Onboarding & Workshop Lead

Simulacrum; San Francisco (CA); Hybrid; USD 70,000 - 90,000; Full time

Job summary

Simulacrum, based in the Bay Area, seeks an experienced Onboarding Specialist to drive activation for new signups through live workshops and a scalable onboarding sequence. You will lead cohort sessions for individuals and corporate clients, building quick-start materials that accelerate first simulations.

The role emphasizes repeatable, user-friendly onboarding processes, patient communication with non-technical users, and the ability to run recurring cohorts on a schedule with a small team.

Qualifications

• 3+ years in onboarding, customer education, training, or teaching.
• An excellent live facilitator who can run a room and keep a cohort moving.
• Builds repeatable onboarding processes and materials, not one-offs.
• Patient, clear communicator, at ease with non-technical users.
• Organized enough to run recurring cohorts on a schedule.

Responsibilities

• Run group onboarding and live workshop sessions for both individual users and corporate cohorts.
• Build and maintain the onboarding sequence and quick-start materials.
• Drive activation — get each user to their first completed simulation fast.
• Design cohort-based delivery so a team of four can serve 1,000 users (group over 1:1).
• Hand activated users to the Coaching lead for agent setup and conversion.

Skills

Onboarding

Facilitation

Customer education

Training design

Non-technical users

Job description

Turn a signup into an activated user who completes their first setup — and run the live workshops that make it happen at scale.

Team of 4 Reports to the Founder Bay Area preferred, hybrid Full-time or contract-to-hire

About Simulacrum

Simulacrum (simulacrumai.io) turns a résumé into a running wealth engine — a career-to-wealth simulation platform with 49 AI agents across five income layers. We help professionals see the consequences of their career and money decisions before they live them.

Key responsibilities

• Run group onboarding and live workshop sessions for both individual users and corporate cohorts.
• Build and maintain the onboarding sequence and quick-start materials.
• Drive activation — get each user to their first completed simulation fast.
• Design cohort-based delivery so a team of four can serve 1,000 users (group over 1:1).
• Hand activated users to the Coaching lead for agent setup and conversion.

How success is measured

North star

Activation rate — the share of signups who reach their first simulation.

Supporting

What we're looking for

• 3+ years in onboarding, customer education, training, facilitation or teaching.
• An excellent live facilitator who can run a room and keep a cohort moving.
• Builds repeatable onboarding processes and materials, not one-offs.
• Patient, clear communicator, at ease with non-technical users.
• Organized enough to run recurring cohorts on a schedule.

Nice to have. Instructional design; experience in career services or adult education.

How this team works

Every teammate is fully platform-fluent — able to demo Simulacrum, onboard a user end to end, run a workshop, and coach Layer 1 and Layer 2 agent setup — so anyone can cover a session or a coaching block.

Shared team goal: