Sales Executive selling Matador Conversational AI to dealership groups across North American commercial and recreational markets. Owning prospecting, demonstrations, negotiation, and full-cycle SaaS revenue growth.
Responsibilities
Drive net new logo acquisition across Commercial Truck, Marine, Equipment, and Recreational vertical markets
Own the full sales cycle from prospecting and pipeline generation through discovery, demonstration, negotiation, and close
Sell Conversational AI solutions to dealership groups and operators
Execute self-sourced outbound, SDR-qualified inbound, and channel/referral-sourced prospecting
Maintain a minimum 3x pipeline coverage ratio against quota
Develop territory and account-level prospecting plans
Identify cross-sell and co-sell opportunities through Trader Interactive referral networks
Conduct discovery sessions to understand dealership workflows, technology gaps, and performance objectives
Deliver tailored Matador Conversational AI product demonstrations
Build relationships with economic buyers, champions, and end users
Develop ROI-based business cases and proposals
Manage CRM deal progression, forecasting, stage discipline, and pipeline hygiene
Nurture referral partner, OEM, and adjacent Trader Interactive business relationships
Coordinate joint pipeline reviews, co-selling motions, and shared account strategies with channel partners
Represent Matador at industry events, dealer associations, and trade shows
Share competitive intelligence and prospect feedback with Product, Marketing, Marketplace Sales, and Leadership
Support beta launches, product releases, and vertical-specific marketing campaigns
Partner with Marketing to refine ICP targeting, messaging, and campaign effectiveness
Requirements
3–5+ years of quota-carrying SaaS sales experience in a full-cycle Account Executive or equivalent role
Demonstrated track record of consistent quota attainment at or above 100%
Experience selling operational or vertical SaaS solutions to SMB and mid-market customers with $15K–$75K ACV
Strong command of consultative selling methodologies, such as Challenger or equivalent
Proven ability to self-source pipeline through outbound prospecting and work inbound and partner-referred leads
Excellent discovery, presentation, and negotiation skills
Comfort presenting to C-suite and ownership-level buyers
Data-literate and CRM-disciplined
Experience maintaining accurate pipeline in Salesforce, HubSpot, or equivalent
Bonus: Experience selling into automotive, powersports, RV, marine, or equipment dealership verticals
Bonus: Familiarity with CRM platforms, dealership management systems (DMS), or Conversational AI/messaging products
Bonus: Background selling within a SaaS portfolio
Bonus: Experience in channel-assisted or partner co-sell sales environments
Bonus: Comfort with product-led growth motions and shorter transactional deal cycles alongside complex enterprise sales
Benefits
Up to 31 days of paid time off in your first year
Flexible leave options
Continuing education with access to LinkedIn Learning
Medical, dental, and vision benefits
401(k) with company match
Wellness program
Inclusive and supportive work environment
Opportunities to work within CAR Group businesses worldwide
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