Director of Customer Success

OpenLoop Health, Inc

$110K — $130K *
US-AnywhereRemote in United States
Consumer Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in Customer Success, CS Operations, or Growth roles.
  • 3+ years of leadership experience in customer-facing teams, preferably in a scaled or digital environment.
  • Proven success in increasing net revenue retention within a SaaS or digital health company.
  • Strong knowledge of customer success platforms like Gainsight, Totango, or ChurnZero.
  • Data-driven mindset with experience in automation and iterative improvements.
  • Familiarity with fast-paced startup environments and adaptability to changes.

Responsibilities

  • Own the customer success strategy for SMB and mid-market clients, ensuring a balance of digital and personal engagement.
  • Design and refine digital customer journeys for onboarding, adoption, renewal, and expansion phases.
  • Develop and oversee customer segmentation and engagement coverage models.
  • Implement and manage health scoring frameworks and automated outreach initiatives.
  • Collaborate with Product and Marketing for in-product education and self-service content creation.
  • Enhance retention and expansion through strategic, data-driven programs.
  • Lead a team of digital customer success managers and operations partners to meet established KPIs.

Benefits

  • Medical, Dental, and Vision plans.
  • Flexible Spending/Health Savings Accounts.
  • Flexible PTO policy.
  • 401(k) with Company Match.
  • Life, Pet insurance, and additional options available.
Full Job Description
About the Role

OpenLoop is looking for a Director of Customer Success to join our team remotely or at our HQ in Des Moines, IA. In this role, you will lead, mentor, and manage a team of Customer Success Managers responsible for driving net revenue retention through adoption, retention, and expansion across a scaled, digital-first customer success motion. You will set strategy and standards for lifecycle programs, segmentation models, and data-driven engagement, while coaching your team to execute effectively using automation, health scoring, and targeted human touchpoints to deliver measurable customer and revenue outcomes in a fast-growing digital health environment.

What You'll Do
  • Own the scaled CS strategy for SMB and mid-market customers, balancing digital engagement with targeted human touchpoints.
  • Design and optimize digital customer journeys across onboarding, adoption, renewal, and expansion.
  • Build and manage segmentation and coverage models (digital-only, pooled, hybrid).
  • Own health scoring frameworks, lifecycle triggers, and in-app / automated outreach.
  • Partner with Product and Marketing to deliver in-product education, campaigns, and self-serve resources.
  • Drive retention and expansion through programmatic, data-driven plays.
  • Lead a team of Scaled / Digital CSMs and CS Ops partners.
  • Drive KPIs (GRR, NRR, adoption, engagement) and report performance to leadership.
  • Continuously test, measure, and iterate on scalable CS programs.


Who You Are
  • 7+ years of experience in Customer Success, CS Operations, or Growth roles.
  • 3+ years of experience leading and developing customer-facing teams, ideally in a scaled or digital CS environment.
  • Proven track record of owning and improving NRR in a SaaS or digital health business.
  • Strong experience with customer success platforms (Gainsight, Totango, ChurnZero, or similar).
  • Highly data-driven, comfortable with experimentation, automation, and iterative improvement.
  • Experience operating in fast-growing or startup environments with evolving processes.
Our Benefits

In addition, for salaried positions you would also be eligible for:
  • Medical, Dental, and Vision plans
  • Flexible Spending/Health Savings Accounts
  • Flexible PTO
  • 401(k) + Company Match
  • Life Insurance, Pet insurance, and more

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