Office jobs in Canada

High velocity, high intensity, high trust, high bar, high impact, and a will to win.

If those words resonate deeply with you, this could be your next career move. We're seeking a Sr. Customer Success Manager (Canada) who leads with humility, pursues audacious goals, and is motivated by meaningful impact on people and the world.

At FutureFit AI, our core mission is to help more people get to better jobs faster and cheaper, with a specific focus on those facing barriers to opportunity. Our work helps resolve the growing issue of economic inequality, ensuring that no one is left behind in the future of work. Our AI-powered platform brings efficiency and insight to workforce development, replacing outdated systems and unlocking human potential at scale.

Ready to make an impact? Apply today.

Important note: Data shows that men typically apply when meeting 3/10 requirements, while women often wait until it's 10/10. We encourage you to apply if you see a strong (not necessarily perfect) fit.

We’re seeking a Sr. Customer Success Manager to own a portfolio of enterprise and complex Canadian customers while supporting growth and partnership efforts across Canada. This role blends deep customer success ownership with relationship building, strategic insight generation, and ecosystem engagement.

• Build Relationships: Develop and maintain strong ties with customer stakeholders. Act as their main point of contact and build trust through timely, proactive communication.

• Support Customers: Lead customers through implementation and ongoing success. Coordinate with teammates across Customer Success, Growth, Product, and Engineering to deliver results.

• Drive Adoption: Guide customers on how to get the most from the platform, whether that’s upskilling job seekers, improving staff capacity, or solving talent shortages.

• Grow Product Expertise: Stay current on new features and updates. Share best practices, host feedback calls, and help customers tailor the platform to their needs.

• Renewals and Growth: Identify renewal and upsell opportunities early. Partner with Sales to expand accounts and drive long-term value.

• Voice of the Customer: Translate customer needs into insights that shape our roadmap. Ensure feedback is not just heard but acted on across the company.

• Strategic Insights & Growth Support: Support growth and partnership efforts by providing customer and market insights, sharing learnings from enterprise engagements, and contributing to research, thought partnership, and ecosystem conversations across Canada.

• Proven ability to manage customer relationships and build long-term trust with key stakeholders.

• Track record of solving complex problems with structured thinking and a focus on outcomes.

• Experience leading customer meetings and communicating clearly with executives, staff, and technical teams.

• Background in managing multiple projects at once, keeping timelines, deliverables, and stakeholders aligned.

• Exposure to strategic planning, connecting daily work to broader customer and business goals.

• Experience handling sensitive conversations in a way that balances empathy with accountability.

• Ability to create effective presentations that simplify complex ideas for a range of audiences.

• Comfort interpreting data and metrics to surface insights that inform adoption, renewals, and product feedback.

• The ideal candidate will have at least one of the following:

  • Consulting experience

  • Workforce development experience

• Product Comms: Intercom

• Internal Comms: Slack, Canny, Clarify, Miro

• Design: Lovable, Figma, Canva

• Analytics: Heap, Looker

Your alma mater isn’t our focus. Your grit, hunger, and drive are. If you learn continuously, tackle challenges head‑on, and know your strengths and gaps intimately—you’re our person.

This role is open to candidates living in Toronto, with 1‑2 days a week in‑office. Our office is conveniently located at 325 Front St West (a short walk from Union Station). The team currently comes in on Wednesdays. We'd love to see you too!

Although this role is remote, you may be expected to travel up to once per quarter.

The base salary range for this role is $100,000-$120,000. This range reflects the varying levels of expertise and responsibilities that will be determined through the interview process, based on applied experience and other criteria established by the hiring committee.

At FutureFit AI, our hiring process is designed to help you assess whether this role and our culture are the right fit based on your unique skills, mindset, and experiences. We move fast and work with intensity, so we want you to get a real sense of that from the start.

Each journey includes a mix of interviews and a performance challenge. For this role, that might look like:

1. Online Application

2. Async Skill‑Testing Challenge

3. Initial Screen with Director of People & Culture

4. Interview with Hiring Manager

5. Performance Challenge

6. Performance Challenge presented to Panel

7. Final 1:1 Interviews

8. Final Decision

Generally, this entire process takes around 6 weeks, although the timing can vary due to specific candidate circumstances.

At FutureFit AI, we're not just building a company—we're transforming how talent and opportunity connect. Join our driven team united by a commitment to job seekers and the workforce ecosystems we serve.

• Team: 30‑50 across US and Canada (hubs in NYC and Toronto)

• Customers: Workforce development agencies and intermediaries, government agencies, employers

• Industry: SaaS/AI technology

• Funding: Bootstrapped 0‑1, then raised funding led by JP Morgan

• Structure: Growth, Customer Success, Product, Engineering, Data, People & Culture, Finance & Operations

• Be Curious

• Drive to Outcomes

• Raise the Bar

• Speed Matters

• Own It

• We Over Me

At FutureFit, we use artificial intelligence (AI) tools to make our hiring process more efficient, consistent, and equitable—never to replace human judgment. We use AI in the following ways:

• Screening support: AI may help us compare applications against the skills and experience required for a specific role. These skills are defined by the hiring team for each position. A human reviews each application, with the AI assessment as just one input.

• Interview support: In some interviews, we may use an AI notetaker to summarize the discussion so interviewers can focus on being present in the conversation.

• Insights, not decisions: AI provides data points to support our team’s evaluation but does not make or recommend final hiring decisions. Every hiring decision is made by people.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, perform essential job functions, and receive other benefits and privileges of employment. Please contact us to request an accommodation.

© FutureFit AI All rights reserved, we are proud to be an equal opportunity workplace. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate on the basis of race, religion, color, gender identity, sexual orientation, age, disability, veteran status, or other applicable legally protected characteristics. We encourage people of different backgrounds, experiences, abilities, and perspectives to apply.