Operating system for building a world-class sales organization by 2026-10-01,
with full-effort trajectory toward $100M revenue in 48 months.
AI (Grok) leads program structure, artifacts, and decision discipline.
Jeremy owns final commercial calls, hiring, and external commitments.
CRO Jeremy PalmerLead Grok · program opsOrg ready 2026-10-01Ambition $100M / 48 mo · full effortAE model $4M quota / year targetStarted 2026-07-22
Mission contract
Locked language so we don’t re-litigate intent mid-flight.
We optimize for
Effort and systems quality at $100M scale — not permission to sandbag.
A sales org that can run on 10/1: ICP, inventory, offer, enablement, hire gates.
Outbound + data moat (harvest) as unfair advantage.
Documented decisions with rationale and dissent notes.
We do not optimize for
Proving the $100M number is “realistic” before we build the machine.
Perfect decks without pipeline math.
Hiring AEs before dialable inventory and a wedge offer exist.
Silent pivots when a dashboard default disagrees with a locked decision.
Comment (JP): “It may or may not be realistic. What I care about is $100M effort, regardless where it lands.”
Comment (Grok): Accepted as program doctrine. We will still run honest math so effort is aimed, not scattered.
Roles
Role
Owns
Does not own alone
Jeremy (CRO)
Final yes/no on pricing, hires, external commitments, brand risk
Full AE Day-1 pack · dialer/CRM path · national lead flow test
Dry-run: lead → sequence → CRM in <1 day
W9–10 · Sep 16–30
War-room polish · hire timing · first 90-day sales plan post-GA
Org ready checklist 100% by 10/1
Hard dependency: product sellability date from Brock. GTM prepares the machine either way;
we will not pretend full-platform enterprise closes exist before the product does.
$100M / 48 months — effort frame (not a forecast)
Used to size ambition of systems, not to lie to investors yet.
Year
Illustrative ARR if linear-ish ramp*
Implication for sales machine
Y1
~$5–12M band
Wedge + founders/CRO close · 1–3 AEs max
Y2
~$20–35M band
Repeatable outbound · team lead · tighter ICP
Y3
~$45–70M band
Multi-segment · partnerships · expansion motion
Y4
→ $100M effort target
Enterprise motion + volume engine both mature
*Illustrative only — will be replaced by bottoms-up model after D3 (ACV) and conversion assumptions. Comment (Grok): hockey sticks without lead SLA are fiction; we build the SLA first.
Decision log
Append-only. Newest first.
D1 — Ambition & program OS Locked
2026-07-22 · Jeremy + Grok
Decision: Pursue full-effort path to $100M / 48 months; AE planning unit $4M/year;
sales org ready 2026-10-01; Grok leads program structure and artifacts; document decision tree continuously.
JP: Experience is deep (Highwinds CDN; IPVanish/WL VPN; logos incl. Microsoft, MindGeek, Valve). AI owns cycles and organization.
Grok: Will translate enterprise patterns into construction outbound + data-moat GTM — not copy CDN enterprise theater wholesale.
D0 — Parallel data machine (context) Locked
2026-07-22 · Harvest campaign
National Procore harvest continues (CA first, then Wave 1 NY/PA/NJ/MA/MD/MI/SC/IN).
Lead inventory is GTM infrastructure. Brock export prioritization deferred.
Grok: Crawl priority remains inventory ops for territories/dialer — not a distraction from CRO program.
Next 7 days (Grok-led)
D3 draft: Planning ACV bands + deals/AE math (scenario table).
D6 draft: Dialable leads/week SLA per AE at $4M.
D4 skeleton: ICP hypotheses for construction (to pressure-test in interviews).
Sync harvest progress to “states ready for territory design.”