
How Improv Comedy Made Me A Better CEO
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About this listen
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