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Product Marketing Expert - AI Environments

Job in Toronto, Ontario, C6A, Canada
Listing for: Obsidian
Full Time position
Listed on 2026-08-30
Job specializations:
  • Marketing / Advertising / PR
    Product Marketing, Market Research, Marketing Strategy, Digital Marketing
Salary/Wage Range or Industry Benchmark: 90000 - 130000 CAD Yearly CAD 90000.00 130000.00 YEAR
Job Description & How to Apply Below

About the work

We are building high-fidelity simulated work environments used to evaluate and improve AI agents on real marketing work. Each environment reproduces a marketing org's actual tool surface — email, storage, CRM, project management, social media management, web analytics, AEO/SEO, ads, CMS, product analytics and support — populated with realistic documents, dashboards, personas and deliberately planted problems.

You will help design and pressure-test the Product Marketing environments: the briefs, the artifacts, the judgment calls a strong practitioner would make, and the errors a weaker one would miss.

What you will do
  • Design task briefs drawn from work you have actually done in product marketing, including what the task is really testing — the planted issue and the decision a strong practitioner should reach
  • Specify the documents, dashboards, personas and tool states a realistic version of that task requires
  • Write or review the reference answer and the criteria that separate a strong response from a plausible-but-wrong one
  • Review AI agent attempts and judge them against your own standard

Tasks span the capabilities we measure: diagnosing what happened from messy or conflicting data, prioritizing and making tradeoffs, planning and executing, QA and reconciliation, triage and escalation, research and evaluation, reporting, and orchestrating multi-step work across several tools.

Product Marketing scope

Win/loss analysis, positioning, launch readiness and launch execution, adoption analysis, and competitive response.

Who we are looking for
  • Hands-on practitioner experience in product marketing — you have owned launches, positioning and enablement, not only managed people who do it
  • Comfortable working across a CRM such as Salesforce, product analytics such as Amplitude, and a project tracker such as Asana or Linear
  • Prior experience building AI training environments, RL environments or simulated case studies is strongly preferred
  • Rubric Academy or Rubric Bootcamp certification is strongly preferred
  • Clear written reasoning — much of the value is in explaining why a decision is right
Screening

Applicants complete a short multiple-choice knowledge screener specific to this sub-domain before review.

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