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.Trader Interactive powers some of the leading digital marketplaces in North America across RV, marine, powersports, and commercial equipment. As a fast-growing technology company delivering consistent double-digit growth, our platforms serve millions of users and play a critical role in connecting buyers and sellers across our markets.Following years of growth and acquisition, we are investing in a full platform transformation to simplify our architecture, accelerate engineering velocity, and unlock the next generation of marketplace capabilities, including AI-driven experiences. This role is central to that transformation.As CTO, you will lead the modernization of our technology ecosystem and build a high-performing global engineering organization capable of delivering scalable, reliable, and data-driven platforms that power our next phase of growth.What You’ll Do:Technology Strategy and Platform TransformationDefine and execute the long-term technology strategy across all marketplace platforms.Lead platform simplification and modernization across frontend, backend, and data architecture.Reduce technical debt and eliminate legacy systems created through acquisition.Align with broader CAR Group architecture and shared services where appropriate.Engineering Execution and DeliveryImprove engineering velocity, delivery predictability, and execution discipline.Establish modern development practices, including AI-assisted tooling.Drive consistency across frameworks, platforms, and teams.Platform Reliability, Performance, and ScaleEnsure high availability, performance, and scalability of consumer-facing platforms.Implement best-in-class observability, monitoring, and incident response.Maintain systems where uptime and performance directly impact revenue.Data and AI EnablementBuild a unified, high-integrity data platform powering search, analytics, and customer insight.Enable AI-driven capabilities across search, pricing, recommendations, and lead optimization.Treat data as a core product asset.Security and TrustLead cybersecurity and platform protection in partnership with CAR Group.Ensure protection of customer data, marketplace integrity, and platform availability.LeadershipLead a global engineering organization across multiple regions.Build a culture of accountability, operational excellence, and high performance.Partner closely with the CEO, Chief Product Officer, and executive team.What We’re Looking For:Experience15+ years in technology leadership, including senior engineering leadership roles.Experience scaling consumer-facing digital platforms with millions of users.Proven track record leading large, global engineering organizations.Experience driving platform modernization and reducing technical complexity.History of improving engineering velocity and delivery outcomes.Technical ExpertiseDistributed systems and cloud-native architecture (AWS).Modern web and application stacks (e.g., Node.js, PHP, React, Vue).Data platforms and search technologies (e.g., Elasticsearch, NoSQL, relational databases).DevOps and site reliability practices.Experience with AI-enabled development and product capabilities.LeadershipStrong operator with a bias for execution and outcomes.Ability to simplify complex systems and organizations.Strategic thinker with hands-on leadership capability.Builder of high-performing, accountable teams.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 #J-18808-Ljbffr
Transform the technology landscape as a strategic Chief Technology Officer. Lead the modernization of platforms and drive innovation through advanced engineering practices. In this key leadership role, you will craft and execute the overarching technology strategy to scale our global digital marketplace operations effectively. Your responsibilities include simplifying technology architecture, driving operational excellence, and supporting AI-driven advancements across platforms. Collaborate with senior executives to ensure alignment and success in delivery outcomes. Key Responsibilities: • Define and direct long-term technology vision • Simplify and modernize technology architecture • Enhance engineering execution and predictability • Ensure platform performance and availability • Build robust data platforms to support insights Requirements: • 15+ years in senior technology leadership roles • Experience in consumer-facing digital platforms • Proficient in cloud-native and distributed systems • Background in AI-enablement and modern tech stacks • Proven record of building effective global teams Lead the charge in evolving technology strategies that fuel our marketplace growth and improve user experiences. #J-18808-Ljbffr
A leading technology firm in Toronto is seeking a Chief Technology Officer (CTO) to lead the modernization of their technology ecosystem and build a high-performing global engineering organization. The ideal candidate will have over 15 years of experience in technology leadership, with a proven track record of scaling consumer-facing platforms and leading large engineering teams. This role offers the opportunity to drive significant technological transformation within the company and implement innovative solutions that enhance the user experience. #J-18808-Ljbffr
A leading digital marketplace company based in Toronto is seeking a Vice President of Revenue Operations to drive revenue growth and align sales, marketing, and customer service teams. Key responsibilities include developing a comprehensive revenue strategy, managing forecasting processes, and optimizing CRM tools. The ideal candidate has extensive experience in revenue operations and a track record of influencing C-suite decisions. Join this inclusive workplace and make a significant impact in the industry. #J-18808-Ljbffr
A leading technology firm in Toronto is seeking a Chief Technology Officer (CTO) to lead the modernization of their technology ecosystem and build a high-performing global engineering organization. The ideal candidate will have over 15 years of experience in technology leadership, with a proven track record of scaling consumer-facing platforms and leading large engineering teams. This role offers the opportunity to drive significant technological transformation within the company and implement innovative solutions that enhance the user experience. #J-18808-Ljbffr
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.
