Seek Now · Strategic Accounts · Internal Playbook

FastEstimate Sales Playbook

Your end-to-end guide for selling, piloting, and growing FastEstimate with carriers. Eight stages, every artifact you need at each step, every email you'll send. No automations required — everything works manually until we build the next layer.
For: Seek Now Account Directors · Internal use only · v1.0 · April 2026
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What this is. The full sales cycle for FastEstimate — from cold conversation to active customer — laid out in 8 stages. Each stage tells you exactly what your job is, what to do, what to send, what to gather, and which artifact to pull up.

What it isn't. A script. You'll adapt the language for each carrier. But the structure is consistent so every pilot starts with a Charter, every readout follows the same template, and every customer gets the same 30/60/90 cadence.

How to use this page. Bookmark this URL. Each stage has live links to the tools and a "What to send" section with email templates you can copy. If you don't know what to do next, scroll to the stage you're in.

The 8-stage journey

1
Discovery
2
ROI Conversation
3
Pilot Pitch
4
Charter Signing
5
Kickoff
6
Monthly Check-ins
7
Final Readout
8
Production + Post-Sale

Stage 1 — Discovery

1
Discovery
Identify the right buyer, learn their pain
First conversation. Goal: understand their wind/hail volume, claims org, and where the bottleneck sits today.

What you do

  • Identify the right buyer — typically VP Claims, Director of Claims Ops, or Vendor Manager
  • Ask discovery questions (template below) on a 30-min intro call
  • Frame the conversation around market context (Verisk $17K severity, 44-day cycle baseline)
  • Listen for their pain — supplementals, cycle time, adjuster capacity
  • Qualify: do they have wind/hail volume + adjuster team + pain we can solve?

What to gather

  • Their approximate annual W/H volume
  • Who their claims org reports to + decision authority
  • Current pain point (cycle time? supplementals? adjuster capacity? all three?)
  • What "good" looks like to them on a claim
  • Names of pilot champion + exec sponsor for next steps
Discovery questions to ask (copy + adapt)
Volume + context
  • "How many wind/hail claims does your team handle in a typical year?"
  • "What's your current average cycle time from FNOL to payment on a W/H claim?"
  • "What states make up the bulk of your wind/hail book?"
Pain point identification
  • "Where in the claims workflow does your team spend the most time today?"
  • "How often do W/H claims trigger a supplemental? Roughly what percentage?"
  • "What does your best adjuster do differently than your average adjuster?"
Future state
  • "If we could compress your inspection-to-payment cycle by 5+ days, what would that unlock for your team?"
  • "What does 'success' look like to your VP of Claims on a typical wind/hail claim?"
Decision dynamics
  • "Who in your org would champion a pilot of something like this?"
  • "Who would need to sign off if we wanted to test it on 50–100 claims?"
Internal reference: Strategic Brief (market data, talk tracks)

The internal Strategic Brief has all the market context, stat cards, and talk tracks you'll lean on during discovery. Do not share with carriers — it's an internal reference.

Open Strategic Brief →

2
ROI Conversation
Walk live ROI calculator, send executive PDF
They're interested. Show them the math on their book. Most ADs end this conversation with a "let's pilot" yes.

What you do

  • Schedule a 30-min follow-up — bring the carrier champion + ideally an exec
  • Open the live ROI calculator on screen share
  • Drag the sliders to their volume, severity, and attach rate
  • Walk the math — leakage reduction is the #1 driver ($330+ net/estimate)
  • Use the FTE-at-scale table to show the big-carrier opportunity
  • End with: "Want to test this on a slice of your claims?"

