Director of Customer Success, Enterprise

Posted 2 Months Ago
2 Locations
Remote or Hybrid
Senior level
Artificial Intelligence • Cloud • Computer Vision • Healthtech • Software
The world-leader in dental AI.
The Role
Lead and build the SMB Customer Success organization for dental customers (DSOs), driving retention, adoption, and expansion. Hire and manage CSMs, define success strategies and playbooks, manage post-sale lifecycle (onboarding to renewal), track health scores and forecasts, collaborate cross-functionally, maintain customer relationships, and support regulatory complaint trending and reporting.
Summary Generated by Built In

Lead the Future of Dentistry. 

Overjet is the world-leader in dental AI. Already, thousands of dental providers and insurers rely on our platform to deliver the best possible care. Now, we’re looking for talented people to fulfill our mission: improve oral health for all.

Overjet is where builders become leaders. Everyone here loves to make new things: new products, new partnerships, new content, and a new category of AI technology. And as Overjet grows ridiculously fast, so will you.

Simply put, there’s no better place to accelerate your career. Come join us!

The Role

As Director of Customer Success, Enterprise at Overjet, you will lead Customer Success for some of our largest, most strategic, and most complex customers, with a primary focus on Dental Support Organizations (DSOs).

You will lead and develop a team of Customer Success Managers while also serving as a senior strategic partner to key enterprise customers. This is a hands-on, player-coach leadership role responsible for driving retention, adoption, expansion, and long-term customer value across complex, multi-location organizations.

You will bring greater structure and consistency to Overjet’s enterprise Customer Success motion by building scalable playbooks, strengthening executive relationships, and using customer and business data to proactively identify risk and growth opportunities.

Responsibilities

  • Drive Retention & Expansion: Own net revenue retention, churn reduction, product adoption, and expansion across Overjet’s strategic enterprise and DSO customers.

  • Lead & Develop the Team: Recruit, coach, and manage a high-performing Customer Success team with clear goals, accountability, and performance expectations.

  • Build the Enterprise CS Playbook: Develop scalable customer success strategies, engagement models, health frameworks, and risk mitigation plans for the enterprise segment.

  • Own the Customer Journey: Ensure strong execution across onboarding, adoption, renewal, and expansion, with proactive management of customer health, risk, and growth opportunities.

  • Build Strategic Customer Relationships: Develop trusted relationships with executive, clinical, and operational stakeholders and ensure customers realize measurable value from Overjet.

  • Partner Cross-Functionally: Work closely with Sales, Product, Marketing, and other teams to improve the customer experience, surface customer insights, and influence business priorities.

  • Drive Visibility & Accountability: Maintain accurate forecasts and reporting on retention, renewals, customer health, and expansion, and lead quarterly complaint trend reviews to support medical device regulatory compliance.

Qualifications

  • 7+ years of experience in Customer Success, Account Management, Strategic Accounts, or a related customer-facing function in B2B SaaS.

  • 3+ years of experience leading and developing Customer Success or Account Management teams.

  • Proven experience managing complex enterprise or strategic customers with multiple stakeholders and executive-level relationships.

  • Demonstrated success driving retention, renewals, adoption, and expansion across a meaningful customer portfolio.

  • Strong executive presence, commercial judgment, and ability to navigate complex customer conversations and escalations.

  • Experience building or improving Customer Success processes, playbooks, metrics, and operating rhythms in a scaling organization.

  • Strong analytical skills and ability to use customer and business data to identify risk, diagnose problems, and drive action.

  • Experience using AI, automation, and customer success tools to improve team efficiency, customer insights, and decision-making.

  • Experience with DSOs, multi-location healthcare organizations, dental technology, or vertical SaaS is strongly preferred.

Why Overjet? 

