Dealer Development Manager, SecureDrive - Prairies (Remote) - Winnipeg

freelance.ca; Winnipeg; Hybrid; CAD 100,000 - 110,000; Full time

Job summary

A leading automotive services company is seeking a Dealer Development Manager to drive business growth in the Prairies. This role focuses on managing automotive dealer relationships, identifying new opportunities, and ensuring dealer partners receive top-notch support. Ideal candidates will have 3-5 years in F&I or dealer management, strong communication skills, and a valid driver's license. The role offers a competitive salary range of $100,000 - $110,000 plus commission, with a hybrid work model and comprehensive benefits.

Benefits

Competitive compensation package

Comprehensive health benefits

Education sponsorship

Four paid community service days annually

Qualifications

• 3–5 years of proven success in F&I or dealer group management.
• Strong understanding of automotive dealership operations.
• Valid driver’s license and willingness to travel.

Responsibilities

• Manage and grow an assigned portfolio of automotive dealers.
• Identify new business opportunities and onboard new dealer partners.
• Collaborate with dealer principals to improve sales processes.

Skills

Relationship-building

Communication

Data interpretation

Sales process improvement

Influencing

Job description

The Opportunity

We’re seeking an energetic, relationship-focused Dealer Development Manager (DDM) to help drive SecureDrive’s expansion in the Prairies market. This is a hands‑on, field‑based sales role suited to someone who thrives on achieving measurable results, strengthening dealer relationships, and delivering consistent execution at the retail level.

You will be responsible for growing contract counts, deepening penetration, and ensuring our dealer partners receive best‑in‑class support and training.

What You’ll Do

• Manage and grow an assigned portfolio of automotive dealers across Prairies, focusing on used car and multi‑brand retailers.
• Identify new business opportunities and onboard new dealer partners in alignment with SecureDrive’s national growth strategy.
• Collaborate with dealer principals and F&I teams to improve product mix, sales process, and profitability.
• Deliver regular performance reviews, business planning sessions, and in‑dealership sales coaching.
• Leverage data and reporting from the Hub to create actionable performance improvement plans.
• Support the Regional Sales Director and National VP, SecureDrive, in achieving quarterly and annual growth targets.
• Represent SecureDrive and us with professionalism and accountability at every touchpoint.

What You Bring

• 3–5 years of proven success in F&I, dealer group management, or financial product sales.
• Strong understanding of automotive dealership operations and F&I processes.
• Relationship‑builder with a hunter mentality and the discipline to manage a diverse territory.
• Strong communication, influencing, and presentation skills.
• Ability to interpret and act on data and KPIs to drive dealer performance.
• Valid driver’s license and willingness to travel across Prairies regularly.

What We Offer

• The compensation range for this position is $100,000 - 110,000 + commission.
• Hybrid work model. This role will require travel throughout Prairies.
• A competitive compensation package, including a comprehensive health benefits plan, Group RRSP, performance bonus, health and wellness benefits, and education sponsorship.
• Four paid days annually to "give back" to the community, along with your birthday off.
• A vehicle rebate program of up to $400 per month.

Why Join us

At us, performance is driven by purpose. You’ll have access to best‑in‑class technology, training, and leadership support to help you succeed. As part of the SecureDrive team, you’ll play a critical role in expanding one of Canada’s fastest‑growing used‑vehicle protection brands, backed by a national infrastructure and a culture of performance.

If you’re ready to build relationships, grow your business, and be part of a team that’s raising the bar in F&I, apply today.