Go-to-Market

Sales
6 min read
A Guide to High Stakes Decisions with Ashley Grech, CRO of Xero
In my conversations with revenue leaders and founders, one question trumps them all: How do I make better decisions for my organization? If you can …

Go-to-Market
2 min read
OpenAI's $1M Test: AI Models Failed 67% of Real Coding Tasks
This editorial appeared in the February 20th, 2025, issue of the Topline newsletter.

Go-to-Market
2 min read
MIT, Klarna, and Cursor: Three Stories That Reveal AI's True Impact
This editorial appeared in the February 20th, 2025, issue of the Topline newsletter.

Sales
3 min read
Designing a GTM Strategy for Multi-Product Companies with Jeff Perry, CRO of Carta
When scaling a multi-product revenue organization, conventional wisdom suggests standardizing everything under a single operating model to drive …

Sales
4 min read
From Building Startups to Betting on Them with Jason Gelman of Primary Ventures
This week on The Revenue Leadership Podcast, I spoke with Jason Gelman, Operating Partner at Primary Ventures and co-founder of Jump. Our …

Go-to-Market
3 min read
Deep Research: OpenAI Just Fixed Sales' Biggest Problem
This editorial appeared in the February 6th, 2025, issue of the Topline newsletter.

Sales
3 min read
Jordan Crawford on The AI Revolution in Revenue
There's a growing anxiety among revenue leaders about AI adoption. The relentless pressure to "not get left behind" combined with an overwhelming …

Sales
4 min read
The Future of Revenue Systems: Lessons from the World's Best Run Private Company
Legendary investor Keith Rabois called Ramp "the best run private company on the planet," on an episode of 20VC. I had to know more. Specifically, I …