Associate​/Senior Associate, Healthcare Investments

*** To be considered for this position, please send your resume to: ***

Wittington Ventures (WV) is a Toronto-based venture capital (and growth equity) firm backing bold entrepreneurs across North America who are using technology to redefine the future of commerce, consumer, climate, and healthcare. We are thesis-driven – we evaluate industry sub-sectors and invest in start-ups (companies) that share our conviction on the trends that we identify. WV has a unique set of investors that give us unparalleled access to some of Canada’s largest companies to help our portfolio of startups succeed;

our affiliates include companies such as Loblaw, Shoppers Drug Mart, Choice Properties, Holt-Renfrew, Joe Fresh, and philanthropic Foundations focused on key healthcare and environmental areas. We pride ourselves on fostering a collaborative and inclusive work environment where creativity and initiative are encouraged. Our portfolio includes category-defining companies such as Abridge, Doctronic, Gatik, Lemme, and Noetik, alongside many other exceptional companies and founders.

This role offers a unique opportunity to shape our healthcare investment strategy and work with a team that has invested in some of the leading healthcare technology startups. The Associate/Senior Associate will be an intellectually curious professional who will bring an understanding of the US healthcare system – ideally developed through investing, operating, or industry experience - and help sharpen our view of the digital health landscape across software, informatics, and tech-enabled services.

Your time will span sector research, deal sourcing, diligence, investment execution, and portfolio support. Uniquely, you will be able to draw on WV’s relationships across Shoppers Drug Mart, Loblaw, and the broader Wittington network as a real-world channel to help portfolio companies validate products and reach patients and providers  will craft investment theses, identify non-consensus opportunities, and develop a view on how to predict and unlock meaningful returns.

You will bring to the team a background in science, engineering or business, a strong financial acumen, an analytical mindset, entrepreneurial spirit and collaborative approach to problem solving. This is a chance to join an ambitious team and unique investment platform that is backing founders and category-defining technology companies that will fuel the next century of innovation.

• Proactively source and evaluate healthcare technology investment opportunities across North America, building and maintaining a strong network of founders, co-investors, and referral sources.
• Lead comprehensive due diligence processes, including technical, market, and regulatory analysis.
• Develop detailed financial models incorporating healthcare-specific metrics and KPIs.
• Prepare investment memos and present recommendations to the investment team.

• Lead development of investment theses in digital health and tech-enabled healthcare services.
• Identify and analyze key market opportunities, regulatory considerations, and technological innovations shaping the future of healthcare delivery.
• Build and maintain relationships with healthcare industry experts, entrepreneurs, investors, and strategic partners.
• Help build the firm's healthcare ecosystem through thought leadership and network development.
• Support portfolio companies around key strategic initiatives, talent sourcing, business development, and future financing or exit.
• Play a key internal role in managing the fund reporting process, including investment monitoring and valuation analysis, and quarterly reporting.
• Support LP reporting, annual meeting preparation, and fundraising materials.

• Bachelor’s degree, ideally with a quantitative, scientific, or business orientation.
• 3-7 years of work experience in the technology industry in a start-up, big tech, management consulting and/or as an investor with at least 2 years of experience in US healthcare technology investing or operations. Title and compensation will be calibrated to…