Sales Executive (Matador AI)

Are you ready to be a big part of something big?

At Trader Interactive, we make buying and selling a great experience. We’re a group of go-getters who decided they didn’t want to settle for the status quo. We come together as one team to build value and drive innovation across our industries - but we have fun while we do it and make sure our people are always our #1 priority.

When it comes to your career, we want to provide big opportunities to help you make a big impact. But for this to be possible, we strive to feel small. Small enough to quickly change tack, small enough to learn from different teams and small enough to connect authentically with leadership.

What We Offer

• An inclusive and supportive work environment where you can move your career forward and will have the chance to do work that has real, significant impact on the world.

• The opportunity to be a part of a global group of digital marketplace businesses (CAR Group) located across Australia, Brazil, Chile and South Korea - collectively we have around 2,500 team members worldwide, and our CAR Group Tour means you might just find yourself working in one of those businesses sometime soon.

• Plenty of flexible leave options and employee benefits including up to 31 days of paid time off in your first year, continuing education with access to LinkedIn Learning, a full benefits package including medical, dental & vision, 401K with company match, and wellness program.

What You’ll Do

The Sales Executive, (internally leveled as, Matador Product Specialist) is a quota-carrying, new-business hunter responsible for driving net new logo acquisition across Commercial Truck, Marine, Equipment and Recreational vertical markets. This is a full-cycle sales role; from prospecting and pipeline generation through discovery, demonstration, negotiation and close — selling Conversational AI solutions to dealership groups and operators.

Working in concert with SDR support, channel and referral partnerships and self-sourced outbound activity, the Product Specialist owns revenue growth in their assigned territory. This is a high-impact, individual contributor role modeled after best-in-class SaaS acquisition motions seen at large enterprise SaaS companies — structured for reps who thrive in complex, consultative sales environments and are energized by building new customer relationships.

Pipeline Generation & Prospecting

• Execute a balanced prospecting motion across self-sourced outbound, SDR qualified inbound, and channel/referral-sourced leads.

• Build and maintain a minimum 3x pipeline coverage ratio against quota at all times.

• Develop territory and account-level prospecting plans targeting Commercial (powersports, RV, marine, construction equipment) and Recreational verticals.

• Leverage referral networks within the broader Trader Interactive ecosystem to identify cross-sell and co-sell opportunities.

• Partner closely with SDR team to refine messaging, qualify inbound interest and convert MQLs to SQLs efficiently.

Sales Execution & Deal Management

• Own the full sales cycle from initial discovery call through signed contract, typically 60-120 days depending on deal complexity.

• Conduct compelling discovery sessions to understand dealership workflow, technology gaps and performance objectives.

• Deliver tailored product demonstrations of Matador Conversational AI tools to dealership operators, GMs, and ownership groups.

• Build multi-threaded relationships with economic buyers, champions and end users within prospect accounts.

• Develop and deliver ROI-based business cases and proposals aligned to each prospect's operational metrics and KPIs.

• Manage deal progression in CRM with accurate forecasting, stage discipline and pipeline hygiene at all times.

Channel & Partner Collaboration

• Develop and nurture relationships with referral partners, OEM contacts and adjacent Trader Interactive business units to drive inbound deal flow.

• Develop and nurture relationships with referral partners, OEM contacts and adjacent Trader Interactive business units to drive inbound deal flow.

• Coordinate with channel partners on joint pipeline reviews, co-selling motions and shared account strategies.

• Act as a Matador brand ambassador at industry events, dealer associations and trade shows within target verticals.

Cross-Functional Alignment

• Feed competitive intelligence, objection patterns and prospect feedback to Product, Marketing,

• Marketplace Sales and Leadership teams on a structured basis.

• Support go-to-market initiatives including beta launches, product releases and vertical-specific marketing campaigns.

• Partner with Marketing to refine ICP targeting, messaging and campaign effectiveness based on field insights.

What We’re Looking For

• 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 ($15K–$75K ACV).

• Strong command of consultative selling methodologies (Challenger or equivalent).

• Proven ability to self-source pipeline through outbound prospecting in addition to working inbound and partner-referred leads.

• Excellent discovery, presentation, and negotiation skills with comfort presenting to C-suite and ownership-level buyers.

• Data-literate and CRM-disciplined — experience maintaining accurate pipeline in Salesforce, HubSpot or equivalent.

Bonus Points

• Experience selling into automotive, powersports, RV, marine, or equipment dealership verticals.

• Familiarity with CRM platforms, dealership management systems (DMS), or Conversational AI/messaging products.

• Background selling within a SaaS portfolio (e.g., Coupa, Anaplan, DealerSocket, VinSolutions, vAuto).

• Experience working in a channel-assisted or partner co-sell sales environment.

• Comfort with product-led growth motions and shorter, transactional deal cycles alongside complex enterprise sales.

So come and join our team - because every role is a big role in our plans to go big.

TI proudly supports a diverse workforce, and we encourage candidates from underrepresented groups to apply. Trader Interactive is an equal opportunity employer where hiring is based entirely on business needs, job requirements, and individual merit.

Originally posted on Himalayas