Office Manager / Human Resources Director

About Us:

WeShall Investments is a premier mid-market private equity firm with a portfolio of investments across Canada, the U.S., and the Caribbean. WeShall doesn’t just invest—we build bridges with a diverse range of leaders, investors, lenders, and entrepreneurs who share our passion for purpose-driven business. We pursue profits with principles, partnering with companies committed to protecting the planet, strengthening communities, and operating with integrity. It’s not a feel-good strategy—it’s how we build a future where everyone wins: you, us, and generations to come.

WeShall was founded by Wes Hall, one of Canada’s foremost entrepreneurs, and his innovative, entrepreneurial spirit permeates everything we do. Wes is equally comfortable in a Bay Street boardroom or mentoring aspiring entrepreneurs, and he has assembled a multidisciplinary team to scale his vision across industries and markets.

Your Role:

WeShall Investments is seeking a highly capable and experienced Office Manager / Human Resources Director to lead HR strategy and execution while managing the day-to-day operations of our Toronto office. In this dual-role, you will be responsible for the full spectrum of HR activities—from recruitment and compliance to performance management and culture-building—while also ensuring the smooth, professional, and efficient functioning of our corporate office.

This is a high-impact role requiring sound judgment, discretion, and a hands-on approach. You’ll work closely with executive leadership at WeShall and key portfolio companies (particularly Kingsdale Advisors), and serve as a trusted, cross-functional resource. The ideal candidate is proactive, highly organized, and thrives in a dynamic, high-performance environment where excellence, integrity, and precision are non-negotiable.

Key Responsibilities:

Human Resources Leadership

• Develop, implement, and maintain HR policies, programs, and best practices aligned with the strategic objectives of WeShall and its operating companies.
• Manage the full employee lifecycle, including recruitment, onboarding, performance management, learning and development, engagement, and offboarding.
• Support the recruitment and retention of top-performing professionals in shareholder services, capital markets, governance, and consulting.
• Provide HR advisory support to senior executives and portfolio leaders on organizational design, workforce planning, and succession strategies.
• Oversee compensation and benefits administration, ensuring cost-effective, competitive programs that align with business goals.
• Ensure compliance with employment laws in Ontario and relevant international jurisdictions (e.g., U.S. and Caribbean).
• Partner with legal, finance, and compliance teams on matters involving employment standards, contracts, and confidential documentation.
• Champion a performance-oriented, inclusive culture across the organization.
• Track HR metrics and use data-driven insights to inform decisions, improve processes, and guide workforce strategy.

Office Management

• Oversee daily office operations, including facilities, vendor management, office supplies, and technology coordination.
• Ensure a polished, professional, and efficient office environment that reflects the standards of a high-performing investment and advisory firm.
• Manage the front office and reception function to ensure an excellent experience for employees, guests, and external partners.
• Coordinate internal communications, company-wide meetings, and corporate events.
• Liaise with property management to ensure the workplace remains safe, functional, and compliant with health and safety standards.
• Collaborate with administrative personnel across portfolio companies to ensure operational alignment.

Qualifications:

• Bachelor’s degree in Human Resources, Business Administration, or a related field.
• CHRP or CHRL designation strongly preferred.
• 8–10+ years of progressive HR experience, ideally within financial services, private equity, consulting, or entrepreneurial environments.
• Demonstrated experience managing office operations in a dynamic, fast-paced organization.
• Strong working knowledge of Ontario employment legislation and HR compliance practices.
• Experience supporting or advising executives and leadership teams on sensitive and high-level organizational matters.
• Excellent interpersonal, communication, and conflict resolution skills.
• Exceptional discretion, integrity, and professionalism in handling confidential information.
• Highly organized, detail-oriented, and capable of balancing strategic priorities with hands-on execution.

Equity Statement:

WeShall Investments is committed to creating and sustaining a diverse, equitable, and inclusive workplace. We welcome applications from individuals of all backgrounds and strongly encourage applications from members of equity-deserving groups, including but not limited to Black, Indigenous, and racialized people, persons with disabilities, members of the LGBTQ+ community, and women. Accommodations are available upon request throughout the recruitment and employment process in accordance with the Accessibility for Ontarians with Disabilities Act (AODA).

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