Cartwheel · 19 hours ago
Senior Manager / Director, Account Management
United States
Full-time
Remote
Director/Executive
$150K/yr - $162K/yr
7+ years expCartwheelcare is seeking a strategic and operationally excellent Senior Manager / Director of Account Management to lead their renewal and expansion efforts. The role involves building a high-performing team, driving post-sale outcomes, and collaborating cross-functionally to align on customer success.
Health CareMental HealthmHealthTherapeuticsWellness
Responsibilities
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
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
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
Qualification
Required
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
Preferred
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 (ChurnZero, Gainsight, etc.) and CRM systems
Benefits
Generous PPO medical, vision, and dental coverage
Generous paid time off, including company closure from Christmas-New Years (12/25-1/1)
Paid parental leave
401K with employer match
Meaningful equity ownership stake in Cartwheel
Flexible and remote role with regular in-person retreats
Annual learning stipend
Macbook
Company
Cartwheel
Cartwheel offers mental health support to students in order to help schools regain balance in the midst of the student mental health crisis.
201-500 employees
Funding
Current Stage
Growth StageTotal Funding
$55.17MKey Investors
Menlo Ventures
2025-08-18Series B· $35.17M
2023-09-26Series A· $20M
Leadership Team
Joe English
Co-Founder and CEO
Daniel Tartakovsky
Co-Founder and COO (We're Hiring!)
Recent News
General Catalyst
2025-12-08
generalcatalyst.com
2025-12-08
Company data provided by crunchbase