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ActivePRD: Onboarding redesign for trial-to-paid lift

What matters now

Lift trial-to-paid 12% → 17% by Q3.

One thesis, one active request, one weekly cadence. This is sample data — your real workspace looks just like this.

Lift trial-to-paid conversion

13.4%/ 17%
Trial-to-paid % +5pp

Reduce logo churn

89.6%/ 93%
Logo retention % +4pp

Reduce time to first value

12/ 8
TTFV (days) -4 days

Lift NRR via usage tier

104%/ 112%
NRR % +8pp

Active request

Queue →
PRD · Priority 1Due In 1 day

PRD: Onboarding redesign for trial-to-paid lift

Draft PRD shared. Awaiting sponsor review on activation event.

Objective
Lift trial-to-paid conversion from 12% to 17% by Q3.
Why now
CAC up 18%; payback period now 19 months.
Expected lift
+5pp on Trial-to-paid conversion
Sponsor
Avery Chen, CEO

Queue preview

Reorder →
  • 2

    Synthesize 14 churn interviews into root causes

    Discovery synthesis · Est. 4 days · Logo retention

    +4pp
  • 3

    AI opportunity map: dispatch + scheduling workflows

    AI opportunity framing · Est. 6 days · Time to first value

    -4 days
  • 4

    Prioritization framework for FY26 roadmap

    Prioritization · Est. 8 days · Roadmap focus index

    Qualitative
  • 5

    Board prep: product reset memo

    Stakeholder brief · Est. 10 days · Board confidence (qualitative)

  • 6

    Launch plan: usage-based add-on for enterprise tier

    Launch plan · Est. 12 days · NRR

    +8pp

Recent deliverables

PRD

PRD — Onboarding redesign v1

Today

KPI design

Activation instrumentation plan

6 days ago

Strategy memo

Product thesis — FY26

11 days ago

Scorecard snapshot

Lift trial-to-paid conversion

Baseline

12%

Current

13.4%

Target

17%

Kill: If <14% by week 6, revisit thesis.

This week's note

Week 14 — current

Decisions

  • · Replace 7-step onboarding wizard with 2-step setup + in-product checklist.
  • · Move PRD review to one 30-min sponsor call instead of async thread.

Next step

Sponsor call Thursday; PRD locked Friday; synthesis kickoff Monday.

Key decisions

  • Replace 7-step wizard with 2-step setup + checklist.

    Step-4 drop-off = 38% of trial losses.

    +5pp trial-to-paidToday
  • Define activation as 3 of 5 events within 7 days.

    r=0.71 with day-30 retention.

    Foundational6 days ago
  • Pilot AI route-suggestion for new ops accounts.

    78% precision on hold-out; 41% of TTFV variance.

    -4 days TTFV9 days ago

Risks & blockers

  • Activation event definition unresolved

    Medium · Blocks PRD lock. Sponsor decision needed.

  • Sales pressure on backlog

    Medium · Three sales-driven asks competing with thesis bets.

  • Data backfill capacity

    Low · Data team has limited Q3 cycles for 90-day backfill.

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