The problem
The JD frames the role as growth, but the numbers you shared point at retention, not activation. Activation from trial to first workspace is healthy at 41%. Weekly active retention on paid teams drops from 78% in month one to 52% by month four, and the cohort curve doesn't flatten. Every point above 60% at month four is worth roughly $2.1M in ARR at your current ACV, before expansion.
The tempting move is to run another pricing test on the marketing site. That's activation work in retention's clothing. The real problem is that paid teams don't build a second workspace habit — the one that turns a single seat into a team-wide dependency. The next PM hire should be measured on month-four retention, not signup-to-paid.
The plan
Three experiments, ordered by expected lift and defensibility. I'd run only the first one in the first ninety days and defend the skips explicitly:
- Second-workspace nudge (ship first). An in-product prompt at day nine of paid use to invite a teammate to a scoped workspace. Modeled lift on month-four retention: +6 to +9 points based on the cohort behavior in your last two team-plan launches. Sizable, testable, and the instrumentation exists.
- Pricing-page repricing (skip for now). A per-seat rewrite would move signup-to-paid by an estimated +3 points, but the retention curve tells me signup-to-paid isn't where the leak is. Revisit in Q4 after the retention experiment reads.
- Onboarding checklist redesign (skip for now). Activation is already at 41% and the marginal work here is high. Would prefer to hold engineering capacity for the retention move.
The bet
If the second-workspace nudge lifts month-four retention by even four points, the payback on the pod's quarterly cost is under seven weeks. If it lifts by nothing, we still get a sharp read on whether the retention problem is a product habit or a use-case gap — which is the more valuable answer.
My commit to you in the first ninety days: ship the nudge, publish the readout with the loss in it if it loses, and come to you in week eleven with a proposal for the next bet — not a laundry list.