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About the role

  • 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

Job title

Job type

Full Time

Experience level

Mid levelSenior

Salary

Not specified

Degree requirement

No Education Requirement

Location requirements

RemoteNorth America

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