Squire
Every seller's first problem is the same: not enough of the right conversations. I brought AI into my workflow to fix the "right" part, and the volume followed.
Crichton, Full-Cycle AE
I own the whole cycle, from first touch to signed contract, with a quota on the line every month.
A Thin Top of Funnel
Hand-researching prospects one at a time caps how many good conversations fit into a week.
01 The Situation
At Squire I run the full sales cycle: prospecting, discovery, demo, close. When you own every stage, the top of the funnel is where you feel the squeeze first. Research eats hours, generic outreach gets ignored, and a slow month at the top becomes a missed quarter at the bottom.
The obvious move with AI is to send more. I didn't want more noise. I wanted to spend the same hours on better-fit accounts with better-fit messages.
02 What I Did
- Segment before you sendUse CRM data to sort prospects into segments with shared traits and shared problems, instead of one big list.
- Let AI do the researchUse AI tools for the account research and first-draft messaging that used to take most of the day, then edit for what's true and specific.
- Message by segmentGive each segment its own angle, then watch which ones start real conversations and double down on those.
- Measure itTrack top-of-funnel activity month over month so the gains are measured, not vibes.
03 The Results
Top-of-funnel activity rose about 30% month over month, and I'm at 120% of quota. The bigger takeaway went into my column on AI in marketing: once AI makes outreach cheap, the edge is knowing who to aim it at.