Trader Interactive powers some of the leading digital marketplaces in North America across RV, marine, powersports, and commercial equipment. As a fast-growing technology company delivering consistent double-digit growth, our platforms serve millions of users and play a critical role in connecting buyers and sellers across our markets.
Following years of growth and acquisition, we are investing in a full platform transformation to simplify our architecture, accelerate engineering velocity, and unlock the next generation of marketplace capabilities, including AI-driven experiences. This role is central to that transformation.
As CTO, you will lead the modernization of our technology ecosystem and build a high-performing global engineering organization capable of delivering scalable, reliable, and data-driven platforms that power our next phase of growth.
What You’ll Do:
Technology Strategy and Platform Transformation
Define and execute the long-term technology strategy across all marketplace platforms.
Lead platform simplification and modernization across frontend, backend, and data architecture.
Reduce technical debt and eliminate legacy systems created through acquisition.
Align with broader CAR Group architecture and shared services where appropriate.
Engineering Execution and Delivery
Improve engineering velocity, delivery predictability, and execution discipline.
Establish modern development practices, including AI-assisted tooling.
Drive consistency across frameworks, platforms, and teams.
Platform Reliability, Performance, and Scale
Ensure high availability, performance, and scalability of consumer-facing platforms.
Implement best-in-class observability, monitoring, and incident response.
Maintain systems where uptime and performance directly impact revenue.
Data and AI Enablement
Build a unified, high-integrity data platform powering search, analytics, and customer insight.
Enable AI-driven capabilities across search, pricing, recommendations, and lead optimization.
Treat data as a core product asset.
Security and Trust
Lead cybersecurity and platform protection in partnership with CAR Group.
Ensure protection of customer data, marketplace integrity, and platform availability.
Leadership
Lead a global engineering organization across multiple regions.
Build a culture of accountability, operational excellence, and high performance.
Partner closely with the CEO, Chief Product Officer, and executive team.
What We’re Looking For:
Experience
15+ years in technology leadership, including senior engineering leadership roles.
Experience scaling consumer-facing digital platforms with millions of users.
Proven track record leading large, global engineering organizations.
Experience driving platform modernization and reducing technical complexity.
History of improving engineering velocity and delivery outcomes.
Technical Expertise
Distributed systems and cloud-native architecture (AWS).
Modern web and application stacks (e.g., Node.js, PHP, React, Vue).
Data platforms and search technologies (e.g., Elasticsearch, NoSQL, relational databases).
DevOps and site reliability practices.
Experience with AI-enabled development and product capabilities.
Leadership
Strong operator with a bias for execution and outcomes.
Ability to simplify complex systems and organizations.
Strategic thinker with hands-on leadership capability.
Builder of high-performing, accountable teams.
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
#J-18808-Ljbffr
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 Vice President, Revenue Operations is responsible for setting and executing the overarching revenue operations strategy in support of Trader Interactive’s growth objectives. This executive leader drives alignment across Sales, Marketing, Finance and Customer Service to enable predictable revenue growth, operational excellence, and a High Performing Sales Culture.
