Waymark Information

Most revenue teams don't stall upmarket because they're bad. They stall because the motion that won them SMB and mid-market quietly stops working the moment they chase bigger logos. Deals drag, cycles balloon, win rates slip, and nobody can give the board a confident answer why. Waymark is where revenue leaders come to fix that. Founded by David Goldsmith, an operator who scaled revenue teams through the climb at firms like ezCater, Arrive, and Happie, Waymark gets into the deals, the reviews, and the day-to-day of how your team actually sells. We mark the path upmarket and hand it back, so the team keeps climbing without us. How to work with us: - Free consult. A sharp outside read on why upmarket is stalling. We pressure-test where your team is actually stuck and what to do about it. No deck, no pitch, no obligation. - One-off session. A scoped deep dive on the one thing in the way, with an outcome you can run the same week. Rep training, coach-the-coach for frontline leaders, or an SKO/RKO keynote. - Retainer. An embedded operator through the upmarket transition. In the deals, in the reviews, marking the path as the terrain shifts underneath you. Learn more by reaching out to DG for a free consult at dg@waymark.work.