We are seeking a highly capable and entrepreneurial Principal to join our investment team, with a primary focus on Artificial Intelligence and frontier technology investments . This role is ideal for someone with a strong technical foundation who is passionate about identifying and partnering with category-defining AI companies at early and growth stages.

Key Responsibilities
Lead sourcing, evaluation, and execution of investments in AI and related deep tech sectors
Conduct deep technical and product-level due diligence, working closely with founders and engineering teams
Develop investment theses across AI infrastructure, applied AI, and frontier models
Support portfolio companies through strategic, technical, and operational guidance
Represent the firm in the AI ecosystem, including conferences, founders, and co‑investors
Collaborate closely with partners on deal execution and fund strategy

Requirements
Minimum 3+ years of experience at a leading venture capital firm, growth equity fund, or similar investment organization
Strong technical background in AI/ML, computer science, data science,



or related engineering disciplines
Hands‑on experience working in or closely with AI-related companies (e.g., AI infrastructure, applied AI, or deep learning products)
Solid understanding of AI ecosystem trends, including foundation models, inference infrastructure, and enterprise AI applications
Excellent communication and interpersonal skills, with the ability to engage both technical founders and investment specialists
Proven track record of involvement in sourcing, evaluating, or leading venture investments
High intellectual curiosity, strong ownership mindset, and ability to thrive in a quick‑paced setting

What We Offer
Opportunity to work on cutting‑edge AI investments globally
Direct exposure to leading founders and top‑tier co‑investors
High autonomy and meaningful participation in investment decisionsLong‑term partnership‑oriented culture with significant upside participation
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📌 Principal Toronto
🏢 Sixty Degree Capital
📍 Toronto