As a strategic partner to the CSO, the VP of Revenue Operations ensures revenue systems, processes, analytics, compensation programs, and GTM execution are optimized to scale. This role translates company strategy into actionable operational plans that improve forecasting accuracy, conversion performance, retention, and overall revenue outcomes.
Develop and implement a holistic revenue strategy that aligns Sales, Marketing, Product and Customer Success objectives to accelerate growth.
Lead forecasting, pipeline management, and revenue planning to meet and exceed quarterly and annual targets.
Analyze market trends, sales performance, and competitive intelligence to drive revenue insights and recommendations.
Optimize pricing, sales compensation, and incentive structures to drive and support a high‑performing Sales culture.
Serve as a strategic advisor to the executive team on revenue performance, risks, and growth opportunities using data‑backed insights.
Go‑To‑Market Leadership
Own the end‑to‑end Go‑To‑Market (GTM) strategy for new products, features, and market expansions.
Partner with product, marketing, and sales teams to execute successful launches and ensure alignment with customer needs.
Oversee customer acquisition, upselling, and retention strategies, ensuring revenue growth across new and existing accounts.
Sales Enablement & Operational Excellence
Develop and implement sales processes, playbooks, and enablement programs to enhance team productivity.
Streamline lead routing, deal flow, contract execution, and account management to ensure operational efficiency.
Oversee CRM and tech stack management (e.g., Salesforce) to optimize data integrity, reporting and automation.
Data‑Driven Insights & Performance Management
Lead data analytics and KPI tracking, delivering insights on revenue performance, conversion rates, and market opportunities.
Provide real‑time reporting and dashboards for sales, marketing, and executive teams to support strategic decisions.
Standardize and enforce data governance across revenue systems to ensure accuracy and consistency.
Organizational Leadership & Culture
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.
Build, lead, and scale a high‑performing Revenue Operations team.
Foster collaboration across cross‑functional teams.
Accountable for organizational design, performance management, career development, and succession planning within the team.
Foster a culture of accountability, collaboration, operational rigor, and continuous improvement.
What We’re Looking For:
12+ years of progressive experience in Revenue Operations, Sales Operations, Commercial Strategy, or related functions.
5+ years in senior leadership roles with enterprise‑level scope.
Proven experience shaping revenue strategy and driving measurable growth outcomes.
Deep expertise in CRM platforms and GTM technology ecosystems.
Strong financial acumen, forecasting expertise, and experience partnering with Finance.
Demonstrated ability to influence C‑suite stakeholders and lead cross‑functional initiatives.
Strong analytical and strategic thinking capabilities with fluency in data‑informed decision‑making.
Bonus Points:
Hybrid opportunity – Toronto Trader Interactive Office
Revenue performance is predictable, transparent, and aligned to plan, with improved forecast accuracy and clear visibility into risks and opportunities.
Customer acquisition, retention, and expansion strategies are optimized, resulting in measurable improvements in churn reduction and revenue growth.
Compensation and incentive programs drive the right behaviors, reinforcing a High Performing Sales Culture and aligning performance to company objectives.
Revenue systems and data are trusted enterprise‑wide – reporting is accurate, timely, and actionable for executive and Board‑level decision‑making.
The Revenue Operations function is viewed as a strategic partner to the business, proactively identifying opportunities, mitigating risks, and driving operational excellence.
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.
#J-18808-Ljbffr
Transform the technology landscape as a strategic Chief Technology Officer. Lead the modernization of platforms and drive innovation through advanced engineering practices.
In this key leadership role, you will craft and execute the overarching technology strategy to scale our global digital marketplace operations effectively. Your responsibilities include simplifying technology architecture, driving operational excellence, and supporting AI-driven advancements across platforms. Collaborate with senior executives to ensure alignment and success in delivery outcomes.
Key Responsibilities:
• Define and direct long-term technology vision
• Simplify and modernize technology architecture
• Enhance engineering execution and predictability
• Ensure platform performance and availability
• Build robust data platforms to support insights
Requirements:
• 15+ years in senior technology leadership roles
• Experience in consumer-facing digital platforms
• Proficient in cloud-native and distributed systems
• Background in AI-enablement and modern tech stacks
• Proven record of building effective global teams
Lead the charge in evolving technology strategies that fuel our marketplace growth and improve user experiences.
