The setting

Harborline makes scheduling and reminder software for independent dental and physiotherapy clinics. You are the product marketing manager, the connection between product, sales, and the market.

Every mission on this path happens at the same company, so context carries over the way it does in a real job: the data you cleaned in mission two is the data the finance lead questions in mission four.

The missions

1. positioningstarter

Draft Harborline's positioning against the free PMS scheduler

Sales keeps losing early conversations to one line: 'why not just use the free scheduler built into our practice-management system?' Harborline does not have a crisp answer written down, so every rep improvises a different one. That ends this week.

You deliver: A positioning statement in for-who-unlike-because form with three research-backed proof points.

Scored on: Target segment, Differentiates the incumbent, Grounded proof, Positioning format.

Working from: market_notes.md, customer_research.md.

2. messaging housestarter

Build the messaging house for Harborline's clinic buyers

The website, the ads, and the sales deck all describe Harborline a little differently, and it shows. Marketing wants one messaging house so every surface says the same thing, tuned for the two people who actually make the buying decision.

You deliver: A messaging house with one core message, three proof-backed pillars, and persona tailoring.

Scored on: Core message, Three pillars, Proof under each, Persona tailoring.

Working from: positioning_approved.md, feature_benefit_notes.md, personas.md.

3. launch briefcore

Write the launch brief for Harborline's waitlist auto-fill feature

Waitlist auto-fill goes to general availability in six weeks: when a patient cancels, the open slot is offered automatically by text to waitlisted patients. Beta went well, but there is a tier constraint and a sync risk that the whole go-to-market has to account for.

You deliver: A go-to-market launch brief covering positioning, tier, channels, timeline, metrics, and risk.

Scored on: Correct tier, Leads with beta proof, Consistent timeline, Metrics and risk.

Working from: feature_prd.md, launch_inputs.md.

4. sales enablementcore

Build the battlecard for the SmileDesk competitive threat

A cheaper competitor, SmileDesk, is showing up in more deals and winning on price alone. Reps keep getting caught flat-footed on the same objections, and a couple have started making claims about SmileDesk that are not quite true. You need to arm them properly.

You deliver: A one-page sales battlecard with positioning, a landmine, top-objection responses, and proof points.

Scored on: Top objections, Sets a landmine, Honest positioning, Proof points.

Working from: competitor_smiledesk.md, objection_log.md.

5. win-loss readoutstretch

Turn eight win-loss interviews into Harborline's Q2 action list

You ran eight win-loss interviews this quarter, four wins and four losses, and the patterns are starting to rhyme. Leadership does not want a pile of quotes. They want the themes that actually decide deals and a short list of what product, sales, and marketing should do about them.

You deliver: A win-loss readout with counted themes, a win-versus-loss split, and cross-functional recommendations.

Scored on: Recurring themes, Win vs loss split, Evidence, Cross-functional actions.

Working from: deal_outcomes.csv, winloss_interviews.md.

How the scoring works

Each deliverable is graded against the rubric written for that mission. Separately, every mission on every path is graded on how you used AI, against the same four criteria:

  • Understood the task. The learner framed the goal for the assistant clearly instead of pasting the brief and hoping.
  • Grounded in the material. The learner directed the assistant into the provided files and based the work on them, not on invented facts.
  • Verified the output. The learner checked claims, numbers, or coverage against the source material before submitting.
  • Iterated with judgment. The learner refined weak parts of the draft with specific follow-ups rather than accepting the first answer.

Both scores, with the work behind them, go on your proof profile. That is what makes a claim like "I can use AI for product marketing" something an employer can check.