Flai
Flai
Flai develops AI software for classifying and processing large LiDAR and point-cloud datasets. Its platform combines pre-trained and custom classifiers with a modular toolkit of more than 40 processors, helping users create raster and vector outputs from aerial, UAV, and mobile survey data. An online 3D viewer supports visual analysis, while SaaS and self-hosted deployment options suit workflows in forestry, powerline inspection, mining, and wide-area mapping. Flai’s team focuses on reducing manual processing so surveying and geospatial teams can turn unstructured LiDAR data into usable insights.

Customer Success Manager – Chicago, Illinois (Remote)

Manage onboarding, adoption, retention, and expansion for dealership customers using Flai’s AI communications platform. The role combines customer relationship ownership, implementation coordination, training, and product feedback.

Description

  • Manage customer onboarding and rollout from kickoff through go-live for individual dealerships and dealership groups
  • Coordinate implementation timelines, integrations, training, and launch-day activities
  • Increase dealership adoption and improve outcomes such as missed-call capture, appointment-setting rate, response time, show rate, and retention
  • Develop relationships with dealership leaders, including GMs, GSMs, Fixed Ops Directors, Service Managers, and BDC Managers
  • Lead weekly customer check-ins, launch reviews, and quarterly business reviews
  • Assess escalations and partner with product and engineering teams to resolve issues
  • Deliver and continuously improve onboarding, training, renewal, and support processes
  • Drive account retention and growth through multi-rooftop rollouts, new use cases, and higher customer volume
  • Turn dealership feedback into product insights that inform future development

Requirements

  • Must reside in the Chicago area
  • Able to travel regularly to customer dealerships throughout the region
  • Experience managing a book of business and increasing adoption and retention in a fast-paced environment
  • Background in a customer-facing position at an early-stage B2B SaaS company
  • Clear, confident, and well-organized communication with dealership customers
  • Skilled at leading calls, training teams, and producing concise follow-up documentation
  • Strong CRM discipline, including accurate notes, tasks, and account plans
  • Consistent ability to follow processes and manage accounts rigorously
  • Familiarity with dealership technology ecosystems, including DMS or CRM platforms, schedulers, call tracking, and BDC workflows is a plus
  • Experience expanding onboarding programs across multi-rooftop dealership groups is a plus
  • Comfort coordinating technical work such as integrations, data mapping, and troubleshooting is a plus
  • Experience conducting QBRs connected to dealership KPIs is a plus

Benefits

  • Equity
  • Medical, dental, and vision coverage
  • Flexible paid time off
  • Small, high-trust, fast-moving team
  • Enjoyable, collaborative environment focused on building something tangible

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