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SimplePracticeSimplePracticeUnited States

Head of Commercial Strategy and Operations

Leads end-to-end commercial strategy and revenue operations across Sales, Onboarding, Account Management, and Support. The role requires 10+ years of strategic and operational experience, hands-on AI implementation, cross-functional influence, and a bachelor's degree.

208k – 260k/yr
Remote10+ YOERevenue Operations

About the role

Responsibilities

  • Own revenue strategy and planning: Partner with the CCO to set commercial and revenue strategy, translating it into annual and quarterly plans across Sales, Onboarding, Account Management, and Support.
  • Own end-to-end revenue operations: Directly own the systems, tooling, processes, and reporting infrastructure supporting Sales, Onboarding, Account Management, and Support, including pipeline management, forecasting, and cross-functional handoffs.
  • Diagnose and rebuild customer-facing functions: Assess performance drivers within customer-facing functions and design and execute the operating models needed going forward.
  • Build and own the customer lifecycle view: Develop a holistic view of onboarding and product adoption, partnering with Product and Marketing on lifecycle expansion plans.
  • Run the commercial operating cadence: Own business reviews, KPI reporting, and follow-through for the commercial leadership team.
  • Lead AI strategy for revenue operations: Identify and lead AI-powered workflows across Sales, Onboarding, Account Management, and Support, using direct experience implementing AI tools.
  • Drive cross-functional alignment: Partner with Product, Marketing, Finance, and other functions to align shared goals and influence outcomes without direct authority.
  • Present to senior leadership: Provide regular updates and strategic recommendations to the CCO and executive team on commercial and revenue performance.

Requirements

  • Minimum 10 years of experience in strategy, revenue operations, or commercial operations, including direct ownership of functional execution such as Sales Operations or Revenue Operations.
  • Strong strategic background with a track record of running revenue operations end-to-end.
  • Demonstrated ability to execute strategy across teams and deliver results.
  • Direct experience building and running operational processes in Sales, Support, Onboarding, or Account Management.
  • Direct experience building or rolling out AI-powered processes or tools with measurable adoption results.
  • Ability to work cross-functionally and influence without direct authority.
  • Data-driven mindset and comfort presenting detailed analysis and strategic narratives to senior leadership.
  • Bachelor's degree required.

Nice to Have

  • SMB SaaS experience.
  • MBA.

Benefits

  • Medical, dental, vision, life, and disability insurance
  • 401(k) plan with company match
  • Flexible Time Off, wellbeing days, paid holidays, and summer Fridays
  • Mental health resources
  • Paid parental leave and Backup Care
  • Tuition reimbursement
  • Employee Resource Groups (ERGs)

Compensation

  • Base compensation range: $208,000–$260,000 USD
  • Employees may also be eligible for an annual bonus or commission.
  • Some roles may be eligible for overtime pay.

Skills

Revenue OperationsSales OperationssalesOnboardingAccount ManagementCustomer SupportPipeline ManagementForecastingartificial intelligencekpi reportingSaaSlifecycle managementproduct adoptionCross-Functional CollaborationStrategic Planning
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