Venture Capital jobs in Canada

Cold Start is looking for an exceptional Head of Operations in Montreal to drive internal operations and support new companies in our portfolio. 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 6× 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.

We’re seeking a Head of Operations to own and scale Cold Start’s internal operations while supporting our 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.

• 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
• Serveas a strategic partner to leadership on business development, venture structuring, and growth initiatives

• 5–8+ years of experience in investment banking, management consulting, venture/business operations, or finance leadership roles
• Able to come into our office in Montreal
• 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

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

• $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