--- title: 'Senior Sales Executive, Sales CRM at Flai' canonical: 'https://feeny.ai/job/senior-sales-executive-sales-crm-flai-remote-5996mxkr43wa' type: 'job' last_seen: '2026-10-30' --- # Senior Sales Executive, Sales CRM at Flai - **Company:** Flai - **Location:** Remote - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-10-29 - **Last confirmed live:** 2026-10-30 - **Apply:** https://jobs.ashbyhq.com/flai/eb83d0b5-7121-450d-ad4a-f06be7bce003 ## Job description Location: Remote (US) Type: Full-Time Work Arrangement: Remote ## About Flai AI has transformed B2B SaaS, but it has struggled to reach the real-world industries that shape our lives. Flai is building the leading AI-native CRM for car dealerships. Auto dealerships are a $1.3 trillion industry and sell 96% of the 16 million new cars sold each year. Yet they still run on outdated systems and manual processes, and they spend $36B a year on operations. That’s our opportunity. Flai is live in many hundreds of dealerships across the U.S., including 20% of the top 50 dealer groups. We work closely with OEMs and distributors too, and are backed by Toyota Ventures, Gulf States Toyota, and the Findlay Automotive Group. We’ve raised over $33M, including our recent $27M Series A. We’ve grown very fast with a small, scrappy team, and we keep moving at that pace. ## Role Overview 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. ## What We’re Looking For - 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. ## About Flai ## Company Overview - **One-liner**: Flai provides AI-powered, omni-channel communications workers for car dealerships, handling phone calls, SMS, and emails to capture leads and book service appointments 24/7. - **Entity Type**: Private (Seed stage) - **Headquarters**: San Francisco, California, USA - **Founded**: 2025 - **Founders**: Ari Polakof (CEO), Alen Polakof (CTO), Juan Alzugaray (COO) ## Core Business - **Primary industry**: Automotive Retail Technology (Auto Dealerships) - **Target customers**: B2B; Car dealerships (franchise and independent) across sales and service departments. - **Mission or purpose statement**: Not publicly stated, but the company's core purpose is to ensure dealerships never miss a customer lead or sales opportunity, handling every interaction as a top sales rep would, 24/7. ## Products & Services - **AI Voice Agent**: Handles incoming phone calls 24/7 to book test drives, schedule service appointments (oil changes, recalls), qualify leads, check inventory, and transfer complex calls to human staff. - **AI Outbound Agent**: Automates follow-ups with cold leads, re-engages existing customers, and runs proactive recall and service reminder campaigns via calls, SMS, and email. - **Omni-Channel Communications Platform**: Integrates with dealership systems (DMS, CRM, scheduler) to manage calls, texts, and emails from a single interface, providing advanced analytics and full call logs. ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metric**: **Total Funding** — $6 million (Seed round) - **Notable Investors/Partners**: First Round Capital (lead), Y Combinator (S25 Batch), SV Angel, Liquid 2 Ventures, Innovation Endeavors, RedBlue Capital, Joe Montana’s Liquid 2 Ventures. - **Growth Signals**: - Founded in 2025 and already processing calls for dealerships (claiming to have visited ~400 dealerships early on). - Claims a typical 340% ROI in the first year for clients. - SOC 2 Type II compliant, indicating enterprise-grade security for automotive retail. ## Competitive Advantages - **Purpose-built for Auto**: The AI is built specifically for the car dealership context (inventory checks, DMS integration, service scheduling), not a generic voice AI. - **Proprietary Voice Technology**: Built voice AI from the ground up, not using off-the-shelf kits, claiming better performance and natural conversation compared to competitors. - **Omni-channel by design**: Handles voice, email, and SMS natively, with seamless transitions between channels. - **Deep Integration**: Integrates directly with dealership DMS/CRM systems, allowing it to pull inventory and customer data in real-time. ## Strategic Focus - **Capture the after-hours market**: Addresses the fact that 56% of dealership leads arrive outside business hours, a massive untapped revenue pool for dealers. - **Scale through demonstrable ROI**: Focused on proving high ROI (340% claim) to win dealerships currently using other solutions or no solution at all. - **Build for the "AI-first" dealership**: Developing a platform that makes availability and instant response the core of the dealership customer experience. ## Why Work Here - **High-leverage role**: Joining a 15-person team (as of mid-2025) backed by top-tier investors (Y Combinator, First Round Capital). Early employees have significant ownership and impact. - **Top-tier founding team**: Founders are repeat founders (HappyRobot) and come from infrastructure roles at Uber, HappyRobot, and data science at Netflix. - **Culture & Policy**: **Remote-first within the United States**, offering flexibility. The company is in its hyper-growth phase (Seed stage) with aggressive targets. - **Notable Perks & Engineering Culture**: The engineering culture is centered on building proprietary voice AI and real-time communications systems. Headcount is small (~15 people), suggesting a tight-knit, high-output environment. Salaries for technical roles are competitive ($150K - $250K range from YC job posts). ## Sources 1. [useflai.com](https://useflai.com/) 2. [ycombinator.com/companies/flai](https://www.ycombinator.com/companies/flai) 3. [ycombinator.com/companies/flai/jobs](https://www.ycombinator.com/companies/flai/jobs) 4. [techcrunch.com](https://techcrunch.com/2025/10/03/flai-is-the-latest-startup-bringing-ai-to-car-dealerships/) 5. 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