Email-Based Light Demo Prospecting — Reactivation Plan

Date: 2026-04-28

Context: Costa wants to revisit the email-based demo prospecting work. Bulk warmup campaigns stay killed (per feedback_email_campaign_killed.md). What's reactivating is the personalized cold outreach pipeline — every email is 1:1, anchored on a custom demo site + audit, drafted by Claude, manually reviewable.

What already exists (built, currently idle)

Component	Tool	Purpose
Demo builder	`tools/spec-site-builder.py`	Generates 1-page personalized demo at `demo.irontigerdigital.com/<slug>` (niche + city + business name baked in)
Site auditor	`tools/site-auditor.py`	10-check audit (SSL, mobile, schema, speed, etc.), 0-100 score, with personalized email + SMS draft
Sequence generator	`tools/sequence-generator.py`	Claude-driven 5-email + 3-SMS sequence per prospect, anchored on audit findings
Pipeline orchestrator	`tools/outreach-pipeline.py`	One command: scrape → filter no-website biz → build demos → CRM import → email drafts
CRM	`data/crm.db` SQLite	1,354 prospects, state + TZ backfilled, status tracking
Email sending	Brevo (transactional, authenticated) + MXRoute as fallback	NOT bulk warmup — per-prospect, manually-batched sends only

Why this is different from the killed warmup campaign

Killed	Reactivating
`com.itd.email-batch.plist` (bulk daily ramp)	Manual per-prospect Brevo sends
Generic "we build sites" template	Audit-anchored, demo-URL-included
100s/day, no review	5-15/day, every one Costa-reviewed first day
Optimized for sender reputation	Optimized for reply rate + booked calls

Reactivation plan — 3 phases

Phase 1 — Pilot week (Mon-Fri next week)

Goal: prove reply rate + at least 1 booked call.

1. Cinder picks 5 niche/city pairs (matched to top-ranked sites): pool / phx · concrete / orlando · pressure-wash / knox · siding / br · tree / lawton.
2. For each, run outreach-pipeline.py to build 10 demos + drafts (50 prospects total / week).
3. Cinder generates the 5-email sequences via sequence-generator.py.
4. Costa reviews + sends Day 1 of each sequence himself (5/day = ~10 min review + send).
5. Days 2-5 sequence steps fire automatically via Brevo on sequence-advance.py — but ONLY if Costa explicitly greenlights the sequence after reviewing Day 1.
6. Reply tracking: any reply lands in costa@irontigerleads.com, auto-tagged in CRM.

Phase 2 — Scale (Week 2-3 if pilot works)

Goal: 25/day across 5 niches, ~125/week, ~500/month.

1. Cinder runs the full pipeline overnight: 50 fresh demos/day across the active niches.
2. Costa reviews Day 1 of each sequence in a 15-min morning batch.
3. Sequence-advance fires Days 2-5 automatically post-greenlight.
4. Add LinkedIn DM as opt-in supplement for prospects who don't respond by Day 3.

Phase 3 — Tenant ramp (Week 4+)

Goal: convert replies to retainers.

1. Replies → Sarah Retell (existing inbound voice agent) handles initial qualification call.
2. Qualified → Costa demos the rank+rent value live (Phx pool stats, lead packets, etc.).
3. Close at $200/mo retainer + $50/lead overflow per the existing pricing strategy.

What needs to change before reactivation

1. tools/sequence-generator.py:25 uses old workspace path — point at /Users/icarus/RankAndRent/.
2. MXRoute → Brevo migration verified — currently sequence-advance uses MXRoute. Brevo is more deliverable + already authenticated. Switch sender backend.
3. CRM dedupe pass — 1,354 prospects exist; check how many already received outreach in the prior cycle (avoid double-touching).
4. Demo URL routing — demo.irontigerdigital.com is currently the spec-site host. Verify CNAME + GitHub Pages routing still resolves (was migrated during the path move).
5. Brevo daily volume cap — Brevo free tier is 300/day (resets midnight UTC). Sufficient for Phase 1+2; would cap at Phase 3 if we scale to 500/day.

What I need from Costa to start Monday

1. Greenlight on niche/city pairs for Phase 1 (5 default candidates above; happy to swap).
2. Email sender confirmation: costa@irontigerleads.com (current) or do you want me to use a domain-anchor like outreach@irontigerdigital.com?
3. Daily review time slot — when do you want the 5 personalized emails ready for review (morning batch / evening batch)?
4. Sequence tone preference — current Claude prompt is "professional but friendly with light urgency." Adjust if you have a stronger preference.

If you greenlight, I run the full prep work tonight (CRM dedupe, sender migration, demo URL re-test, Phase 1 batch generation) — Monday morning you wake up to 5 prospects reviewed-and-ready.