What to send after

  • Live calculator URL — they can replay any time
  • Executive PDF — for them to forward up the chain
  • Excel model — for their finance/actuary team to stress-test
  • Follow-up email locking next step (pilot scoping call)
Follow-up email template (copy + send)
Subject
FastEstimate ROI — your numbers + materials to share with your team
Body
Hi [Name],

Thanks for the time today. As promised, here are the materials we walked through:

→ Live ROI calculator (open + drag the sliders to update for your book):
   https://files.alexgolding.org/fastestimate-roi/

→ Executive summary PDF — easy to forward to your VP / CFO:
   https://files.alexgolding.org/fastestimate-roi/SeekNow_FastEstimate_ROI_Calculator_v1.pdf

→ Full Excel model — for your finance/actuary team if they want to stress-test:
   https://files.alexgolding.org/fastestimate-roi/SeekNow_FastEstimate_ROI_Calculator_v1.xlsx

Quick recap on the scenario we modeled on the call:
- Annual W/H spend: $[X]
- Avg severity: $[X]
- FastEstimate attach rate: [X]%
- Net annual savings: $[X]
- ROI multiple: [X]x
- Net per estimate: ~$[X] (positive from claim #1 — pricing is transactional)

Every number is sourced — methodology tab in the Excel has the URLs.

Open question from our conversation: I'd love to scope a small pilot — 30 mins to align on what would be useful to measure on your book. How does [propose 2-3 specific slots] look?

Thanks,
[Your name]
Replace bracketed fields with their specific numbers from the calculator walkthrough.
3
Pilot Pitch
Propose the pilot, frame it as low-risk measurement
"Let's measure it on your book." Show them the Charter as proof you've thought this through.

What you do

  • Pitch a small pilot — limited claims, subset of adjusters, 90 days
  • Lead with the data-light ask: three fields per closed claim, monthly CSV
  • Frame as "we measure on our side, you confirm 3 outcomes — we both win"
  • Show them the Charter document — proves you have a system
  • Get verbal agreement to schedule a Charter-signing call

What to gather

  • Pilot scope: peril, states, # of adjusters, estimated claim count
  • Pilot champion (day-to-day owner on their side)
  • Exec sponsor (who signs off + makes expand decision)
  • Data sharing willingness — confirm the 3-field monthly CSV is OK
  • Decision date for go/no-go
Pilot pitch email (copy + send)
Subject
Quick pilot proposal — FastEstimate on a slice of your W/H book
Body
Hi [Name],

Following up on the ROI conversation — you mentioned [their specific pain] and the math we walked through showed roughly $[X] in net annual benefit if FastEstimate landed at your projected attach rate.

I'd propose a small pilot to measure those numbers on your actual claims:

- Scope: ~[50-100] wind/hail claims over 90 days
- Adjusters: [4-8] of your W/H adjusters
- States: [their top 1-2 states]
- Pilot pricing: standard $45/use during pilot
- What we ask from you: 3 fields per closed claim (supplemental count, payment date, was-it-reopened) sent as a monthly CSV. No IT integration needed.
- What we measure on our side: 7 operational signals automatically (adoption, cycle time, draft accuracy proxies, adjuster review time, etc.)
- Decision criteria: agreed up front and documented in a 1-page Pilot Charter we sign together

The Charter template is here for your reference — gives you a sense of how we structure success measures:
https://files.alexgolding.org/fastestimate-pilot/01-pilot-charter.pdf

Want to schedule 30 mins next week to walk through the Charter together and lock in the scope? Two slots that work on my end: [propose 2-3 specific times].

Thanks,
[Your name]
4
Charter Signing
Walk the Charter live, get it signed within 48 hours
The single most important meeting of the cycle. Without a signed Charter, the pilot has no scoreboard.

What you do

  • 30-min meeting with carrier champion (+ data/ops contact if possible)
  • Walk Charter section by section, fill in together live
  • Agree success metrics + targets + baseline numbers (best guess fine)
  • Lock data exchange: format, cadence, recipient on each side
  • Schedule kickoff meeting + final readout date
  • Sign within 48 hours, send PDF to both teams

What to gather

  • Signed Charter (both sides)
  • Baseline Snapshot completed jointly
  • List of pilot adjusters + their emails
  • Confirmed monthly data CSV recipient on Seek Now side
  • Carrier's verbatim answer to "what does success look like for your team"
Tip: Print both the Charter AND Baseline Snapshot before the call. Filling these in together feels more collaborative than screen-sharing a PDF — and the carrier walks away with marked-up physical copies as a tactile reminder of what they committed to.
Post-signing email (send within 48 hrs)
Subject
Signed FastEstimate Pilot Charter — [Carrier] × Seek Now
Body
Hi [Name],

Thanks for the time today — great session. Attached is the signed Pilot Charter and completed Baseline Snapshot for our records.