#J-18808-Ljbffr
Are you ready to be a big part of something big? Trader Interactive is a group of go-getters who build value and drive innovation across our industries. We focus on helping people have a great experience when buying and selling, while making sure our people are our #1 priority.What We Offer:An inclusive and supportive work environment where you can move your career forward and do work that has real, significant impact on the world.A global group of digital marketplace businesses (CAR Group) across Australia, Brazil, Chile and South Korea, with around 2,500 team members worldwide.Flexible leave options and benefits including up to 31 days of paid time off in the first year, LinkedIn Learning access, medical/dental/vision, 401K with company match, and wellness programs.What You’ll DoThe Vice-President, Software Sales is the senior revenue leader for Trader Interactive's Software Business Unit, owning bookings attainment across iMotor Websites, Matador AI and Statistical Surveys. This role reports to the GM of Software and is accountable for building and scaling a high-performing, metrics-driven sales organization. The VP oversees the full revenue motion from pipeline generation and forecasting to rep coaching, territory design and cross-functional alignment with Product and Finance. The VP is expected to be in the field coaching deals, running QBRs, managing channels, and maintaining a consistent standard of sales execution. This role combines strategic leadership with hands-on operational discipline to capitalize on a greenfield SaaS opportunity across dealership and commercial verticals.Revenue Ownership & Bookings AttainmentOwn ARR Bookings targets across iMotor Websites, Matador AI and Statistical Surveys — holding the team accountable to quarterly and annual plans.Drive consistent revenue execution through disciplined forecasting, pipeline management, and deal inspection at every stage of the funnel.Develop and manage a consolidated view of Software BU pipeline health, coverage ratios, and conversion velocity to surface risks and opportunities early.Deliver accurate, stage-disciplined forecasts to the GM and executive leadership on a weekly and monthly cadence.Build and enforce a culture of forecast hygiene and CRM discipline across all three product sales teams.Team Leadership & CoachingLead, develop, and retain a team of Product Specialists and supporting SDRs across multiple product verticals—building capability, not just managing activity.Implement a structured coaching and enablement framework designed to reduce performance variation across the sales force and elevate the floor as well as the ceiling.Conduct regular 1:1s, deal reviews, call coaching, and pipeline inspections with a focus on skill development tied to measurable outcomes.Identify top performers and create clear career paths; identify underperformers and execute structured improvement plans with urgency.Partner with Sales Enablement and People teams to design onboarding, ramp programs, and ongoing skills development aligned to each product's sales motion.Pipeline Coverage & Demo-to-Conversion ExecutionEstablish and enforce a minimum 3x pipeline coverage ratio across all product lines — holding managers and reps accountable to territory-level prospecting plans.Own demo-to-conversion targets as a core operating metric; drive systematic improvement through better qualification, discovery process, and demo delivery standards.Partner with SDR leadership to optimize MQL-to-SQL conversion, inbound routing, and outbound sequencing across all three product verticals.Champion a rigorous qualification methodology (Challenger or equivalent) to improve deal quality upstream and reduce late-stage churn.Go-to-Market Strategy & Cross-Functional AlignmentServe as a key stakeholder in Product planning — bringing structured field intelligence, objection patterns, competitive insights, and ICP feedback into roadmap and prioritization conversations.Partner with Finance in Annual Operating Plan (AOP) and quota-setting processes — contributing bottom-up insights on territory capacity, market sizing, and achievable ramp timelines.Collaborate with Marketing on campaign effectiveness, ICP targeting, and vertical-specific messaging to ensure field alignment with demand generation motions.Work closely with Customer Success leadership to ensure clean post-sale handoffs that protect NRR and set the foundation for expansion.Represent Software BU sales leadership in executive reviews, board materials, and cross-BU strategic planning sessions.Channel & Partner DevelopmentDevelop and scale referral, OEM, and channel partnerships that generate incremental pipeline