iMotor, Product Specialist

Trader Interactive • Toronto, ON

16d • Remote

About The Position

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.
And one of the best parts? We give you the freedom to work from whatever working location works best for you and your lifestyle - yes, this means you can be 100% remote if you want to be!
The iMotor Website 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 digital 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.

Requirements

• 3–5+ years of quota-carrying SaaS sales experience in a full-cycle Product Specialist 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.

Nice To Haves

• Experience selling into automotive, powersports, RV, marine, or equipment dealership verticals.
• Familiarity with Websites, Digital Advertising, 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.

Responsibilities

• 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.
• 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 iMotor Website 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.
• 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 iMotor Website brand ambassador at industry events, dealer associations and trade shows within target verticals.
• Collaborate with the Customer Success teams to ensure smooth post-sale handoff and maximize early customer engagement.
• 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.

Benefits

• 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 This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed