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Deep End Talent Strategies

Director of Professional Services

Deep End Talent Strategies

. Report to the CEO and lead customer success strategy and execution .

Posted 10/15/2026full-timeRemote • United StatesLead💰 $170,000 per yearWebsite

About the role

Key responsibilities & impact
  • Report to the CEO and lead customer success strategy and execution
  • Own customer satisfaction and retention across the global customer base
  • Own gross and net revenue retention and build plans to reduce churn across regions and segments
  • Build a customer health scoring model using product usage, support activity, engagement, and renewal signals
  • Identify at-risk accounts early and lead save plans with internal stakeholders
  • Run a regular customer feedback program such as NPS or CSAT and turn results into action
  • Serve as executive point of contact for key accounts and escalations
  • Design and deliver customer training through webinars, live sessions, office hours, and on-demand content
  • Highlight underused features and modules that address customer needs
  • Build customer lifecycle touchpoints including onboarding follow-ups, periodic business reviews, and release updates
  • Partner with Marketing on customer-facing content, case studies, and references
  • Identify expansion opportunities through training sessions, account reviews, and usage data
  • Work with Sales and leadership to design the upsell motion, including lead criteria, handoff process, and follow-up expectations
  • Track Customer Success-sourced expansion leads and report conversion to closed revenue
  • Support Sales during expansion conversations without owning the close
  • Share customer feedback, feature requests, and churn reasons with Product and leadership
  • Build playbooks, processes, and reporting for a scalable Customer Success function
  • Report on retention, churn, health, adoption, and CS-sourced pipeline
  • Lead, coach, and develop a small team of direct reports
  • Define team structure, roles, and hiring plan as the customer base grows
  • Collaborate with Sales, Product, Marketing, Implementation, and Support to shape the roadmap and customer value

Requirements

What you’ll need
  • Successful experience in progressive B2B SaaS customer success roles
  • At least several years managing and developing a team
  • Demonstrated track record of improving retention and reducing churn
  • Experience building customer health scoring, lifecycle programs, and CS playbooks
  • Ability to design and deliver engaging customer training, both live and on-demand
  • Experience partnering with Sales to identify and hand off expansion opportunities and build a repeatable upsell motion
  • Ability to identify, measure, and report on relevant KPIs with data-driven insights
  • Comfort with CRM and customer success tools, such as Salesforce
  • Ability to use product usage data
  • Strong written and verbal communication skills
  • Ability to simplify complex software and technical workflows
  • Comfort working directly with executive leadership and customer stakeholders at all levels
  • Willingness to travel approximately 25% as needed
  • Preferred: experience supporting customers in life sciences, clinical research, healthcare, or another regulated industry
  • Preferred: familiarity with CTMS, eTMF, or other clinical trial software
  • Preferred: experience supporting customers across the United States, Europe, and APAC
  • Preferred: experience working in a private equity-backed or growth-stage company
  • Preferred: experience building or scaling a customer success function in a growing software company

Benefits

Comp & perks
  • Annual performance-based bonus of 20%
  • Equity participation
  • Access to the company's benefits plan
  • Remote work arrangement
  • Opportunity to grow the team as the business grows