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Founding Customer Success Manager

Terminal· Operations
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Hybrid (Toronto, ON)$135k - $165kFull-timePosted 2mo ago

About the role

Post-sales-focused role building Terminal's initial Customer Success practice to drive activation, time-to-value, and expansion within enterprise accounts.

Responsibilities

  • Drive time-to-value and activation from contract signature to production certification and activation at scale.
  • Own the success plan, QBR, and risk management for each account, maintaining a structured, signed plan and adoption/risk registers.
  • Lead the creation of the founding CSM playbook, including templates and frameworks for activation, QBRs, and the overall activation motion.
  • Collaborate in a pod with Strategic Account Manager and Customer Engineer; report to the COO; ensure cross-functional stakeholder alignment (product, data, security, finance).
  • Set proactive cadence with customers (bi-weekly sessions, rapid written status updates).
  • Capture feedback to R&D to improve activation and build scalable processes for future CSM hires.

Qualifications

  • Experience owning enterprise customer success at a technical product company (data infrastructure, developer platforms) with measurable retention and activation outcomes (cohort NDR, activation metrics, 90-day adoption).
  • Experience managing multi-stakeholder alignment inside Fortune 500 accounts (product, data, security, finance).
  • Strong understanding of data pipelines and ability to communicate technical concepts to executives without causing alarm.

Skills

Required:Enterprise customer successStakeholder managementData pipelines understanding

Benefits

  • Strong compensation and equity packages.
  • Brand new MacBook and computer equipment.
  • Top-tier health/dental benefits and flexible healthcare spending account.
  • Personal spending account for professional development, fitness and wellness.
  • Four weeks paid time off + statutory holidays.
  • In-person office in downtown Toronto.
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Terminal

Plaid for Telematics Data in Commercial Trucking

Terminal is Plaid for telematics data in commercial trucking. Companies building next generation insurance products, financial services and fleet software for trucking use our Universal API to access GPS data, speeding data and vehicle stats. Raghav (CEO) and Connor (CTO) led product and engineering at a series b-funded neobank where they spent 2.5 years integrating middleware APIs like Plaid & Stripe. Before that, Connor spent 3 years building software for his family-owned logistics company which was acquired by a private equity firm. Raghav’s family is in fleet operations and owns an HVAC company in San Francisco where they operate a fleet of 13 commercial vehicles.

developer-toolslogisticsapisupply-chaintransportation
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