Entrepreneurial Managing Director / Operating Partner

Accountabilities

• Lead the venture's overall strategy, commercial execution, marketplace development, partnerships, and day-to-day operating performance.

• Drive the transition from beta to commercial launch, assessing platform readiness and prioritizing the improvements required to deliver a focused market entry.

• Develop and execute the operating plan, including market positioning, pricing, revenue models, customer acquisition strategies, and go-to-market priorities.

• Build acquisition channels and establish relationships with buyers, sellers, dealers, distributors, advertisers, strategic partners, and relevant enthusiast communities.

• Use customer feedback, market insights, and performance data to inform product priorities, release plans, and measurable business outcomes.

• Coordinate technical teams and external vendors, overseeing product roadmap delivery, quality assurance, releases, customer support, uptime, and service levels.

• Manage budgets, financial forecasts, operating costs, vendor relationships, commercial risks, and cash flow with a strong focus on financial discipline.

• Develop a lean, high-performing team across product, technology, sales, partnerships, customer success, and operations as business performance supports expansion.

• Establish clear KPIs, project plans, risk registers, decision records, and reporting processes to maintain accountability and transparent communication with group leadership.

• Lead the initial 90-day validation and planning phase by assessing existing business activities, relationships, capabilities, intellectual property, and potential conflicts, and determining what may be integrated under a separate written agreement.

• Validate the marketplace's commercial assumptions, strengthen buyer and seller engagement, and improve trust, retention, conversion, and overall marketplace activity.

• Deliver a practical six- to twelve-month growth plan covering product development, revenue, marketing, staffing, operating costs, and scaling priorities.

• Build a scalable business that can grow beyond the direct involvement of a single individual, with progress measured against agreed commercial, operational, and strategic milestones.

Requirements:

• A proven entrepreneurial track record as a founder, business owner, independent consultant, operator, Managing Director, General Manager, or senior leader in a startup, marketplace, e-commerce business, SaaS company, automotive business, powersports venture, or related industry.

• An active consulting practice, operating business, brokerage, dealership network, marketplace, or comparable venture in powersports, automotive, recreation, e-commerce, or a closely related field.

• Demonstrated ability to generate revenue, acquire customers, develop partnerships, and deliver commercial results without relying on a fixed salary.

• Established industry relationships, an existing customer base, audience access, qualified opportunities, domain expertise, or other commercial assets that can accelerate marketplace growth.

• Strong commercial acumen and a proven understanding of customer acquisition, sales conversion, retention, partnership development, and revenue growth.

• Experience developing business strategies, operating plans, repeatable processes, and scalable systems that enable growth beyond a solopreneur model.

• Product and technical fluency, including the ability to collaborate effectively with software developers, technical teams, contractors, and external vendors.

• Strong financial management skills, including budgeting, forecasting, cost control, cash flow, KPI analysis, and performance monitoring.

• Experience with commercial negotiations, contracts, vendor management, risk assessment, and operational decision-making.

• Excellent leadership, communication, and relationship-building skills, supported by sound judgment, transparency, resilience, and personal accountability.

• Comfort working in a performance-driven environment where results are assessed through revenue, gross margin, cash flow, marketplace activity, and delivery against agreed milestones.

• Experience with digital marketplaces, trading platforms, dealer networks, fundraising, contractor-led teams, or performance-based compensation structures is an advantage.

• Willingness to participate in an initial 90-day mutual validation and operating-plan period and collaborate on clearly defined objectives and written commercial terms.

• An entrepreneurial mindset and a genuine interest in building long-term enterprise value through shared capabilities, strategic collaboration, and performance-based economic participation.

Benefits:

• Remote opportunity: Work remotely from Canada while leading the venture's commercial and operational development.

• Entrepreneurial autonomy: Take meaningful ownership of strategy, execution, partnerships, and business growth.

• Strategic support: Access leadership guidance, structured planning, accountability processes, and collaboration with other Managing Directors within the broader group.

• Shared business infrastructure: Potential access, as agreed in the operating plan, to finance and administration, marketing, technology, systems, business development, and other operational resources.

• Commercial collaboration: Opportunities for referrals, cross-business partnerships, and shared expertise where strategically appropriate.

• Performance-based earning potential: Compensation may include agreed commissions, revenue share, gross-margin participation, project or delivery fees, profit participation, or milestone-based payments.

• Potential ownership participation: An opportunity to earn equity or another ownership interest through a milestone-based arrangement, subject to performance, mutual fit, formal approvals, and definitive written agreements.

• Business-building opportunity: Help transform an early-stage digital marketplace into a scalable company with long-term commercial potential.

• Structured initial phase: A 90-day mutual validation period to assess strategic fit, define priorities, and establish an actionable operating plan.

• Potential for long-term partnership: The opportunity to develop an ongoing operating relationship based on demonstrated results and agreed terms.