Executive Function (Podcast/Newsletter) · 2026-03-22 · 73d

Aggressive Deadlines and Leadership Coaching Drive Faster Product Development Than Strategic Planning

Jeremy Epling, CPO at Vanta and former VP of Product at GitHub, discusses how ambitious deadlines combined with executive coaching produce better outcomes than traditional strategy documents. Drawing from his experience shipping GitHub Actions in nine months at Microsoft, Epling advocates for identifying influential individual contributors, clarifying decision-making boundaries, and leveraging big company experience through bridge roles when transitioning to startups.

2 metrics· Cited 0× in the knowledge base ·Open source ↗

Metrics in this report

Customer Understanding Confidence Level

75%

predictability threshold

ability to predict customer feedback before customer conversations indicate sufficient problem understanding

Revenue or User Threshold for Company Swag

250000$ or users

minimum

startup maturity milestone before celebrating success