Coaching & Agent Enablement Lead

Simulacrum; San Francisco (CA); Hybrid; USD 90,000 - 120,000; Full time

Job summary

Simulacrum is looking for a seasoned customer success professional to coach users through Layer 1 and Layer 2 agent setups, guiding them from initial configuration to visible results. You will own the free-to-paid process, turning engaged users into paid simulations and driving expansion into a second expertise zone.

As a fast learner of a technical product, you will configure customer CRM systems, run first simulations, and provide coaching insights to Growth and Product teams.

Qualifications

• 3+ years in customer success, coaching, consulting or high-touch sales.
• A consultative closer who converts by delivering value.
• Fast to master a technical product and coach others to configure it.
• Comfortable with numbers and parameters (rates, funnels).
• Empathy for career-changers with drive for a conversion target.

Responsibilities

• Coach users to configure Layer 1 agents (rate card, outreach, booking) and Layer 2 agents (group coaching, workshops, waitlist) with realistic parameters.
• Set up each customer's contacts / CRM and run their first simulation to a visible result.
• Own the free-to-paid conversation and convert engaged free users to a $167 simulation.
• Drive expansion — the second simulation on a second expertise zone.
• Turn the Playbook's parameter sheets into hands-on coaching.
• Feed conversion and coaching insight back to Growth and Product.

Skills

Customer success

Coaching

Consulting

High-touch sales

CRM proficiency

Numerical reasoning

Tools

CRM tools

Job description

Get users to a visible result so they pay — and come back for a second simulation. Coach Layer 1 and Layer 2 agent setup until it produces outcomes.

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.

What you own

Coaching Layer 1 (Active Income) & Layer 2 (Leveraged Income) agent setup · contact / CRM setup · the first simulation · free-to-paid conversion · the second-simulation nudge.

Key responsibilities

• Coach users to configure Layer 1 agents (rate card, outreach, booking) and Layer 2 agents (group coaching, workshops, waitlist) with realistic parameters.
• Set up each customer's contacts / CRM and run their first simulation to a visible result.
• Own the free-to-paid conversation and convert engaged free users to a $167 simulation.
• Drive expansion — the second simulation on a second expertise zone.
• Turn the Playbook's parameter sheets into hands-on coaching.
• Feed conversion and coaching insight back to Growth and Product.

How success is measured

North star

Free-to-paid conversion (the 35% / 350 payers) and simulations per payer (the 1 → 2).

Supporting

Time-to-first-result · coaching throughput · repeat-run rate.

What we're looking for

• 3+ years in customer success, coaching, consulting or high-touch sales.
• A consultative closer who converts by delivering value, not pressure.
• Fast to master a technical product and coach others to configure it.
• Comfortable with numbers and parameters (rates, funnels) — can help users pick realistic inputs.
• Empathy for career-changers paired with drive for a conversion target.

Nice to have. Familiarity with freelancing / consulting economics and CRM tools.

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: