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FlaiFlaiSan Francisco, CA

Founding Customer Success Manager

Own and build customer success from the ground up for an early-stage AI platform serving auto dealerships. Drive onboarding, adoption, retention, and expansion while shaping CS processes and product direction.

85k – 135k
On-siteCustomer Success

About the role

Responsibilities

  • Own onboarding and rollout: Lead implementations from kickoff to go-live across single rooftops and groups. Coordinate timelines, integrations, training, and launch checklists.
  • Drive adoption and outcomes: Ensure dealerships actually use Flai daily and see measurable impact (missed-call capture, appointment set rate, response time, show rate, retention, etc.).
  • Be the quarterback for the account: Build strong relationships with decision makers and day-to-day champions (GM, GSM, Fixed Ops Director, Service Manager, BDC Manager).
  • Run the operating cadence: Set up weekly check-ins, launch reviews, and QBRs. Create accountability around actions, metrics, and next steps.
  • Handle escalations like an operator: Triage issues fast, coordinate with product/engineering, communicate clearly, and keep trust high when something breaks.
  • Build the CS machine: Create repeatable playbooks for onboarding, training, renewals, expansion, and support handoffs. Help define what "good" looks like across a portfolio.
  • Renew and expand: Own retention and expansion motions (multi-rooftop rollouts, adding use cases, increasing volume). Identify growth opportunities and partner with sales when needed.
  • Close the product feedback loop: Translate dealership reality into crisp product feedback. Spot patterns, propose fixes, and help prioritize what matters most.

Requirements

  • Proven Customer Success Execution: Experience owning a book of business and driving adoption/retention in a fast-moving environment.
  • Sharp Communication: Clear, confident, and organized with dealers. Strong at leading calls, training teams, and writing clean follow-ups.
  • Operational Discipline: Strong CRM hygiene, notes, tasks, and consistent account plans. You run a tight ship.
  • High Ownership: You don't wait for instructions. You identify problems, propose solutions, and drive outcomes.
  • Comfort with ambiguity: You can build the plane while flying it. Founding role means process + execution at the same time.

Nice-to-Haves

  • Experience with dealer tech ecosystems (DMS/CRM/schedulers, call tracking, BDC workflows)
  • Experience scaling onboarding across multi-rooftop groups
  • Comfort with light technical coordination (integrations, data mapping, troubleshooting)
  • Experience with QBRs tied to dealership KPIs (RO count, appointments, CSI, retention)

Skills

Customer SuccessCRMAccount ManagementQBRsOnboardingRetentionEscalation ManagementProduct FeedbackDealership OperationsKPI Tracking
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