Director of Acquisition, Marketplace

Trader Interactive • Toronto, ON

43d

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.
The Director of Acquisition is responsible for leading new business growth across Trader Interactive’s marketplace brands. This role owns the strategy, execution, and performance of the Sales Executive team, with a clear mandate to drive consistent, scalable dealer acquisition.
This leader brings a deep understanding of the hunter sales motion and knows how to build, coach, and motivate high-performing acquisition teams. They combine data-driven decision making with strong sales leadership to create a disciplined, high-accountability environment where pipeline generation, conversion, and revenue performance are consistently improving.
This is a hands-on leadership role focused on building a repeatable, high-performing acquisition engine.

Requirements

• 7-10+ years of B2B sales experience, with significant time in new business acquisition roles.
• 3+ years of sales leadership experience managing acquisition or hunter-based teams.
• Proven track record of building and leading teams that consistently exceed quota.
• Strong understanding of outbound prospecting, pipeline management, and full-cycle sales execution.
• Demonstrated ability to use data and metrics to drive performance and accountability.
• Experience developing and executing sales strategies aligned to growth targets.
• Strong coaching, communication, and leadership skills.

Nice To Haves

• Experience in digital marketplaces, advertising, or SaaS.
• Background in automotive, RV, marine, powersports, or commercial equipment industries.
• Experience leading teams in SMB or mid-market sales environments.
• Familiarity with Salesforce and sales engagement tools.

Responsibilities

• Define and execute the new business acquisition strategy across marketplace brands and verticals.
• Translate company growth objectives into clear targets, territory plans, and coverage models.
• Identify opportunities to improve market penetration, segment focus, and go-to-market approach.
• Partner with Marketing and Leadership to refine ICP, targeting, and demand generation strategy.
• Lead, coach, and develop a team of Sales Executives focused on net-new dealer acquisition.
• Establish clear performance expectations across pipeline generation, conversion, and revenue.
• Drive a high-performance culture grounded in accountability, activity standards, and results.
• Inspect pipeline health, funnel metrics, and sales activity to ensure consistent execution.
• Hire, onboard, and ramp top acquisition talent.
• Own team quota attainment and new dealer acquisition outcomes.
• Ensure consistent pipeline coverage and disciplined sales execution across the team.
• Drive forecasting accuracy and maintain visibility into performance trends and risks.
• Implement and reinforce best practices in prospecting, discovery, and closing.
• Leverage data to diagnose performance gaps across funnel stages (activity, conversion, yield).
• Establish and track key performance indicators to improve team effectiveness.
• Use insights to coach individuals and refine team-level strategy.
• Partner cross-functionally to incorporate market feedback, competitive insights, and customer trends into sales execution.
• Partner with Marketing to improve lead quality, messaging, and campaign effectiveness.
• Align with Account Management and Customer Success to ensure smooth onboarding and long-term customer value.
• Collaborate with Sales Operations on tools, reporting, and process optimization.
• Provide regular updates to leadership on performance, trends, and strategic opportunities.

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: Director
• Education Level: No Education Listed