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Senior Manager​/Director, Account Management Cambridge, MA

Job in Cambridge, Middlesex County, Massachusetts, 02140, USA
Listing for: Cartwheel
Full Time position
Listed on 2026-01-19
Job specializations:
  • Management
    Business Management
Salary/Wage Range or Industry Benchmark: 100000 - 125000 USD Yearly USD 100000.00 125000.00 YEAR
Job Description & How to Apply Below
Position: Senior Manager / Director, Account Management New Cambridge, MA

Cambridge, MA

ABOUT THE ROLE

We’re looking for a strategic, operationally excellent Senior Manager / Director, Account Management to lead our renewal and expansion motion. Reporting to the VP of School Success, you will mature and scale our Account Management function, establishing best‑in‑class practices for a complex, high‑touch vertical.

This role is for someone who has carried a number, built post‑sale teams from an early stage, and knows how to combine consultative selling methodology with a rigorous operational approach to drive forecast quality and observability. You’ll lead a team of Account Managers across SMB, mid‑market, and enterprise school district segments.

Role type: W2, Full‑Time, Salaried
Location: Remote
Start Date: March 2026

WHAT YOU’LL DO
  • Build a high‑performing Account Management team that consistently meets and exceeds retention and expansion quotas
  • Provide hands‑on coaching and development to Account Managers
  • Establish clear performance standards, success metrics, and career progression frameworks
  • Drive post‑sale outcomes including GRR, NRR, and expansion revenue
  • Set playbooks for lifecycle management including mid‑year business reviews, renewal conversations, expansion opportunities, and risk mitigation
  • Build scalable processes and infrastructure to make the renewal process observable and predictable
  • Implement best practices from consultative methodologies tailored to the education vertical
CROSS‑FUNCTIONAL COLLABORATION
  • Partner closely with Customer Success Managers, Marketing, and Product to align on customer outcomes
  • Serve as a sponsor for key accounts and complex renewals
  • Work with Revenue Operations, Finance, and leadership on forecasting, capacity planning, and go‑to‑market strategy
STRATEGIC LEADERSHIP
  • Define and refine go‑to‑market strategy for renewals and expansion as we scale
  • Identify innovative ways to improve team performance and customer outcomes
  • Take an entrepreneurial, hands‑on approach—willing to jump into accounts, test new approaches, and solve problems creatively
  • Challenge the status quo when logic and data require it; see something broken, fix it
WHO YOU ARE
Must Haves…
  • 7–10+ years of experience in Account Management, Customer Success, or renewal‑focused sales roles
  • 5+ years managing client‑facing teams in fast‑paced, high‑growth environments
  • 3+ years of experience managing managers
  • Proven track record as a top‑performing account manager or renewal executive who has personally carried a number
  • Experience scaling post‑sale motions and building repeatable plays
  • History of consistent team quota attainment via renewals, upsells, and expansion (not just license expansion)
  • Deep familiarity with consultative selling methodologies and complex B2B buying environments
  • Strong quantitative orientation—comfortable owning dashboards, forecasts, metrics, and executive reporting
  • Exceptional communication skills and executive presence; ability to influence senior decision‑makers
  • Highly organized, self‑motivated, detail‑oriented with excellent follow‑through
  • Strong analytical skills and comfort with data‑driven decision making
  • Ability to build scalable, repeatable processes while maintaining customer‑centricity
Nice to have…
  • Experience in education technology, healthcare, government/public sector, or other mission‑driven verticals
  • Understanding of K‑12 education systems, school district operations, or student support services
  • Familiarity with mental health services, telehealth platforms, or clinical operations
  • Experience with customer success platforms (Churn Zero, Gainsight, etc.) and CRM systems
LEVELING

NOTE:

This role may be hired at the Senior Manager or Director level depending on experience and demonstrated scope. Regardless of level, this role owns retention and expansion outcomes and is expected to operate with a high degree of accountability and autonomy.

  • Director‑level candidates will have experience scaling post‑sale revenue motions across segments, managing managers, and owning forecasting and GTM strategy.
  • Senior Manager candidates will have deep hands‑on leadership experience, strong renewal and expansion ownership, and clear readiness to grow into broader strategic and people leadership…
Position Requirements
10+ Years work experience
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