Chief of Staff (GTM
Listed on 2026-08-02
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Business
Operations Management, Business Analyst, Corporate Strategy, AI Business & Operations
- 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
- 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 environment
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
Based in Toronto and excited to work closely, in person, with the SVP and leadership team 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
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
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 alignmentAI-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
Highly analytical and comfortable working with data, but focused on using insights to drive decisions and action, not just build dashboards5+ 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
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