Chief of Staff

Leo Berwick is an innovative, commercially focused mergers and acquisitions advisory firm serving the world’s largest infrastructure funds, infrastructure and energy developers, pension funds, sovereign wealth funds, private equity firms and their portfolio companies, publicly listed corporations, and private strategic investors across a broad range of industries, with deep expertise in infrastructure and energy. Our team of more than 120 M&A advisory leaders and specialists from the Big Four and Big Law partners with clients throughout the deal life cycle to maximize value, minimize risk, and achieve superior outcomes through tailored, high-impact advice. As a growth-stage company, we move quickly, work collaboratively, and value people who take initiative and thrive in a fast-paced environment. Our culture is grounded in high performance, continuous learning, and the shared ambition to build something exceptional together while delivering dedicated, customized service to every client. Leo Berwick is hiring a Chief of Staff to partner with the Managing Partner and senior leadership team. You will build the operating rhythm, data visibility, and execution discipline that let our senior leaders focus on clients, deals, and the firm’s strategic direction. You’ll be a trusted advisor to the Managing Partner, an integrator across practices, operations, and people, and the owner of cross-functional initiatives as we scale. This is a hybrid role, with a minimum of three days per week in our Toronto office location. Turn scattered data into one trusted view of the business. Own firm-level programs such as international expansion, new practice launches, operating model changes and systems rollouts. Building workplans, coordinating across finance, people, marketing and practice leadership, and reporting progress candidly. Before these initiatives reach leadership, you will do the analysis behind them, including business cases, practice economics and market and competitor work. Data and KPIs: Define core KPIs with leadership, own dashboards, and set quality standards for pipeline, staffing, utilization, and margin data. Triage demands on the Managing Partner, prepare briefings, and represent leadership in working sessions. With Finance, prepare reporting packs, board and investor materials, and the policies expected of a firm with outside capital. Change management: Drive adoption of new processes with practice leaders and the implementation team. 6
- 10 years in operations, strategy, chief of staff, or leadership roles at a high-growth company, professional services firm, or private equity-backed business. Hands-on experience building KPI reporting and preparing board or investor materials. Ideally you have built repeatable workflows that use LLMs, AI assistants, connected data sources to produce research, analysis and written output, and you can show the time and quality gains. You understand the limits as well as the strengths, including verifying outputs, handling confidential information appropriately and knowing when not to use a tool. Flexible working arrangements – remote and location flexibility Pension & retirement contributions This is a permanent full-time role offering a base salary range of $150,000–$200,000 CAD, commensurate with skills, experience, and alignment with the requirements of the role. Use of Artificial Intelligence in Hiring The firm uses artificial intelligence tools to screen candidates for this role. Leo Berwick provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type with regard to race, age, ancestry, color, creed, disability status (physical or mental), gender, marital status, legally-protected medical condition (including pregnancy), national origin, religion, gender identity or expression, genetic information, sexual orientation, military, protected veteran status, or any other characteristic protected by applicable federal, state, or local laws. #