Customer Success Chief of Staff

Bizzycar
Boston, MA

About the role

Chief of Staff (CoS) roles are growing rapidly, especially in startups, tech, and venture-backed companies. Chief of Staff roles are seen as elite and strategic with the benefit of being close to leadership. These are often seen as stepping stone roles to get to a people management level.

The Chief of Staff will serve as a strategic partner and right hand to the VP of Customer Success, ensuring that the department’s goals/OKRs, people, and operations are executed effectively and in alignment with BizzyCar’s mission to make cars safer. This role will provide executive-level support, help manage and scale processes, coordinate cross-functional initiatives, and enable operational excellence across a 20+ person CS team consisting of Customer Success Specialists (remote), Dealer Relations Managers (field-based), and CS leadership.

Professional Benefits :

  • Strategic Operations
  • Executive Exposure
  • Known/up and coming Start-up/SaaS role
  • Fast-tracked Upward Mobility

What you'll do

  • Strategic Planning & Execution:
    • Support the VP of CS in quarterly OKR planning, WoW tracking, and reporting.
    • Drive cross-functional alignment with RevOps, Ops, and Billing (as needed) on CS priorities.
    • Manage follow-up and accountability across the leadership team to ensure timely execution of initiatives (e.g. OKR/KR’s owned by Directors/Senior Manager of CS)

  • Operational Excellence:
    • Own and improve team workflows, playbook adherence, and HubSpot usage across CSS/DRM teams.
    • Coordinate the preparation and execution of leadership dashboards, QBR SOPs, and recurring retention reporting.
    • Partner with RevOps to maintain and evolve CS dashboards and performance tracking tools.
    • Ensure that action items from key Customer Success meetings (weekly CS leadership meeting, weekly team meeting, weekly/biweekly cross-functional meetings) are addressed in a timely manner.
    • Write and distribute internal communications (e.g. weekly recaps, process updates).

  • Team & Culture Support:
    • Serve as the operational lead for new team member onboarding, cross-functional new hire training schedules, and performance review logistics.
    • Coordinate CS offsites (2x+/year), recognition programs (e.g. WOW Moments), and team culture-building efforts that should occur on a regular basis.
    • Assist with resource planning and hiring coordination with HR/People Ops.

  • Executive Liaison & Special Projects:
    • Act as a proxy for the VP of CS when needed — participating in meetings and making decisions on their behalf.
    • Draft emails, proposals, and follow up communications to internal and external stakeholders.
    • Support ad-hoc executive initiatives, escalations, and special assignments.

Qualifications

  • Strategic Planning & Execution:
    • Support the VP of CS in quarterly OKR planning, WoW tracking, and reporting.
    • Drive cross-functional alignment with RevOps, Ops, and Billing (as needed) on CS priorities.
    • Manage follow-up and accountability across the leadership team to ensure timely execution of initiatives (e.g. OKR/KR’s owned by Directors/Senior Manager of CS)

  • Operational Excellence:
    • Own and improve team workflows, playbook adherence, and HubSpot usage across CSS/DRM teams.
    • Coordinate the preparation and execution of leadership dashboards, QBR SOPs, and recurring retention reporting.
    • Partner with RevOps to maintain and evolve CS dashboards and performance tracking tools.
    • Ensure that action items from key Customer Success meetings (weekly CS leadership meeting, weekly team meeting, weekly/biweekly cross-functional meetings) are addressed in a timely manner.
    • Write and distribute internal communications (e.g. weekly recaps, process updates).

  • Team & Culture Support:
    • Serve as the operational lead for new team member onboarding, cross-functional new hire training schedules, and performance review logistics.
    • Coordinate CS offsites (2x+/year), recognition programs (e.g. WOW Moments), and team culture-building efforts that should occur on a regular basis.
    • Assist with resource planning and hiring coordination with HR/People Ops.

  • Executive Liaison & Special Projects:
    • Act as a proxy for the VP of CS when needed — participating in meetings and making decisions on their behalf.
    • Draft emails, proposals, and follow up communications to internal and external stakeholders.
    • Support ad-hoc executive initiatives, escalations, and special assignments.

Growth Trajectory

The Customer Success Chief of Staff would gain valuable experience and exposure to people and department management. The professional development tracks at BizzyCar could be numerous including an opportunity to be promoted in a people manager role from the stepping-stone of the CoS. It is assumed that the requisite responsibilities of a manager within BizzyCar will be gained on an accelerated timeline by starting from a Chief of Staff position.

Benefits

We value our employees’ time and efforts. Our commitment to your success is enhanced by our competitive compensation and benefits package including paid time off, medical, dental, 401k, vision and equity benefits and future growth opportunities within the company. Plus, we work to maintain the best possible environment for our employees, where people can learn and grow with the company. We strive to provide a collaborative, creative environment where each person feels encouraged to contribute to our processes, decisions, planning and culture. To learn more about our company please visit:

What We Offer:

  • Competitive salary and benefits package
  • Opportunities for growth and professional development
  • Collaborative, innovative work environment with a passionate team
  • The chance to make an impact in a high-growth, cutting-edge company at the forefront of automotive technology

BizzyCar, Inc. does not discriminate on the basis of race, sex, color, religion, age, national origin, marital status, disability, veteran status, genetic information, sexual orientation, gender identity, or any other reason prohibited by law in provision of employment opportunities and benefits.

At this time, the company does not provide sponsorship for U.S. visas or immigration benefits. To that end, the company does not provide financial, legal or administrative support for employment-based U.S. immigration benefits. In compliance with the Immigration Reform and Control Act of 1986, and as a condition of employment, all employees must complete the Form I-9 and present unexpired documents showing that the employee is legally authorized to work for any employer in the United States.

Posted 2025-11-13

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