Area Manager Hybrid.Remote

Client Relationship Ownership

Serve as the primary point of contact for all clients in your assigned group
Lead Jumpstarts for new client households, including in-home setup, household guide creation, and Personal Assistant onboarding
Monitor client satisfaction, anticipate needs, and address concerns before they escalate
Manage client onboarding and offboarding in partnership with Operations
Uphold client contracts and participate in prospective client lead calls

People Management

Directly manage a large team of Personal Assistants through regular check-ins and structured feedback
Participate fully in interviewing, screening, and hiring PAs
Monitor team engagement and retention; address performance and culture issues proactively
Support performance management, documentation, and employee development plans with HR

Operational and Financial Ownership

Manage your department budget and make informed decisions within approved parameters
Oversee payroll accuracy, timecard review, and timekeeping for your team
Lead the annual merit review process, including performance-based pay recommendations
Own and drive at least one departmental rock (goal) per EOS quarter
Maintain department scorecards (metrics) and contribute to L10 meetings and EOS rhythm

Training and Field Presence

Conduct in-home training for new PAs as part of the Jumpstart process and ongoing skill development
Be available for in-person needs within the Seattle market — remote is standard, but field presence is required and non-negotiable
Model Pepper's values in every client and team interaction

SCHEDULE AND LOCATION

Hours: 40 hours per week
Location: Remote within the Seattle market; regular local travel to client homes required
Schedule: Flexible, Monday–Friday, 9AM–5PM; occasional evenings or weekends as needed

Requirements

• 4–7 years in a client-facing, operations, or people management role
• Demonstrated experience coaching a team and leading accountability conversations
• Direct involvement in hiring and performance management
• Experience managing a budget or contributing to financial decisions
• Familiarity with EOS or similar business operating frameworks is a plus
• Comfort with technology — Slack, ClickUp, HubSpot, or similar tools
• Must be based in the Seattle area with availability for regular local travel

Success Looks Like

• Your clients are loyal and consistently experiencing the ease Pepper's promises
• Your PAs feel seen, supported, and accountable — and the data backs it up
• New client households are launched smoothly through Jumpstarts that set the right tone
• Your budget is managed thoughtfully and merit decisions are grounded in performance
• Routine challenges are resolved at your level

Our Values

• One For All and All For Pepper's — You champion your team and your clients equally
• FITFO (Figure It The F* Out) — You don't wait to be told. You anticipate, act, and own the outcome
• Growth Mindset — You give and receive feedback openly and develop your PAs intentionally
• Provide Ease — You are the steady, reliable force that makes everything feel manageable

Compensation and Benefits

• $80,170 - $87,925 annually
• Health insurance
• 401(k) with company match
• Paid time off
• Paid holidays
• Flexible schedule within core business hours (Monday–Friday, 9AM–5PM)