President & General Manager — Freight Marketplace (New Launch)

A new Canadian freight marketplace is about to launch, and it needs an operator to run it. The founder has built the platform and the first shipper base; what’s missing is the person who will take it from development-complete to self-sufficient within twelve months — recruiting the carrier network, building the first team, and owning the P&L. This is a hands-on leadership role for someone who has
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dispatched trucks, managed owner-operators, and wants to run a business rather than a department.
About the company
We are a Canadian technology company (name confidential at this stage) launching a subscription-based load board and freight ecosystem that connects shippers directly with carriers — no brokers in the middle. Our customers are single-truck owner-operators and small fleets, and the shippers who want to work with them directly. Platform development is nearly complete, the first shipper is committed with daily volume, and an initial group of owner-operators has already signed on for launch. You’ll be the first senior hire, reporting to the founder.
What success looks like at 12 months
The platform has launched, a growing base of paying carriers is active and retained, local shippers are posting loads daily, your team of three handles support, dispatch and onboarding without you in every call, and the business covers its own costs.
What you’ll own
• Launch and the first 90 days: carrier onboarding, shipper activation, and manual load matching while the network is still small
• Carrier network growth — recruiting, vetting and retaining owner-operators and small fleets across Ontario, then nationally
• Hiring and leading the first team: a customer service representative, a dispatcher and a freight operations manager
• Vetting standards and compliance (CVOR, insurance, safety ratings) and the dispute mediation process that protects the platform’s reputation
• Shipper acquisition in the GTA and surrounding regions
• The P&L — revenue, retention, cost control and the path to self-sufficiency
• The product feedback loop with our development partner, turning what carriers and shippers tell you into platform improvements
Required
• 12+ years in Canadian trucking or freight, including time on a dispatch desk
• 5+ years managing a program of owner-operators and/or small-fleet carriers — recruiting, onboarding, settlements and retention — at a carrier, dispatch service or asset-light provider
• Direct P&L or budget responsibility for an operation or division
• Daily working experience with Loadlink or a comparable load board
• Experience building a team or division from the ground up
• Working knowledge of Ontario carrier compliance (CVOR, insurance, safety ratings)
• Legally entitled to work in Canada; based in or willing to relocate to the GTA
Preferred
• Experience at a freight brokerage or 3PL, with a clear view of what carriers dislike about the broker model
• Launch or early-stage experience at a technology-enabled logistics company
• French language ability for Quebec lanes
• Experience with drayage, equipment rental or cross-border freight
Compensation and perks
• Base salary $135,000–$155,000
• Quarterly performance bonus targeting 25% of base, tied to carrier growth, shipper activity, retention and progress to break-even
• Year-end bonus targeting 25% of base, with a stretch tier to 50% for exceeding plan
• One-time bonus and title advancement when the business reaches self-sufficiency
• Full benefits package (health, dental, vision)
• Four weeks paid vacation
• 407 ETR transponder provided
• Vehicle and phone allowance
Pay: $115,000.00-$125,000.00 per year
Benefits:
• Casual dress
• Commuter benefits
• Company car
• Dental care
• On-site parking
• Paid time off
• Relocation assistance
Work Location: In person

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