Quick recap:

- Pilot scope: [scope]
- Kickoff: [date]
- Monthly check-ins: [day of month, time]
- Final readout: [date]
- Decision date: [date]

Data exchange:
- You'll send: 3 fields per closed claim (supplemental count, final payment date, was-it-reopened) as monthly CSV to [SN recipient email]
- We'll measure: 7 operational signals automatically + share monthly snapshots

Adjuster onboarding:
- I'll coordinate with [their contact] to schedule training the week of [date]
- Pilot adjusters will receive welcome emails by [date]

Anything I missed? Let me know if you'd like to loop in [exec sponsor] for the kickoff meeting.

Thanks,
[Your name]
5
Kickoff
Train adjusters, set monthly cadence, start the clock
Day 1 of the pilot. Get the team set up to succeed — adjuster training is the #1 predictor of pilot success.

What you do

  • Run 1-hour kickoff meeting with carrier champion + ops contact + adjusters
  • Coordinate Seek Now CSM to run adjuster training (separate session)
  • Confirm the monthly CSV data exchange is in motion
  • Set the first monthly sync 4 weeks out
  • Send welcome email to all pilot adjusters with quick-start guide

What to gather

  • Adjuster emails + names confirmed
  • Adjuster training session completion confirmed
  • First inspection routed through FastEstimate (the moment the clock starts)
Kickoff meeting agenda (60 min)
Attendees
  • Carrier: pilot champion, ops director, all pilot adjusters
  • Seek Now: AD, CSM, optionally exec sponsor
Agenda
0:00–0:10  Welcome + introductions
0:10–0:20  Walk the signed Charter (refresh the scoreboard)
0:20–0:35  Workflow walk-through — how an inspection becomes a FastEstimate draft becomes an Xactimate estimate
0:35–0:50  Adjuster Q&A — common workflow questions
0:50–0:55  Monthly cadence + data exchange logistics
0:55–1:00  Next steps + commitments
What you walk away with
  • All adjusters trained or scheduled for training
  • First inspection routing confirmed
  • Monthly sync scheduled (recurring calendar invite sent same day)
Adjuster welcome email (send Day 1)
Subject
Welcome to the FastEstimate pilot — quick-start info
Body
Hi [Adjuster name],

You've been added to the FastEstimate pilot running [dates]. Quick overview:

What you'll see:
- When you receive a Seek Now wind/hail inspection during the pilot window, a FastEstimate draft will be pre-generated and ready in [system]
- Review the draft, make any adjustments, then export to Xactimate (one click)
- You finalize in Xactimate as you would today

Training:
- [Date/time] — [duration] session with your Seek Now CSM
- Recording will be available afterward

What we're measuring:
- Your usage frequency + review time (no individual performance reporting — aggregate only)
- The draft accuracy (Seek Now-side)
- Downstream supplemental rate (your team confirms monthly)

Questions? Reply to this email or message me directly.

Thanks for being part of this,
[Your name]

Tools for this stage

6
Monthly Check-ins
30-min syncs throughout the pilot
Keep the pilot on track. Catch blockers early. Share interim signals so the final readout isn't a surprise.

What you do (every 30 days)

  • Run 30-min sync with carrier champion
  • Receive their monthly CSV (3 fields per closed claim)
  • Pull a snapshot from Seek Now-side operational data
  • Fill in the Readout template — share as PDF after the call
  • Surface any blockers (low adjuster usage, scope issues, etc.)
  • Confirm next month's commitments + cadence

What to gather

  • Monthly carrier CSV — supp count + payment date + reopened Y/N
  • Qualitative feedback (catch in conversation, capture quotes verbatim)
  • Any blockers needing action before next sync
Monthly sync agenda (30 min)
0:00–0:05  Quick recap of last month's commitments
0:05–0:15  Walk the interim readout snapshot (PDF on screen)
0:15–0:20  Adjuster signals — who's using FE, who needs a refresher
0:20–0:25  Blockers + open questions
0:25–0:30  Confirm commitments for next 30 days
After the call (same day)
  • Send the readout PDF to champion + exec sponsor
  • Update the running tracker with new data
  • Send any follow-up commitments in writing
7
Final Readout
Present the 90-day readout, drive the decision
The expand/hold/terminate moment. Charter criteria do the work — you just present and let the data speak.

