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.
For more on working at Terminal, see our careers page at withterminal.com/careers.
Note that this role is only open to Toronto/GTA-based candidates.
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.
The difficulty is access. 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. Terminal is the infrastructure layer that removes the burden. 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. We are looking for sellers who can work across our segments, with some able to focus solely on insurance, our largest segment by both usage and revenue.
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. Deals begin around $300K and reach seven figures against a $1.3M to $1.5M annual quota. Cycles are long and rarely linear, with an executive track, a technical evaluation, and a procurement and security review advancing in parallel.
We hold a high bar on talent and protect it even when that means growing more slowly, so the scope any one person carries here is wider than it would be at a larger company. The enterprise motion is still being shaped, and you will have a significant hand in shaping it.
We go to market across four segments:
The buying committee is consistent across all four.
1) Own enterprise pipeline and account strategy
Proposed ways to measure success and progress:
2) Run complex technical and executive sales cycles
Proposed ways to measure success and progress:
3) Own commercial terms, close, and early activation handoff
Proposed ways to measure success and progress:
In the first 90 days
In 6-12 months
Accessibility and accommodation
Terminal is committed to an accessible hiring process. If you need an accommodation at any stage β applying, interviewing, or completing an assessment β email [email removed] and we will work with you to meet your needs. Accommodations are available under the Accessibility for Ontarians with Disabilities Act (AODA) and the Ontario Human Rights Code, and requesting one will never affect how your application is considered.
Plaid for Telematics Data in Commercial Trucking
Salary
$260,000 - $300,000
Location
π Toronto, ON
Experience
6+ years
Total raised
$3.1M
Last stage
Seed
Investors
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If theyβre a yes, I book the chat. You show up β thatβs the whole job-hunt.