[Hiring] Senior Sales Executive @Flai

Role Description

We’re hiring a senior individual contributor to sell Flai’s AI-native sales CRM. You’ll help operators make a confident decision to replace their incumbent CRM.

You’ll work closely with the founders, sell to new dealership groups and expand relationships with dealers already using Flai for service. This is a remote role with travel for important customer meetings, pilots, industry events and group rollouts. Travel follows the deal; it is not a continuously on-the-road territory role.

What You’ll Do

• Prospecting, discovery, tailored demos, pilot design, commercial proposals, negotiation and close.
• Build your own pipeline and partner with customer success on expansion opportunities.
• Assess how a store handles lead response, appointments, sales follow-up, customer records, team activity and reporting.
• Connect the proposed CRM change to measurable business outcomes.
• Address incumbent contracts, adoption risk, data migration, integrations, change management and rollout sequencing with the right internal partners.
• Define clear stores, users, lead sources, human and AI responsibilities, success measures, owners and decision dates.
• Build a path from the first store to a group rollout.
• Keep HubSpot pipeline and forecasts accurate.
• Maintain concrete next steps, identify risk early and hand signed customers to implementation and customer success with clear commitments.
• Bring customer and competitive feedback to product and the founders.
• Help build the sales playbook as the CRM business grows.

Qualifications

• Automotive CRM sales experience: Direct experience personally selling automotive sales CRM, either currently or within the past 12 months.
• A proven dealer track record: A record of closing deals with dealerships and dealer groups. You can explain your quota, attainment, new-logo versus expansion mix, self-sourced pipeline, deal size, sales cycle and individual contribution.
• Dealership fluency: Deep knowledge of dealership sales and BDC workflows, with experience earning trust across store leadership and group stakeholders.
• Strong commercial judgment: Strong discovery, demos, objection handling and commercial judgment. You can sell a replacement and manage adoption concerns without promising capabilities or delivery dates you cannot support.
• A founder mindset: The discipline to run a remote sales process, the willingness to travel when it advances a deal, and the initiative to prospect and build in an early-stage environment.
• Typically, this background includes three or more years in a quota-carrying automotive CRM sales role. Dealership operating experience, multi-rooftop rollouts, competitive displacement wins and a strong dealer network are valuable additions.