What you do

  • Prepare the final readout PDF — same template, full 90-day data
  • Schedule 60-min decision meeting with carrier champion + exec sponsor
  • Walk readout section by section, anchored to Charter criteria
  • Make a clear directional recommendation (Expand / Hold / Terminate)
  • Document the decision in writing within 48 hrs

What to gather

  • Joint decision (in writing — confirmation email)
  • If Expand: contract amendment + production rollout timeline
  • If Hold: extension plan + revised success criteria
  • If Terminate: post-mortem feedback for product team
  • Reference customer ask (if Expand) — case study, public quote, etc.
Decision meeting follow-up email
Subject
[Carrier] × Seek Now FastEstimate pilot — decision confirmation + next steps
Body (Expand scenario)
Hi [Name],

Thanks for the productive readout meeting. Confirming what we agreed:

Decision: Expand FastEstimate to [scope] starting [date]

Recap of pilot results:
- FastEstimate adoption: [X]%
- Supplemental rate: [baseline] → [pilot] ([delta])
- FNOL → payment cycle: [baseline] → [pilot] ([delta])
- Adjuster engagement: [X]% of pilot team using weekly
- Adjuster qualitative: [headline quote or score]

Next steps:
- Contract amendment for production rollout — Seek Now legal sending [date]
- Production scope: [scope]
- Commercial: $45/use (standard)
- Production kickoff date: [date]
- Day 30 / 60 / 90 production check-ins scheduled

One ask: would your team be willing to be a Seek Now reference customer? A short case study or quote from [exec sponsor] would be hugely valuable as we expand FastEstimate to other carriers — and we'd of course return the favor with priority access to new product features.

Thanks,
[Your name]
8
Production + Post-Sale
30 / 60 / 90 benefits cadence forever
Pilot won; they're a customer. Now keep them engaged and growing. Manual sends until we build the automation.

What you do (recurring)

  • Day 30 post-production: send "Your first month" email with their usage data
  • Day 60: send "Your benefits so far" with cumulative $ saved
  • Day 90: send full QBR readout — same template as pilot readout
  • Quarterly thereafter: QBR cadence on autopilot
  • Watch for expansion signals (volume growth, new perils, new states)

What to gather (each cycle)

  • Production usage data from Seek Now operational systems
  • Updated supplemental rate / cycle time deltas
  • Adjuster qualitative — any new wins, any new pain
  • Expansion opportunities (volume, scope, peril)
Day 30 production email — "Your first month with FastEstimate"
Subject
Your first month with FastEstimate — [Carrier name] snapshot
Body
Hi [Name],

Quick check-in on month one of FastEstimate in production for [Carrier]. Here's what we're seeing:

Adoption
- FastEstimate used on [X]% of inspections
- [X] adjusters actively using the tool
- Top user: [Adjuster name] — [X] estimates in 30 days

Speed
- Average inspection → FE draft delivery: [X] minutes (target: < 60 min)
- Average adjuster review time: [X] minutes per draft
- [X]% of drafts exported to Xactimate within 24 hours

Workflow
- Adjuster modification rate: [X]% (lower = draft was accurate)
- [X] structured data points captured across this month's inspections

The next milestone is Day 60 — at that point we'll have early downstream signals on supplemental rates and cycle time. I'll send the next snapshot in 30 days.

Anything you want me to dig into in the meantime? Happy to set up a quick check-in.