and expand market reach beyond direct outbound motions.Coordinate co-sell motions across the Trader Interactive ecosystem — identifying cross-BU opportunities and driving coordinated account strategies.Act as the Software BU's senior commercial presence at industry events, dealer associations, trade shows, and OEM forums.What We’re Looking ForRequired Qualifications8–12+ years of SaaS sales experience, including 3–5+ years in a senior sales leadership role (Director, VP, or equivalent) with direct quota ownership.Demonstrated track record of leading teams to consistent quota attainment — including building from early-stage and scaling through growth phases.Deep experience managing full-cycle SaaS sales teams in SMB and mid-market environments ($15K–$100K ACV range).Strong command of consultative and value-based selling methodologies; Challenger Sales, or equivalent.Proven ability to build and implement structured coaching frameworks that reduce performance variation and develop sellers at all levels.Data-literate and operationally rigorous — expertise in Salesforce (or equivalent CRM), pipeline management, and revenue forecasting.Experience as a cross-functional stakeholder in Product planning and Financial / AOP processes.Executive presence and communication skills — comfortable presenting to GM, C-suite, and board-level audiences.Preferred QualificationsExperience leading multi-product SaaS sales teams — managing distinct GTM motions, quota structures, and buyer profiles under a unified P&L.Background selling into dealership verticals: automotive, powersports, RV, marine, equipment, or adjacent industries.Familiarity with Websites, Digital Advertising, CRM, DMS, Conversational AI/messaging, or survey/analytics SaaS products.Track record of building or scaling channel and partner co-sell programs that contribute meaningfully to pipeline.Experience navigating go-to-market initiatives alongside Product, Marketing, and Customer Success teams.Success in a portfolio SaaS company.Comfort operating in both greenfield acquisition environments and renewal/expansion revenue contexts.So come and join our team — because every role is a big role in our plans to go big. Trader Interactive proudly supports a diverse workforce, and we encourage candidates from underrepresented groups to apply. Trader Interactive is an equal opportunity employer. #J-18808-Ljbffr
Are you ready to be a big part of something big?
Trader Interactive is a group of go-getters who build value and drive innovation across our industries. We focus on helping people have a great experience when buying and selling, while making sure our people are our #1 priority.
What We Offer:
An inclusive and supportive work environment where you can move your career forward and do work that has real, significant impact on the world.
A global group of digital marketplace businesses (CAR Group) across Australia, Brazil, Chile and South Korea, with around 2,500 team members worldwide.
Flexible leave options and benefits including up to 31 days of paid time off in the first year, LinkedIn Learning access, medical/dental/vision, 401K with company match, and wellness programs.
What You’ll Do
The Vice-President, Software Sales is the senior revenue leader for Trader Interactive's Software Business Unit, owning bookings attainment across iMotor Websites, Matador AI and Statistical Surveys. This role reports to the GM of Software and is accountable for building and scaling a high-performing, metrics-driven sales organization. The VP oversees the full revenue motion from pipeline generation and forecasting to rep coaching, territory design and cross-functional alignment with Product and Finance. The VP is expected to be in the field coaching deals, running QBRs, managing channels, and maintaining a consistent standard of sales execution. This role combines strategic leadership with hands-on operational discipline to capitalize on a greenfield SaaS opportunity across dealership and commercial verticals.
Revenue Ownership & Bookings Attainment
Own ARR Bookings targets across iMotor Websites, Matador AI and Statistical Surveys — holding the team accountable to quarterly and annual plans.
Drive consistent revenue execution through disciplined forecasting, pipeline management, and deal inspection at every stage of the funnel.
Develop and manage a consolidated view of Software BU pipeline health, coverage ratios, and conversion velocity to surface risks and opportunities early.
Deliver accurate, stage-disciplined forecasts to the GM and executive leadership on a weekly and monthly cadence.
Build and enforce a culture of forecast hygiene and CRM discipline across all three product sales teams.
