Portfolio Manager - US Systematic Equities

Hillsdale Investment Management Inc. (Hillsdale) is an independent, employee-driven, and client-aligned investment boutique managing assets on behalf of a select group of sophisticated institutional and private wealth investors. We engage in disciplined active investment management, specializing in equities, alternatives, ESG, and customized mandates. We are committed to producing the highest quality equity investment strategies. As a firm, we value curiosity, humility, resilience, and strive to maintain an open, collegial and dynamic work environment.

Hillsdale is recognized for both investment and service excellence – a reflection of our relentless pursuit of research and development and the dedication of our employees who invest alongside our clients.

Hillsdale has been recognized as a Great Place to Work for our industry and across Canada.

We have a new opportunity for a Portfolio Manager to join our Portfolio Management team, with a primary focus on U.S equity strategies. Reporting to the Co-CIO, this individual will play a key role in advancing the firm’s quantitative research agenda and driving alpha generation across U.S. portfolios. We value intellectual curiosity, accountability, and a hands‑on approach, with senior leaders actively engaged across research, portfolio management, and trading.

• Lead and contribute to the firm’s quantitative research efforts, with a focus on alpha generation, portfolio construction, and risk modeling for U.S. equities.
• Expand research capabilities by identifying and integrating new datasets, economically grounded factors, and innovative analytical approaches.
• Champion the thoughtful adoption of machine learning and emerging AI techniques (including LLMs) to enhance signal generation and investment insights.
• Communicate research findings, portfolio positioning, and performance insights to internal stakeholders and clients.
• Evaluate model outputs alongside real-time market information, exercising judgment in interpreting signals, identifying dislocations, and refining positioning within a systematic framework.
• Oversee daily portfolio implementation, including rebalancing, trade review, and execution oversight, ensuring alignment with model outputs and portfolio constraints.
• Analyze portfolio performance and attribution, identifying key drivers of return and risk, and translating insights into model refinements and positioning.
• Generate market-driven insights from company-specific news and evolving macro conditions to inform portfolio decisions and research.
• Mentor a small team of research analysts, guiding alpha research across U.S. markets and related investment universes.

• 10+ years of experience in quantitative investing, with demonstrated leadership in equity research (U.S. experience strongly preferred).
• Deep expertise in alpha research, factor modeling, or machine learning applied to financial markets.
• Proven ability to lead research initiatives and deliver innovative, economically grounded investment insights.
• Excellent communication and presentation skills, with the ability to convey complex ideas to both technical and non-technical audiences.
• Ability to operate efficiently in a fast‑paced, collaborative environment and manage competing priorities.
• Advanced degree in a quantitative discipline such as Finance, Economics, Math, or Engineering.

• Experience across multiple regions or asset classes.
• Strong understanding of data architecture, research platforms, and production systems.
• Understanding of the U.S. market microstructure.
• Good programming skills, particularly in Python.
• CFA or related designation.

• Opportunity to be a key leader in the firm’s quantitative research initiatives and shape our research platform.
• Ability to work in a nimble, agile environment.
• Competitive compensation package.
• Employer-funded professional development, including courses and conferences.
• Flexible work environment and commuting reimbursement when you do work from the office.
• Supportive amenities and initiatives: access to a fully stocked kitchen, catered lunches, ergonomic home office setup, employee appreciation events, and retreats.
• Centrally located office at King and Bay with remarkable views of Toronto and Lake Ontario.
• Please note that relocation to Toronto is not required. However, the successful candidate must be available to travel to Toronto once per month for a minimum of 3 consecutive business days.

Hillsdale is an equal opportunity employer and as such does not discriminate based on race, colour, religion, sex, national origins, age, sexual orientation, disability or any other characteristic protected by applicable laws. We encourage applications from people of all abilities and will make reasonable accommodations upon request.