Jake Dunlap's Recent LinkedIn Posts

80% of reps are “using AI" Only 13% are actually building agents That gap is about to decide who hits quota in 2026 Most sellers think typing “write me a prospecting email” into ChatGPT makes them AI-enabled. It doesn’t There are 5 levels of AI proficiency in frontline sales: → Level 1: Ad Hoc User – random pr…

Two Sundays ago, a VP of Sales I know was on his laptop at his kid’s soccer game. Not because he wanted to be. Because it was “forecast week.” He wasn’t coaching. He wasn’t thinking about strategy. He was chasing grown adults for CRM updates, cleaning up pipeline, and rebuilding the same forecast slides everyone…

Level Equity just dropped one of the most useful GTM benchmark reports I’ve seen this year. Their 2026 GTM Insights Report pulls data from 34 growth-stage companies across their portfolio. And the headline? Pipeline → Closed Won conversion is up +37% YoY. Overall win rates improved +33% YoY. Enterprise win rates…

I was on a call with a CRO who told me, “We’ve made AI our #1 initiative for 2026.” Board bought in. Budget approved. Internal task force assembled. So I asked him: “What does your AI strategy actually increase?” Started talking about tools. Mentioned copilots. Mentioned automation. Mentioned a few pilots.…

You’re losing deals you should be winning Because your sales reps are still doing everything manually… The future of selling is AI-assisted selling Not just for prospecting The entire revenue workflow From the first outbound message all the way to growing the account. Here’s what that looks like now: → Accoun…

Most sales managers are about to have a very uncomfortable experience with AI Because for the first time… We can actually see if you’re coaching or just talking A VP of Sales told me last week: “AI is finally going to fix our coaching problem.” I asked him one question. “What exactly are your managers coaching…