Customer Success Manager - Florida

Flai; Florida; Remote; USD 70,000 - 110,000; Full time

Benefits offered by this job

Equity

Full benefits including medical,Dental

Flexible PTO

Small high-trust team

Job summary

Flai is building an AI-native platform for car dealerships. We are seeking a Customer Success Manager to onboard and scale accounts, drive adoption, and own playbooks and processes across dealerships in Florida.

You’ll manage timelines, integrations, training, and renewals, building trusted relationships with GM, GSM, and ops managers. Join a fast-moving, equity-backed team at an early stage, with the chance to shape product feedback and growth while traveling to dealerships across the state.

Qualifications

• Proven success in customer-facing roles at early-stage B2B SaaS companies.
• Experience leading onboarding, trainings, renewals and account plans.
• Strong CRM hygiene and disciplined notice-taking, tasking and planning.
• Ability to build real relationships with dealer stakeholders and drive adoption.

Responsibilities

• Onboard customers, train users, and drive product adoption at scale.
• Own timelines for multi-rooftop deployments, integrations, and launch days.
• Lead renewal conversations with proactive account plans and data-driven outcomes.
• Capture feedback from dealerships to inform product improvements.
• Maintain rigorous CRM processes and regular follow-ups with customers.

Skills

Customer Success

B2B SaaS

CRM discipline

Onboarding

Training teams

Account growth

Tools

CRM software

Data mapping

Integrations troubleshooting

Job description

Location: Remote (Florida) Type: Full-Time Work Arrangement: Remote. You must live in Florida, with regular travel to customer dealerships across the state.

AI has transformed B2B SaaS, but has struggled to penetrate the real-world industries that shape our lives. Flai is building the leading AI-native communications platform for car dealerships.

A $1.3 trillion industry, auto dealerships sell 96% of the 16 million new cars sold each year. Yet they universally run on outdated systems and manual processes, which is why dealerships spend $36B each year on operations. Since then, we have deployed multiple products across hundreds of dealerships across the U. We’ve raised from leading VCs including First Round Capital, Toyota Ventures, Y Combinator, Innovation Endeavors, SV Angel, and Liquid 2.

We're hiring a Customer Success Manager to be the connective tissue between us and our customers, sitting right at the center of one of the fastest-moving stories in AI right now. Working shoulder to shoulder with a founding team that moves fast and never sits still, you'll get to onboard and scale accounts, drive real adoption and outcomes, and run the playbooks and processes that make Flai the standard for AI in this industry. Lead the show from kickoff to go-live across single rooftops and groups, owning timelines, integrations, training, and launch day.

Get dealerships genuinely hooked on using Flai daily, and prove it with data, missed-call capture, appointment set rate, response time, show rate, retention.

Be the quarterback for your customers: Build real relationships with the people running these dealerships, GM, GSM, Fixed Ops Director, Service Manager, BDC Manager, and become the person they trust most.

Follow the playbook, and help sharpen it: Execute Flai's onboarding, training, renewal, and support processes with real rigor, and get a direct hand in making them sharper as you learn what actually works.

Own retention and growth across your accounts, multi-rooftop rollouts, new use cases, more volume, and be the one who spots the opportunity first.

Get a front-row seat translating what's happening inside dealerships into real product feedback, spotting patterns and helping shape what we build next.

Proven Customer Success Execution: Experience in a customer-facing role at an early-stage B2B SaaS company, you know what it takes to build trust with customers before a big brand name is doing the work for you.

Strong at leading calls, training teams, and writing clean follow-ups.

Operational Discipline: Strong CRM hygiene, notes, tasks, and consistent account plans. You follow process diligently and run a tight ship.

Customer Obsessed: You build real relationships with the people you work with and genuinely care about their outcomes, not just the account health score.

High Ownership: You take full accountability for your accounts and follow through relentlessly, nothing falls through the cracks on your watch.

Excited to Be Early: You want to be part of a company at its earliest, most electric stage, energized by that even while working inside an evolving process rather than building one from scratch.

Experience with dealer tech ecosystems (DMS/CRM/schedulers, call tracking, BDC workflows)

Comfort with light technical coordination (integrations, data mapping, troubleshooting)

This is about as early as it gets: real traction, customers who genuinely love the product, and investors who've backed some of the best companies in the world betting big on us. You'll be living inside one of the most exciting build-outs in AI right now, in an industry that's about to look completely different because of what we're building. How you run a call, handle an escalation, or close a renewal in the next 12 months will directly shape how Flai serves customers for years to come.

Equity

• ~ Full benefits including medical, dental, and vision
• ~ Flexible PTO
• ~ A small, high-trust, fast-moving team that has a genuinely good time building something real