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.
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