Head of Operations

Posted 2 weeks ago

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About the role

  • Head of Operations at Tali AI driving operational excellence in an AI-powered healthtech startup. Leading operational systems and culture while enabling clinician-focused solutions.

Responsibilities

  • Run the company's operating rhythm: annual/quarterly planning, OKRs and goal-setting, and the leadership-meeting and board-prep cycle.
  • Drive cross-functional execution and program management, turning strategy into shipped outcomes across teams.
  • Act as the CEO's force multiplier on special projects, including operational quarterbacking of financing and strategic initiatives alongside the CFO and our advisors.
  • Own the People function: hiring velocity (we have several open roles and are scaling), onboarding, and performance and compensation frameworks.
  • Steward culture and team health as headcount grows.
  • Own RevOps/BizOps, the systems and data beneath the funnel: CRM (HubSpot) hygiene, pipeline and SLA reporting, lead definitions (MQL/PQL), and billing and renewals operations.
  • Make the business measurable and the go-to-market machine efficient; partner closely with Sales, Marketing, and Customer Success.
  • Own the trust backbone of a healthtech company: SOC 2, PHIPA/PIPEDA compliance, data governance, information security, and vendor security reviews.
  • Manage contracts, vendors, and procurement (including partner and platform agreements), and coordinate legal and corporate administration.

Requirements

  • 8+ years in operations, including senior operational leadership at a startup/scaleup (Series A–C), ideally in B2B SaaS.
  • Hands-on experience standing up and running at least two of: RevOps/BizOps, People/HR, Security/Compliance, IT.
  • A player-coach, equally comfortable setting strategy and doing the work. This is a builder's role, not a delegator's.
  • An AI-native operator, you reach for automation and AI first, and have built (or rebuilt) processes around what AI can now do, not around how things were done before.
  • A first-principles, curious thinker, you treat best practices as inputs, not defaults, and you'd rather take a problem apart and understand it than copy someone else's solution.
  • Strong systems and data instincts; fluency with operational tooling (CRM/RevOps, HRIS, and the like).
  • High trust, low ego, calm under ambiguity, and excellent judgment about what to prioritise and what to let go.

Benefits

  • Remote and hybrid work options & flexible work hours
  • Comprehensive health and wellness coverage from day one
  • Competitive PTO, including winter shutdown Dec 25 - Jan 1, birthdays and Taliversaries, and 'extra long' long weekends
  • $2000 annually in "Knowledge Dollars" to learn, grow, and level up
  • Quarterly socials & company outings that bring our team together beyond the day-to-day

Job title

Job type

Full Time

Experience level

Lead

Salary

CA$170,000 - CA$220,000 per year

Degree requirement

Professional Certificate

Location requirements

HybridTorontoCanada

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