Team Leadership & Coaching
Lead, develop, and retain a team of Product Specialists and supporting SDRs across multiple product verticals—building capability, not just managing activity.
Implement a structured coaching and enablement framework designed to reduce performance variation across the sales force and elevate the floor as well as the ceiling.
Conduct regular 1:1s, deal reviews, call coaching, and pipeline inspections with a focus on skill development tied to measurable outcomes.
Identify top performers and create clear career paths; identify underperformers and execute structured improvement plans with urgency.
Partner with Sales Enablement and People teams to design onboarding, ramp programs, and ongoing skills development aligned to each product's sales motion.
Pipeline Coverage & Demo-to-Conversion Execution
Establish and enforce a minimum 3x pipeline coverage ratio across all product lines — holding managers and reps accountable to territory-level prospecting plans.
Own demo-to-conversion targets as a core operating metric; drive systematic improvement through better qualification, discovery process, and demo delivery standards.
Partner with SDR leadership to optimize MQL-to-SQL conversion, inbound routing, and outbound sequencing across all three product verticals.
Champion a rigorous qualification methodology (Challenger or equivalent) to improve deal quality upstream and reduce late-stage churn.
Go-to-Market Strategy & Cross-Functional Alignment
Serve as a key stakeholder in Product planning — bringing structured field intelligence, objection patterns, competitive insights, and ICP feedback into roadmap and prioritization conversations.
Partner with Finance in Annual Operating Plan (AOP) and quota-setting processes — contributing bottom-up insights on territory capacity, market sizing, and achievable ramp timelines.
Collaborate with Marketing on campaign effectiveness, ICP targeting, and vertical-specific messaging to ensure field alignment with demand generation motions.
Work closely with Customer Success leadership to ensure clean post-sale handoffs that protect NRR and set the foundation for expansion.
Represent Software BU sales leadership in executive reviews, board materials, and cross-BU strategic planning sessions.
Channel & Partner Development
Develop and scale referral, OEM, and channel partnerships that generate incremental pipeline and expand market reach beyond direct outbound motions.
Coordinate co-sell motions across the Trader Interactive ecosystem — identifying cross-BU opportunities and driving coordinated account strategies.
Act as the Software BU's senior commercial presence at industry events, dealer associations, trade shows, and OEM forums.
What We’re Looking For
Required Qualifications
8–12+ years of SaaS sales experience, including 3–5+ years in a senior sales leadership role (Director, VP, or equivalent) with direct quota ownership.
Demonstrated track record of leading teams to consistent quota attainment — including building from early-stage and scaling through growth phases.
Deep experience managing full-cycle SaaS sales teams in SMB and mid-market environments ($15K–$100K ACV range).
Strong command of consultative and value-based selling methodologies; Challenger Sales, or equivalent.
Proven ability to build and implement structured coaching frameworks that reduce performance variation and develop sellers at all levels.
Data-literate and operationally rigorous — expertise in Salesforce (or equivalent CRM), pipeline management, and revenue forecasting.
Experience as a cross-functional stakeholder in Product planning and Financial / AOP processes.
Executive presence and communication skills — comfortable presenting to GM, C-suite, and board-level audiences.
Preferred Qualifications
Experience leading multi-product SaaS sales teams — managing distinct GTM motions, quota structures, and buyer profiles under a unified P&L.
Background selling into dealership verticals: automotive, powersports, RV, marine, equipment, or adjacent industries.
Familiarity with Websites, Digital Advertising, CRM, DMS, Conversational AI/messaging, or survey/analytics SaaS products.
Track record of building or scaling channel and partner co-sell programs that contribute meaningfully to pipeline.
Experience navigating go-to-market initiatives alongside Product, Marketing, and Customer Success teams.
Success in a portfolio SaaS company.
Comfort operating in both greenfield acquisition environments and renewal/expansion revenue contexts.
So come and join our team — because every role is a big role in our plans to go big. Trader Interactive proudly supports a diverse workforce, and we encourage candidates from underrepresented groups to apply. Trader Interactive is an equal opportunity employer.
#J-18808-Ljbffr
