Sadie Automotive · 1 week ago
AI Sales Representative
United States
Full-time
Remote
Mid Level
3+ years expSadie Automotive is a company focused on enhancing and growing software businesses within the automotive sector. They are seeking an experienced AI Sales Representative to drive growth across key U.S. automotive markets, focusing on new business acquisition and full-cycle sales.
Computer Software
Responsibilities
Identify and target dealerships throughout the assigned region (West Coast, Northeast, or Florida)
Run outbound sequences across phone, email, LinkedIn, and in-person visits
Use an existing automotive tech network to accelerate regional penetration
Build and manage a strong outbound-driven pipeline
Qualify inbound leads from dealerships within the assigned territory
Conduct discovery calls to understand dealership workflows and operational bottlenecks
Book and run demos, converting interest into qualified opportunities
Deliver compelling demonstrations of AI-powered communication solutions
Manage the full sales cycle including prospecting, discovery, demo, proposal, negotiation, and close
Support customers throughout early activation and hand off accounts to onboarding teams
Represent the company at automotive conferences, trade shows, and dealer-group events
Build regional brand presence and maintain visibility within key markets
Conduct in-person dealership visits for advanced demos or late-stage deal discussions
Collaborate with leadership, sales, and product teams
Provide regional insights into dealership needs, processes, and common DMS systems (e.g., CDK, Reynolds, Dealertrack, Tekion, XTime)
Maintain accurate pipeline documentation and activity tracking in HubSpot
Provide consistent updates on territory progress and performance
Qualification
Required
3+ years of experience in automotive software or digital retailing sales
Experience selling technology solutions to dealerships within at least one target region
Background with companies such as Tekion, CDK Global, Reynolds & Reynolds, XTime, Dealertrack, Keyloop, AutoTrader/Cox, MotorK, or similar automotive SaaS vendors
Strong existing network in West Coast, Northeast, or Florida dealership groups
Proven success in a hunter-style role with consistent outbound activity
Strong demo, presentation, and communication skills
CRM experience, ideally HubSpot
Ability to self-manage in a fast-paced, remote startup environment
Comfort explaining AI-driven or technical solutions to non-technical dealership teams
Based in one of the eligible U.S. regions with ability to visit dealerships as needed
Preferred
Experience launching new markets or selling into greenfield territories
Background in fixed-ops, service, or dealership communications software
Field sales or hybrid inside/outside sales experience
Spanish or additional languages (especially valuable in CA and FL)
Benefits
Competitive base salary.
Uncapped commission with strong earning potential.
Fully remote role within the assigned U.S. region.
Opportunity to be among the first regional U.S. sales hires.
Training in AI, automotive workflows, and advanced sales methodologies.
Fast-paced, ambitious environment with significant growth opportunity.
Direct impact on expanding presence in the most innovative dealership markets.
Company
Sadie Automotive
Sadie Automotive is built for car dealerships and designed to handle every task you’d expect from your best front desk team member: • Answers every call, 24/7.
2-10 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase