AI Product Partner — AI Shepard
90-day engagement · Diagnostic, Build & Results

One partnership. Three phases.
Built to earn its place in 90 days.

AI Product Partner is a single 90-day engagement — diagnose what's going sideways, build the fix, and prove it worked — with me staying on as your partner through whatever comes next. Not a diagnostic that ends in a proposal. One arc, start to finish.

3x AI feature adoption within 90 days
½ the wasted build cycles from abandoned AI bets
90 days from diagnosis to a board-ready answer
Who it's for

Built for B2B product teams mid-build — when something is already going sideways.

If your team has shipped AI features that aren't landing, has AI on the roadmap without a clear strategy, or is using AI tools without changing how decisions get made — this engagement was designed for you.

B2B SaaS & Tech 20–100 employees AI features in market or planned No dedicated AI product strategist CPO or founder still leading product

AI shipped but adoption is low — the team knows something is off but can't diagnose whether it's a product problem, a positioning problem, or both

AI is on the roadmap but nobody owns the strategy — tools are being chosen before the customer problem has been defined

The team uses AI tools but decisions haven't changed — roadmaps still run on gut feel, discovery still takes the same amount of time

Build vs. buy vs. partner is unresolved — evaluating vendors without a clear view of what problem you're solving or what good looks like

Sales is hiding the AI features in demos — reps can't articulate the value prop and prospects aren't converting because of it

What you receive

Every deliverable is immediately usable — not filed away after the readout.

Across the 90 days, your team walks away with a complete package it can act on the same week it arrives.

📋

Executive Summary

Two-page summary of diagnostic findings and strategic rationale — built for board and investor communication.

🗺

Customer Pain-to-AI Opportunity Map

Real customer friction points mapped to realistic AI interventions, evaluated for business impact and technical feasibility.

🔍

AI Feature Audit with Gap Analysis

What's been built, what's working, what isn't, and where the gap between product intent and customer reality lives.

⚖️

Build vs. Buy vs. Partner Evaluation

For each prioritized opportunity — the right approach, relevant vendors or APIs, and the tradeoffs the team needs to own before committing.

💬

GTM-Ready AI Narrative

How to talk about your AI to customers, prospects, and the market — grounded in the problems it actually solves, not the features it contains.

🎯

Sales & CS Enablement Starter

Updated language for demos, objection handling for AI skeptics, and talking points for customer conversations.

🧭

Decision-Process Map & Recommendation

A map of how your team currently decides what to build — and a specific recommendation for fixing the parts that will otherwise drift back to the same failure mode.

📊

Baseline Metrics & 90-Day Scorecard

Adoption rate, wasted build-cycle length, and redundant vendor spend captured at the start — compared against results at day 90.

The weekly rhythm

Structured to fit inside how your team already works.

Once Phase 2 begins — and for as long as the partnership continues — every week follows the same structure: predictable enough to build into your cadence, flexible enough to move with your priorities and sprint cycle.

Block Hours Format Who
Leadership Sync 2 hrs Synchronous CPO / Head of Product / Founder
Team Sync Up to 4 hrs Synchronous Product, CS, and sales leads
Research & async work ~4 hrs Asynchronous Delivered between sessions

Hours shown reflect the Embedded tier as an example — see Investment below for how the mix adjusts by tier. Requirements review and backlog grooming are handled asynchronously ahead of each planning session, so the team arrives ready to prioritize, not starting from a blank slate.

💡

Layer 2 unlocks when the team is ready.

The operational layer — redesigning how the team uses AI for research, discovery, requirements, prototyping, and delivery — isn't introduced on day one. It comes after the product strategy is stable and the team has seen what rigorous AI thinking looks like in practice. Changing how a team works before you've fixed what they're working on is the wrong order of operations.

Investment

One phased investment — priced to your size, and to how deep the work goes.

Phase 1 is a fixed fee based on company size. What follows — Phases 2–3, and any continuation after day 90 — runs at a standard rate you choose based on how much support you need, independent of company size.

Phase 1 — AI Product Diagnostic (founding-client rate)
SMB
20–75 employees
$4,375
one-time · 4 weeks
Standard rate $7,500–10,000
Growth Stage
75–200 employees
$6,250
one-time · 4 weeks
Standard rate $10,000–15,000
Mid-Market
200+ employees
$9,250
one-time · 4 weeks
Standard rate $15,000–22,000

Founding-client rate reflects 50% off the standard diagnostic fee.

Phases 2–3 & Ongoing — AI Product Partner Retainer
Advisory
4 hrs / week
Leadership sync2 hrs
Async input & artifacts2 hrs
$2,625 – $3,375
per month
Embedded
8 hrs / week
Leadership sync2 hrs
Team sync4 hrs
Async work2 hrs
$5,200 – $6,250
per month
Operational
12 hrs / week
Leadership sync2 hrs
Team sync5 hrs
Async + Layer 2 work5 hrs
$7,800 – $9,100
per month

Standard rate — no founding discount applies to the retainer. Every client pays the same rate regardless of tenure, and the tier is chosen independently of company size, based on hours needed.

Illustrative 90-Day Total
Size Tier Phase 1 (Founding) Phases 2–3 (~2mo) Total
SMB + Advisory $4,375 $5,250 $9,625
Growth Stage + Embedded $6,250 $10,400 $16,650
Mid-Market + Operational $9,250 $15,600 $24,850

Shown for reference — this is the most common size-to-tier pairing, not a fixed requirement. Any retainer tier can be paired with any size tier based on hours needed.

50% due at engagement start, 50% due upon delivery of the Phase 1 diagnostic. Phases 2–3 bill monthly at the applicable retainer rate. Continuing beyond the initial 90 days is optional and bills month-to-month — there's no separate minimum to clear.

If this sounds familiar, that's worth a conversation.

A free 20-minute intro call. No pitch, no pressure — just a direct conversation about what's going sideways and whether there's a fit.

Book a free intro call