Cheeky Pint: Who It's For and Who Sponsors It

Est. audience: 19,500
Apple rating: 4.9 from 60
Cadence: Weekly
Latest: 2026-10-29
By: Stripe
Based on: 12 recent episodes

Covers: Interviews with high-profile founders and executives exploring business models, technical infrastructure, hiring, and market strategy.
For: Founders, executives, and business operators seeking insights on scaling and technology strategy.
Best for: Leaders and operators interested in practical lessons from prominent tech and industry executives.
Skip if: Professionals seeking step-by-step tactical workflows or entry-level career advice.

Start with

Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta: Explains customer trust, scaling compliance products, and alternative approaches to market sizing.
The economics and trends of the restaurant industry, with Tony Xu of DoorDash: Discusses winning crowded markets through customer retention and tackling physical fraud.
How Toto Wolff built the most valuable team in F1: Covers high-performance team management, talent identification, and organizational culture enforcement.

Summarised by AI from 12 recent episodes. Audience estimate and Apple rating from Podscan, checked 2026-11-03; treat the estimate as a guide and ask the show for its own numbers. Prices are not included. Report a mistake.