Who you are

- In a nutshell, you're an activator. You instinctively know where momentum is needed, bring the right people together, and facilitate the conversations that turn ambiguity into clarity and ideas into execution. You're a trusted thought partner who helps leaders move faster and make better decisions

- 5+ years of experience, ideally combining management consulting (strategy or operations) with hands-on operating experience in a GTM function such as Sales, Marketing, Revenue Operations, or Business Operations

- Experience at a top-tier technology company or fintech, with a strong understanding of how GTM strategy and execution differ in regulated, trust-driven markets

- Based in Toronto and excited to work closely, in person, with the SVP and leadership team

- Highly analytical and comfortable working with data, but focused on using insights to drive decisions and action, not just build dashboards

- Exceptional at bringing structure to ambiguity, with a proven track record of taking loosely defined problems and translating them into clear plans with measurable outcomes
- An outstanding communicator who can seamlessly shift between writing board-ready narratives, executive briefs, and concise updates that drive alignment

- AI-forward and relentlessly curious. You continuously improve the way you work, leverage AI to accelerate execution, and champion practical AI adoption to help the broader team become more effective

- Thrive in high-growth environments where priorities evolve quickly, and you're energized by solving the company's most important problems, regardless of whether they're inside or outside your formal remit

What the job involves

- We're hiring a Chief of Staff to work directly with Nina, Float’s SVP, Go-to-Market,



as her closest strategic partner. This is a builder's seat: you'll shape the GTM operating model, the cross-functional handoffs, and the way priorities get set and tracked rather than stepping into an established playbook

- You'll move fluidly between big-picture strategy work and hands-on execution, sometimes in the same afternoon: shaping the quarterly GTM narrative for the leadership team one day, driving cross-functional initiatives the next

- Owning the GTM operating rhythm: business reviews, OKR tracking, and leadership/board-ready reporting

- Bridge strategy and execution across Product and GTM, ensuring cross-functional priorities translate into coordinated action and measurable outcomes

- Own and maintain single sources of truth, ensuring key information is accurate, actionable, and surfaced to the right stakeholders at the right cadence

- Turning ambiguous priorities into structured plans with clear owners and timelines

- Driving cross-functional initiatives that span Sales, Marketing, Partnerships, and Customer Success, the ones that don't sit neatly under any one functional leader

- Helping connect strategy and execution between Product & GTM

- Acting as a trusted thought partner and occasional filter, helping the SVP focus time and energy on what matters most

- Representing the SVP in rooms she can't be in, with enough context to make sound calls in real time

- Helping build the GTM org itself as it scales: interview processes, onboarding, team rituals and everything in between

Benefits

- Competitive coverage of medical, dental and vision insurance for employees

- Education & learning stipend for personal growth and development

- Flexible vacation time
- Work from home stipend to help you succeed in a remote setting

📌 Chief of Staff (Toronto)
🏢 Float
📍 Toronto