Lifecycle Marketing Design Lead for AI Training

Obsidian; New York (NY); On-site; USD 120,000 - 170,000; Full time

Job summary

Obsidian is seeking a hands-on lifecycle marketing specialist to design and pressure-test AI-driven environments that mirror real marketing work. You will craft task briefs, determine required documents and dashboards, and define the decision criteria a strong practitioner should reach.

You will also review AI agent attempts against rubrics, ensuring rigorous evaluation across lifecycle campaigns, customer communications, and analytics workflows.

Qualifications

• Hands-on practitioner experience in lifecycle, CRM or retention marketing.
• Comfortable across an ESP, a CRM such as Salesforce, and product analytics such as Amplitude.
• 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 lifecycle or CRM 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 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
• Lifecycle scope: Contact strategy, milestone campaigns, customer communications, deliverability and list health, and lifecycle portfolio optimization.

Skills

Lifecycle marketing

CRM marketing

AI training environments

Written reasoning

Job description

Obsidian is seeking a hands-on lifecycle marketing specialist to design and pressure-test AI-driven environments that mirror real marketing work. You will craft task briefs, determine required documents and dashboards, and define the decision criteria a strong practitioner should reach.

You will also review AI agent attempts against rubrics, ensuring rigorous evaluation across lifecycle campaigns, customer communications, and analytics workflows.