Industry Brain Dump: GTM & Scaling Decisions

This is a fast, practical 1-on-1 session for founders, operators, and first-time leaders who are entering new GTM motions, responding to RFPs, standing up vendors, or scaling Sales / CX for the first time.

We’ll use the time as a working session — no slides, no fluff. You can bring a specific problem, decision, or situation (e.g. “we’re about to outsource”, “we’re entering an RFP”, “we’re scaling inbound”, “we don’t know if our numbers are real”), and I’ll give you honest, experience-based perspective on what typically works, what breaks, and what to watch out for.

This is not coaching or theory. It’s a senior operator brain-dump based on real experience in high-growth SaaS and payments environments (including Stripe-scale GTM and vendor models), aimed at helping you avoid expensive early mistakes and pressure-test your thinking before you commit.