About Terminal Terminal builds telematics data infrastructure for the commercial fleet industry. Commercial auto insurers and fleet software companies, including industry leaders like Intact Insurance, depend on our platform to access GPS, speeding, and vehicle data from 330+ telematics providers. We recently raised our Series A led by Battery Ventures and are backed by Y Combinator, Golden Ventures, Penske Transportation Solutions, and Intact Private Capital.

Our team works together in person in Toronto, combining early-stage speed with late-stage maturity while processing many terabytes of vehicle data every day. Commercial vehicles now generate data at a scale the industry has never had to handle, and the companies serving those fleets increasingly compete on how well they use it. Insurers price risk based on driving behaviour, fuel card providers validate transactions against vehicle location and duty status, and fleet management and transportation software build core workflows on telematics feeds they cannot afford to lose.

That data sits behind hundreds of telematics providers, each with its own API, schema, and failure modes, and every integration a company adds becomes something its engineering team maintains indefinitely. We move billions of miles of driving data for some of the largest commercial auto insurers, software companies, and fleet operators in North America, and customers commonly grow their usage two to three times a year once a program is live. Demand has outpaced our go-to-market from the beginning, arriving almost entirely through inbound and referral,



and our enterprise relationships have been founder-led throughout.

We are now building a sales team dedicated to enterprise, and this role sits at the center of it. Your accounts are the largest companies in commercial auto and trucking insurance, fleet management software, logistics and transportation management software, and financial services for fleets, including the major fuel card providers. Cycles are long and rarely linear, with an executive track, a technical evaluation, and a procurement and security review advancing in parallel.

We go to market across four segments: Insurance: commercial auto and trucking carriers.

Fleet management: the largest fleet management software platforms.

Transportation management: logistics and transportation management software platforms.

Fuel cards: the major fuel and fleet card providers.

Economic buyer: in insurance, the leader who owns the commercial auto, trucking, or specialty lines P&L.; In software and financial services, product or engineering leadership, and often the CEO or CTO at smaller companies.

Technical evaluators: product and engineering leaders and managers, alongside the data science and actuarial teams, who assess data quality and coverage.





- Own enterprise pipeline and account strategy Own a named target account list: the research, entry strategy, account plan, and sequence for each cycle. Source the majority of your own pipeline. Inbound and referral volume is meaningful and you will receive a share of it, but the largest accounts rarely arrive unprompted. Work across Terminal's four enterprise segments: insurance, fleet management, transportation management, and fuel cards. A small number of well-qualified cycles is worth more than a crowded pipeline that never resolves. Qualified enterprise pipeline by segment, with transparent stage definitions and next steps. Self-sourced pipeline as a meaningful share of the total pipeline.

Forecast quality: fewer late-stage surprises, clearer exits from poor-fit cycles, and enough coverage to plan against quota.

- Run complex technical and executive sales cycles Multi-thread the full buying committee, from the executive who owns the P&L; to the engineers and data scientists who scrutinize Terminal's data before anyone signs. Most decisions are made in internal meetings you will never attend, so the quality of what your champion walks in with matters. CEO, engineering, operations, security, compliance, privacy, data governance, SOC 2 evidence, and procurement. Make the economics of building in-house explicit when a prospect is weighing that path. Progression of target accounts through executive, technical, security, procurement, and commercial tracks. Win rate and cycle quality on named enterprise accounts.

📌 Account Executive (English speaking) (Toronto)
🏢 Terminal
📍 Toronto