills, and Founder Resilience | How to Go From Zero to One

47 min

West Point graduate and Army officer turned FinTech co-founder Jay Long joins Skull Sessions to break down building confidence, accelerating learning, and navigating uncertainty from zero to one. Andy and the team explore mental skills, recovery, and resilience—plus how to create the environment needed to perform and lead at a high level.

West Point graduate and Army officer turned FinTech co-founder Jay Long joins Skull Sessions to break down building confidence, accelerating learning, and navigating uncertainty from zero to one. Andy and the team explore mental skills, recovery, and resilience—plus how to create the environment needed to perform and lead at a high level.

Guests:

Guests:

Andy Riise and Nate Last

Listen to episode:

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Episode Summary

Episode Summary

In this episode of Skull Sessions, Andy Riise and the team sit down with Jay Long, a West Point graduate and Army officer-turned FinTech startup co-founder (Parlay), and deep thinker on leadership, performance, and innovation, to explore what it really takes to go from zero to one.

Jay breaks down why mental skills are foundational for entrepreneurs, leaders, and anyone navigating uncertainty. From building confidence as a trained skill, to accelerating your learning rate, to creating the right environment of mentors, peers, and feedback, this conversation is packed with practical wisdom for high performers.

They also dive into the overlooked role of recovery, expectation management, self-reflection, deliberate practice, and resilience in both business and life. If you’re building something new, leading through ambiguity, transitioning careers, or trying to strengthen your mindset, this episode will give you actionable tools to help you kick ass between the ears.