Founding plan · Draft 2

Pricing & Positioning

A two-person AI-native web & consulting shop. This document defines our pricing model, packaged offerings, sales playbook, and the first 90 days of operation.

Drafted: May 2026 Status: Internal review Owners: Builder & Sales partner

TL;DR

We sell productized fixed-price builds with a mandatory monthly retainer attached, gated by a paid Discovery Sprint. We do not bill clients hourly — our AI tooling lets us deliver in a fraction of the time, and hourly billing would punish us for our own efficiency. We capture that margin internally.

Year 1 looks like a fast-moving productized speed shop. Year 3 looks like an embedded fractional AI/digital team for 4–6 mid-market clients on retainer. The path between them is a discipline of saying no to bad revenue.

The Model

Hybrid: fixed productized build + mandatory monthly retainer + paid Discovery Sprint as the sales gate. Three things, every engagement, every time.

Year 1 Packages

Default menu. Cousin sells from these one-pagers; they cover the live pipeline today.

Foundation Site
$7,500
Modern marketing or CMS site (Next.js + Vercel + Tailwind), Stripe integration, Google Workspace tooling, basic SEO. 2-week delivery.
Best fit: Sweet Spot Guide Service · South Shore Ski Club · Divinity Salon
Foundation + Engagement Engine
$12,500
Foundation Site plus automated email/newsletter flows, booking or signup form with payment, and one lightweight AI integration (FAQ chatbot, intake summarizer, automated newsletter generator).
Best fit: Sheldon Water Polo (already shipping) · Eugene City WP · Willamette HS WP · sports nonprofit replications
AI Workflow Build
Custom · from $20,000
RAG internal knowledge base or agentic automation (booking concierge, customer-support agent, ops automation): full data pipeline, hallucination guardrails, monitoring dashboard. Discovery Sprint required to scope and price — no fixed-price quotes for AI work without one.
Best fit: commerce automation · guide service automation · mid-tier retailer ops
Always present three tiers. Anchor (most expensive option), Target (what we want them to buy), Decoy (stripped-down version). Never quote a single price — it forces a yes/no decision and invites haggling.

Pricing Rationale

The numbers above are intentionally below specialist agency floor and above commodity-freelancer ceiling. Nothing here is aspirational; it's where the work actually lives in the 2026 market.

Reference points for $7,500

A $7,500 custom marketing site with payments, integrations, and a maintenance retainer is in the same band — slightly above mid-tier freelancer ($5k ceiling), slightly below regional agency floor ($8k–$10k). It is a fair price, not a stretch one.

Why we don't bill hourly

Our AI tooling lets us deliver in a fraction of the time a traditional agency takes. Billing by the hour would punish us for our own efficiency: a $7,500 fixed-price project completed in three days yields a strong effective margin; the same project billed hourly at $150/hour yields $3,600. Clients are buying the outcome, not our hours, and they're getting the speed advantage in their delivery timeline. The margin captured by AI is ours to keep — it's the entire reason this business model works at all.

What clients are actually paying for

A $7,500 site that adds $20,000/yr in bookings to a guide service is a four-month payback. A $12,500 nonprofit engagement engine that automates registrations and donations replaces 5+ hours/week of volunteer admin labor. A $20,000 AI customer-support agent that handles after-hours inquiries saves a mid-tier retailer $40,000/yr in staffing. Clients pay for the result; our cost-of-delivery is irrelevant to them.

Why we lead with fixed prices, not "value-based"

Most SMBs in our target band ($500k–$50M revenue) have weak internal analytics — they often can't articulate their own customer acquisition cost, support labor cost, or hours-saved baseline. That makes "we'll take 20% of the value we create" impossible to negotiate honestly: there's no agreed-upon baseline to multiply against. Productized fixed pricing solves this — the client knows the number, we know our delivery cost, and the conversation is about scope, not math the client can't do. Performance-tied or outcome-based pricing comes later, with clients who have mature analytics.

Sales note: If a prospect balks at the price, the question is rarely "is it worth it" — it's "do I have the budget right now." Discovery Sprint is the cheapest way to find out. If they pay $1,500–$3,000 to plan, they have the budget. If they don't, they were never the buyer.

Retainers (mandatory on every build)

Tier Price/month Includes
Care (default) $500 Hosting, security patches, uptime monitoring, 1 hour of small edits
Growth $2,500 Care + monthly content/feature updates, A/B tests, conversion optimization, light AI tuning
AI Ops $3,500–$6,000 Growth + prompt refinement, model migrations, vector DB hosting, hallucination monitoring, monthly performance review
Fractional CTO (Year 2+) $8,000–$12,000 Embedded 1–2 days/week, roadmap ownership, executive reporting
Hard rule: If a Foundation client refuses the Care retainer, we walk. The retainer is the business. The build is a loss-leader to acquire it.

