Head Of Operations

Toronto, ON, CA, Canada

Job Description

Head of Operations


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About Cold Start Ventures


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Cold Start Ventures partners with world-class founders to launch and scale category-defining startups at the intersection of healthcare and AI. Each company we incubate is backed by tier-1 VCs with $1.5M+ in committed day-one capital. Our ventures benefit from a tested playbook that drives a 6x higher survival rate to Series B than the industry average -- creating over $2B in portfolio value, including breakout successes such as 3Y Health and Berry Street.

The Role


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We're seeking a Head of Operations to own and scale Cold Start's internal operations while supporting the growing portfolio of venture-backed startups. This is a high-impact, high-visibility role suited for a dynamic operator with a finance or consulting background -- someone equally comfortable modeling cash flows, negotiating vendor agreements, and structuring multi-entity operations.


This is an ideal fit for a former investment banker, management consultant, Chief of Staff, or business operations leader -- especially someone who's worked in VC-backed, early-stage, or high-growth environments and thrives in fast-paced, ambiguous settings.

Responsibilities


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Lead day-to-day operations for Cold Start Ventures and provide operational support to incubated startups Oversee financial planning, reporting, and compliance -- from multi-entity structuring and capital allocation to vendor management and audit readiness Develop and present partner- and investor-ready materials, including performance dashboards and partner updates Drive special projects with founders including market analysis, fundraising processes, and GTM support Serve as a strategic partner to leadership on business development, venture structuring, and growth initiatives

Qualifications


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5-8+ years of experience in investment banking, management consulting, venture/business operations, or finance leadership roles Strong financial acumen, with the ability to interpret data, manage budgets, and build scalable operational systems Proven experience operating in startup or early-stage environments, comfortable with rapid change and context-switching Exceptional communicator -- able to synthesize complex information for executives, founders, and investors Resourceful, execution-driven, and detail-oriented, with a track record of leading cross-functional initiatives

Bonus Points


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Experience in healthcare, fintech, or AI-driven businesses Familiarity with fund administration, venture capital, or legal ops Multi-entity or international operations experience

Why Join Us?


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$2B+ portfolio value created - including 3Y Health and Berry Street True co-founder influence - your voice, equity, and leadership directly shape our future companies High autonomy and direct exposure to exceptional founders, investors, and early-stage building Competitive compensation and equity

Ready to help us build the next generation of startups? Apply now.

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Job Detail

  • Job Id
    JD3276835
  • Industry
    Not mentioned
  • Total Positions
    1
  • Job Type:
    Full Time
  • Salary:
    Not mentioned
  • Employment Status
    Permanent
  • Job Location
    Toronto, ON, CA, Canada
  • Education
    Not mentioned