Chief of Staff, GTM

Float is on a mission to simplify finance for Canadian businesses empowering them to eliminate complexity and unlock new opportunities. Through our innovative platform Float enables businesses to streamline financial operations and optimize cash flow so they can focus on what matters most: growth.

As one of Canadas fastest growing companies and top-rated startups in 2025 2024 and 2023 Float is customer-obsessed passionate and entrepreneurial with a team that includes leaders from Uber Stripe Shopify Top Hat Ada Doordash Snowflake and Wealthsimple.

At Float everyone is an owner bringing their unique perspective to our team and product. Your voice is important and we take having a culture based on feedback seriously. We openly share our thoughts and differing opinions so we can continue to improve. We do our best to keep our decision-making decentralized so that all team members feel ownership in our success.

Float is Canadas intelligent financial operating system combining modern financial services and software to help businesses spend save and grow. Trusted by more than 7500 Canadian companies Float provides high-limit corporate cards automated expense management next-day bill payments high-yield accounts and industry-leading support all built in Canada for Canada. Float recently announced our $85 million Series C and is backed by world-class investors including Inovia Capital Growth Equity at Goldman Sachs Alternatives OMERS Ventures and Silicon Valley Bank.

Our team is a collection of ambitious collaborative and mission-driven people from all walks of life but with one goal: helping Canadian companies not just survive but thrive. And were looking for bold innovators to help shape the future of business finance in Canada.

We use technology including artificial intelligence (AI) to support parts of our hiring process. This may include AI-assisted scheduling and candidate communications and AI-generated interview notes guides or summaries to help our team focus on the conversation. All hiring decisions are made by our hiring team.

Were hiring a Chief of Staff to work directly with Nina Floats SVP Go-to-Market as her closest strategic partner. This is a builders seat: youll shape the GTM operating model the cross-functional handoffs and the way priorities get set and tracked rather than stepping into an established playbook. Youll 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 dont 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 cant 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.

In a nutshell youre 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. Youre 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 youre energized by solving the companys most important problems regardless of whether theyre inside or outside your formal remit.

• You want a well-defined lane - this roles scope shifts with whatever the business needs most.

• You need heavy structure or precedent to operate. Theres no existing Chief of Staff playbook here to inherit.

• Youre looking for an EA or project-coordinator role this isnt it.

• Work at one of Canadas fastest-growing fintech companies

• Make a real impact in a high-autonomy high-growth role

• Collaborate with an ambitious and supportive team

• Competitive compensation equity options and benefits

• Hybrid work model we are based in Toronto with in-office days for connection and collaboration

• Enjoy catered team lunches every Tuesday Wednesday and Thursday

• Bring your pup to our dog-friendly office

• Thrive in a high-trust high-performance culture where your work truly matters

At Float youll thrive if youre bold curious and eager to make a real impact. Were building something specialand having a lot of fun along the way. If youre excited to build grow and win together wed love to meet you.

Were committed to building a workplace thats welcoming and accessible for everyone. If you need any accommodations during the hiring process or once you join Float just let us know! You can reach out to Vic () and well work with you to make sure you have what you need to succeed.

Required Experience:

Senior IC