Discovery Sprint

$1,500–$3,000, 1–2 weeks. Required for any project ≥ $15k.

Deliverables:

Credited 100% toward the build if they proceed. This is our scope-creep insurance and our free-consulting killer. If they won't pay $1,500 to plan, they won't honor a $20,000 quote — we want to qualify them out at the cheapest possible step.

Payment Terms — 40 / 40 / 20

Not 50/50. Clients stall the launch and we starve.

40%On contract signing
40%On MVP delivery to staging environment
20%On launch OR 30 days after MVP delivery, whichever first

The "30 days after MVP" clause is the load-bearing piece. It guarantees we're paid for technical labor even if the client indefinitely stalls the public launch.

Contract Stack (non-negotiable)

  1. Scope perimeter — explicit "what the AI will and won't do." Anything outside requires a Change Order at a $500 minimum.
  2. AI Addendum — IP carve-out: client owns final outputs; we and our vendors retain underlying models, prompts, and tooling.
  3. No-Training clause — guarantees client data is not used to train public foundational models. Enterprise API tiers only.
  4. Hallucination liability shift — outputs delivered "as-is," human-in-the-loop required for consequential decisions.
  5. Pass-through cost clause — token, compute, hosting costs billed at provider rate, no markup, no risk to us.
  6. Change Order template — flat $500 minimum so small asks become real revenue.

One-time investment: ~$2,000–$3,000 with a contracts attorney to draft a master services agreement we reuse forever.

Sales Playbook

For when these come up on calls.

"Just give us a quick quote."
"We don't quote without a Discovery Sprint. $1,500, two weeks, fully credited if you build with us. It's how we make sure the project is right for both sides."
"AI is just an API call — this should be cheaper."
"API access is the last 5%. The work is data preparation, prompt engineering, integration, guardrails, and monitoring. Want to see the breakdown?"
"Can you do it for $X?" (below floor)
Offer the next tier down — Foundation as a templated build — or walk. Never discount the AI Workflow package; commoditizing it kills the entire premium positioning.
"We don't want a retainer."
"Then we're not the right fit for the build either. We can recommend a freelancer marketplace if you'd like." (Mean it. Walk.)
"Can we do 50% on completion?"
"We do 40/40/20 — protects you with clear milestones and protects us from stalled launches. It's how every client of ours pays."

Pipeline Mapping

Lead Right package Action
Sheldon Water Polo Foundation + Engagement Engine ($12.5k equivalent) — currently below floor Treat as portfolio + reference. Ship a polished case study with hard numbers.
Sweet Spot Guide Service Foundation $7,500 + $500/mo Care Quote after Discovery Sprint
Hatshe AI Workflow Build (custom, post-Discovery, $20k+ floor) Lead with a $2k Discovery — they have an existing site, the upside is clear
South Shore Ski Club Foundation $7,500 + $500/mo Care Standard Foundation pitch
Battle of the Bay Derby Foundation $7,500 Low priority — re-engage when their CC issue is resolved
Divinity Salon Foundation $7,500 + $500/mo Care Standard Foundation pitch. AI booking concierge is a Year 2 upsell.
Eugene City WP / Willamette HS WP Foundation + Engagement Engine $12,500 each Reuse the Sheldon work. Sell at full price — Sheldon was the build cost we already absorbed.
Liz Gill / Gillmore Ad Agency Channel partner, not direct sale Structure a 10–15% referral commission. Engage after we have 3 case studies shipped.

Year 1 → Year 3 Evolution

Year 1 Year 2 Year 3
Project floor $7,500 $15,000 $35,000+
MRR target 25% 40–50% 60%+
Volume 10–12 builds ~8 builds + retainer growth 4–6 deep accounts
Positioning Productized speed shop Value-based mid-tier Embedded fractional team
Primary revenue Build fees Build fees + Growth retainers Fractional CTO retainers

Things to Pressure-Test

First 5 Things to Do This Week

1
Lock the package list.

Confirm the three packages above (or our refinement). Cousin needs a one-pager per package to sell from.

2
Build the Discovery Sprint deliverable template.

Two-page max: scope, data assessment, ROI projection, fixed quote. Reusable for every prospect.

3
Engage a contracts attorney.

Send the 6-clause stack. Budget $2k–$3k. One-time spend; reuse forever.

4
Productize the Sports Nonprofit Engagement Engine.

We're already building it for Sheldon. Define it as a $12,500 package and pitch Eugene City WP and Willamette HS WP as paid replications.

5
Draft the Sheldon case study.

Hard numbers: registrations processed, donations captured, calendar integrations live, hours saved versus manual. This is Exhibit A in every Foundation+Engagement Engine proposal for the next year.