Content Marketing Expert - AI Environments

Obsidian; Toronto; On-site; CAD 85,000 - 120,000; Full time

Job summary

Obsidian is building high-fidelity simulated work environments to evaluate AI agents in real marketing tasks. You will design content marketing scenarios, define required documents, dashboards, personas, and tool states for realistic evaluation.

You will write and review reference answers and scoring criteria, and assess AI agent attempts against a clear standard. The role spans diagnosing data, prioritizing, planning, QA, and cross-tool orchestration across marketing stack.

Qualifications

• Hands-on practitioner experience in content marketing — you have owned an editorial program end to end, not only managed people who do it.
• Comfortable working in a CMS such as Contentful, alongside Google Analytics 4 and a research tool such as Semrush.
• 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.

Responsibilities

• Design task briefs drawn from work you have actually done in content 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

Skills

Content marketing

AI training environments

Written reasoning

Editorial program ownership

Experience designing marketing tasks

Tools

Contentful

Google Analytics 4

Semrush

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 Content 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 content 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.

Content Marketing scope

Research and discovery, editorial prioritization, content production, and content QA and audit.

Who we are looking for

• Hands-on practitioner experience in content marketing — you have owned an editorial program end to end, not only managed people who do it
• Comfortable working in a CMS such as Contentful, alongside Google Analytics 4 and a research tool such as Semrush
• 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.