Product Marketing Expert - AI Environments

Obsidian; Toronto; On-site; CAD 90,000 - 130,000; Full time

Job summary

Obsidian is building high-fidelity simulated work environments to evaluate and improve AI agents on real marketing work. You will design and pressure-test the Product Marketing environments, including briefs, artifacts, and judgment criteria, to reveal where strong practitioners succeed and where errors are missed.

The role involves crafting task briefs, specifying required documents and tools, and reviewing responses against strict criteria, while evaluating AI agent attempts against your own

Qualifications

• Hands-on product marketing experience including launches, positioning and enablement.
• Ability to explain decisions clearly and write concise justification.
• Experience collaborating across functions to drive marketing outcomes.

Responsibilities

• Design task briefs drawn from real product marketing work and explain what the task tests.
• Specify necessary documents, dashboards, personas and tool states for realistic tasks.
• Review reference answers and evaluation criteria to separate strong responses from plausible ones.
• Evaluate AI agent attempts against defined standards and provide feedback.

Skills

Product marketing expertise

Clear written reasoning

Stakeholder collaboration

Tools

Salesforce

Amplitude

Asana

Linear

Job description

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.