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How Improv Comedy Made Me A Better CEO

How Improv Comedy Made Me A Better CEO

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In the full Episode 37 of The Generalists Podcast we sit down with Jeremy Snyder — CEO of FireTail and one-time member of AWS Singapore’s eight-person “day-zero” crew — for a free-wheeling chat about wrangling rogue APIs, reading the room (literally, through improv), and why three design partners are never enough. Recorded just after FireTail was named a Startup Spotlight finalist at Black Hat Asia (“Hacker Summer Camp”), this conversation traces Jeremy’s loop-de-loop from early cloud evangelist to API-security contrarian.

From leaky S3 buckets to shadow-API gremlins, we unpack why most “breaches” start with boring misconfigurations, how CISOs can’t protect what they don’t know exists, and the simple calendar tricks a remote-first founder uses to keep both code and kettlebell reps moving.

What You’ll Learn:

  • Why API inventories, not firewalls, are the real first line of defense — and how most companies are still flying blind
  • Lessons from AWS’s earliest days in Southeast Asia and how those shape Jeremy’s startup playbook today
  • The “×3 Design-Partner Rule”: getting written commitments before you write a single feature
  • How misconfigurations made Capital One & Optus infamous — and what they teach about org culture
  • Productivity hacks for fully remote teams (calendar blocking, fiction breaks, RSS over doom-scrolling)
  • Why improv comedy beats an MBA for leadership training and boardroom persuasion
  • The upside of speaking seven languages when selling security tech across continents
  • Jeremy’s advice to his 20-year-old self on risk, compounding skills, and building before you’re “ready”

Hosts:

  • Michael Smith Jr.: ⁠⁠⁠https://www.linkedin.com/in/smittysgp⁠⁠⁠
  • Razko Kotler: ⁠⁠⁠https://www.linkedin.com/in/razko282⁠⁠⁠

Guest:

  • Jeremy Snyder: ⁠https://www.linkedin.com/in/jeremysnyder/⁠

Resources & Links:

  • FireTail: ⁠https://www.firetail.ai⁠
  • AWS: ⁠https://aws.amazon.com⁠
  • DropSuite: ⁠https://dropsuite.com⁠
  • Black Hat: ⁠https://www.blackhat.com⁠
  • DEF CON: ⁠https://defcon.org⁠
  • BSides: ⁠https://www.securitybsides.com⁠
  • Microsoft Azure: ⁠https://azure.microsoft.com⁠
  • Google Cloud Platform (GCP): ⁠https://cloud.google.com⁠
  • Oracle Cloud: ⁠https://www.oracle.com/cloud⁠
  • Capital One: ⁠https://www.capitalone.com⁠
  • Optus: ⁠https://www.optus.com.au⁠
  • Pocket: ⁠https://getpocket.com⁠
  • Hugh Howey “Silo”: ⁠https://hughhowey.com/books/silo-series⁠


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