  • Competitive Compensation and Equity

  • Hybrid workplace that provides flexibility, vibrant in-person workspaces, and the ability to build strong connections across all of Overjet - regardless of location

  • 401k plans with a matching program

  • Medical, Dental and Vision coverage: 99% employee premium covered, 75% dependent premium covered

  • Life and AD+D Insurance 

  • 8 weeks Paid Parental Leave 

  • Optional HSA with Employer contribution

  • Flexible Time Off and company paid holidays

  • Annual Learning and Development Stipend

Our Hybrid Workplace

We have a unique hybrid workplace at Overjet — which combines the teamwork of meeting in person, with the flexibility of working from anywhere.

Many of our positions are based in San Mateo, New York City, Boston, and Salt Lake City. The Jetters who live in these “geo-hubs” come to the office on Tuesdays and Wednesdays, while having the option to work from home the rest of the week.

Our People Team is happy to answer any questions about what hybrid work means for your specific role!

Overjet's Values

  • Excellence: Aim Higher

  • Velocity: Quickly Deliver Results

  • Ownership: Go the Extra Mile

  • Win-win: Care Deeply

Company Recognition

  • Included on Best Places to Work by BuiltIn lists in 2026: #3 overall in the US, #1 in NYC, #1 in San Francisco, and #2 in Boston

  • #4 on FastCompanys's Most Innovative Companies list in Healthcare for 2026

  • Named one of the TIME Best Inventions of 2024

  • Recognized in Newsweek’s Most Loved Workplaces in America 2024

  • Won the Dental Health category at the Digital Health Awards 2024 and 2024 Best Places to Work by Built In

  • Recognized as one of the Top Startups of 2023 by LinkedIn

  • Included on the definitive 2022 Forbes AI 50

EEOC

Overjet is an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We believe diversity enriches our team so we hire people with a wide range of identities, backgrounds, and experiences. Even if you don't meet 100% of the qualifications for this job, we strongly encourage you to apply! 

If you are a Colorado resident: Please contact us by emailing [email protected] to receive compensation and benefits information for this role. Please include the job title in the subject line of the email.

Skills Required

  • At least 5 years in customer success or account management with a minimum of 2 years in a managerial role
  • At least 2 years of experience working with dental practices or DSOs
  • Proven ability to recruit, train, mentor, and manage a customer success team
  • Experience developing and implementing customer success strategies, including onboarding, health scoring, and lifecycle engagement
  • Exceptional communication and interpersonal skills
  • Analytical mindset and ability to leverage data and customer health metrics to drive retention and expansion
  • Ability to use systems and AI tools to draw conclusions and drive efficiencies
  • Proficiency in CRM and customer success software tools (e.g., Salesforce, Gainsight, or similar)
  • Results-oriented with a strong sense of urgency, resourcefulness, and proactive problem-solving

Overjet Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Overjet and has not been reviewed or approved by Overjet.

  • Healthcare Strength — Health coverage is described as covering 99% of employee medical, dental, and vision premiums and 75% for dependents, with an HSA option that includes employer contributions and company-paid Life and AD&D insurance.
  • Equity Value & Accessibility — Equity is included in full-time offers via stock options, with opportunities highlighted across roles as part of the compensation package.
  • Retirement Support — Retirement benefits include a 401(k) plan with employer matching, integrating long-term savings into total rewards.

Overjet Insights

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The Company
HQ: Palo Alto, CA
210 Employees
Year Founded: 2018

What We Do

Overjet is the world-leader in dental AI. Founded by experts from MIT and Harvard University, Overjet builds artificial intelligence that helps dental organizations give patients the highest quality of care. Our FDA-cleared technology is the first objective standard for making oral health decisions — so that dentists can detect pathologies with precision and educate patients with confidence. To learn more, visit Overjet.com.

Why Work With Us

Overjet is the #1 dental AI company revolutionizing oral health care. We partner with the leading insurers and provide cutting edge, FDA-cleared AI to thousands of practices. Work alongside top talent, learn, grow, tackle unprecedented challenges and unleash your true potential, all while making a significant worldwide impact on patient care.

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