Marketing Operations Expert - AI Environments

Obsidian; Toronto; On-site; CAD 90,000 - 120,000; Full time

Job summary

Obsidian is seeking a Marketing Operations designer to help pressure-test AI-enabled work environments in Toronto. You will craft briefs, artifacts, and evaluation criteria based on real-world marketing workflows, focusing on planted issues and the decisions a strong practitioner should reach.

You will specify required documents, dashboards, personas, and tool states, review reference answers, and judge AI attempts against clear standards, spanning diagnosing data, planning, QA, and

Qualifications

• HHands-on practitioner experience in marketing operations.
• Fluent in Salesforce, a marketing automation platform, a project tracker (Asana/Linear) and support tools (Zendesk/Intercom).
• 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 marketing operations, 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

Hands-on marketing ops experience

Clear written reasoning

Experience building AI training Envs

Tools

Salesforce

Marketing automation platform

Asana

Linear

Zendesk

Intercom

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 Marketing Operations 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 marketing operations, 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.

Marketing Operations scope

Lead routing, workflow design, campaign operations, agency and process transitions, and orchestration across the marketing and sales stack.

Who we are looking for

• Hands-on practitioner experience in marketing operations — you have built the routing rules, the workflows and the reporting yourself
• Fluent in a CRM such as Salesforce, a marketing automation platform, a project tracker such as Asana or Linear, and a support tool such as Zendesk or Intercom
• 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.