Thanks,
[Your name]
Day 60 production email — "Your benefits so far"
Subject
FastEstimate benefits so far — [Carrier] Day 60 snapshot
Body
Hi [Name],

Day 60 update for [Carrier]. The downstream signals are starting to show up — here's what stands out:

The numbers
- Cumulative FastEstimate-assisted estimates: [X]
- Estimated $ saved to date: $[X] (per the ROI model — methodology unchanged from pilot)
- Cycle time delta vs. pre-FE baseline: [X] days faster, on average
- Supplemental rate so far: [baseline]% → [current]% ([X] pt change)

The capacity story
- Adjuster time reclaimed: ~[X] hours this period (= [X] FTE-equivalent capacity)
- Top usage adjuster: [name] — [X] estimates handled
- [X] of [X] eligible adjusters using FE weekly

What's working
- [Carrier-specific qualitative win — 1-2 sentences]

What I'm watching
- [Anything to flag — usage gaps, blockers, etc. — 1-2 sentences]

Day 90 brings the full QBR readout. I'll send that as a formal one-pager and schedule a 30-min call to walk through with you and [exec sponsor name] if useful.

Thanks,
[Your name]
Day 90 production email — "Quarterly business review"
Subject
[Carrier] × FastEstimate — Q1 business review
Body
Hi [Name],

It's been 90 days of FastEstimate in production at [Carrier]. Time for a formal readout.

Attached: the full QBR one-pager — same format as the pilot readouts, just refreshed with 90 days of production data.

Headline numbers:
- FastEstimate-assisted estimates: [X]
- Estimated $ saved (cumulative): $[X]
- Supplemental rate: [baseline]% → [current]% ([X] pt change)
- Adjuster adoption: [X] of [X] eligible adjusters using weekly
- Average cycle time: [X] days faster than pre-FE baseline

What worked
- [bullet]
- [bullet]
- [bullet]

What to watch heading into Q2
- [bullet — usage gaps, expansion ops, new perils, etc.]

Expansion opportunities I see
- [bullet — could be: roll to fire claims, expand states, add adjuster cohort, etc.]

I'd like to schedule a 30-min QBR call with you (and [exec sponsor] if available) in the next two weeks. Two slots that work on my end: [propose 2-3 specific times].

Thanks for a strong first quarter,
[Your name]
P1 (next 2 weeks): These three emails will be automated via n8n — triggered by usage milestones, personalized with operational data, sent from your account. Until then, send manually using the templates above.

What to send when — quick cheat sheet

StageWhat you send the carrierWhat you keep internal
1. Discovery(nothing — listen first)Strategic Brief for your own talk-track prep
2. ROI ConversationROI calculator URL + executive PDF + Excel modelInternal scenario notes
3. Pilot PitchPilot Charter PDF (blank template) + sample readout linkYour pilot scope notes
4. Charter SigningSigned Charter (post-call) + Baseline SnapshotInternal kickoff prep notes
5. KickoffAdjuster welcome email + meeting calendar invite + recurring monthly sync inviteCSM training prep + internal tracking sheet
6. Monthly Check-insMonthly readout PDF (after each sync)Running data tracker
7. Final ReadoutDay 90 readout PDF + decision-confirmation emailInternal post-mortem notes
8. Production + Post-SaleDay 30/60/90 benefits emails + quarterly QBR readoutsOperational data pulls

All resources in one place

🧮 ROI Calculator

Live web calculator + Excel model + executive PDF. Walk live with carriers; share PDF as leave-behind.

📖 Strategic Brief

Market context, stat cards, competitive positioning, objection handling, talk tracks. Internal only.

📋 Pilot OS Landing

The pilot-specific playbook page. Data philosophy, success metrics, all pilot artifacts.

📄 Pilot Charter

1-page signable document. Goals, success criteria, scope, data exchange, decision criteria.

📊 Baseline Snapshot

Slim Excel — 6 carrier questions + 7 Seek Now auto-captured rows. Becomes Appendix A to the Charter.

📈 Readout Template

30/60/90 day branded one-pager. Hero metrics, scorecard, adoption bars, qualitative quotes, decision rec.

✉️ Mid-Pilot Reset Email

Draft email template for any pilot that started without a Charter. Use to retroactively align on success criteria.

📅 This page

The full sales playbook — your bookmarkable master reference. Bookmark this URL.