Director, People and Culture
FutureFit AI
Location
Toronto
Employment Type
Full time
Location Type
Hybrid
Department
People & Culture
Compensation
- CA$125K – CA$150K
Come join our People team!
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 someone 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 Our AI-powered platform brings efficiency and insight to workforce development, replacing outdated systems and unlocking human potential at scale.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.
Your Role
We’re seeking a Director of People & Culture to join our team. This is a high-ownership, high-impact individual contributor role. As the sole People team member, you will be responsible for the full employee lifecycle—from hiring to offboarding. You’ll oversee payroll, benefits, compliance, employee relations, talent acquisition, and culture initiatives while equipping managers to lead effectively, ensuring our People function evolves alongside our company’s growth.
Key Functional Areas
Talent Acquisition & Recruiting (40%)
Lead and support hiring efforts, including sourcing, interviewing, and offer processes.
Develop best practices and scalable processes to improve hiring efficiency.
Train and support hiring managers in interview techniques, candidate evaluation, and company hiring processes.
Manage ATS systems to ensure a structured and fair hiring process.
People Operations & Compliance (20%)
Own and manage all HR policies, documentation, and compliance across the U.S. and Canada.
Maintain and update the employee handbook, create company policies, and ensure legal alignment.
Handle employee contracts, visa processes, and confidential HR matters.
Oversee onboarding and offboarding logistics, including account setup and system access.
Employee Experience & Culture (15%)
Design and execute initiatives that drive engagement, recognition, and team culture.
Plan and execute annual offsites, weekly All Hands, and team events (both in-person and virtual).
Champion internal communications that reflect company principles.
Leverage data from monthly employee pulse surveys to enhance the workplace experience.
Performance & Leadership Enablement (15%)
Own quarterly performance management processes, including reviews and feedback loops.
Develop and implement a manager enablement program to equip leaders with the tools and skills to grow and support their teams.
Provide coaching and guidance on employee relations matters.
Utilize data-driven insights to enhance People programs and policies.
Compensation, Benefits & Payroll (10%)
Manage payroll and benefits strategy across the U.S. and Canada.
Oversee vendor relationships and serve as the primary point of contact for payroll, benefits, and compensation matters.
Ensure competitive and equitable total rewards programs.
Partner with leadership to define and execute our compensation philosophy.
Required Experience
People & Culture Leadership – 5+ years of experience in People Ops, HR, or related roles, ideally in a high-growth, early-stage startup (Series A/B ideal) with ownership over key People functions.
HR Strategy & Execution – Strong balance of strategy and execution across People programs.
Compensation & Benefits – Expertise in payroll and benefits administration.
HR Compliance & Policy Management – Deep understanding of employment law and compliance.
Talent Development & Leadership Enablement – Experience supporting and equipping managers in performance, feedback, and leadership development.
Process Optimization & Tech – Proficiency with HR tech, ATS, and payroll systems (e.g., Rippling, Ashby).
Confidential & High-Stakes HR Matters – Ability to handle sensitive employee issues with discretion.
Fast-Paced Execution & Prioritization – Strong organizational skills to manage multiple priorities.
Communication & Influence – Excellent ability to engage employees at all levels.
Your Education
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.
Location
We are open to candidates living anywhere in Canada in ET time zones. For candidates living in Toronto, our office is conveniently located at 325 Front St West (a short walk from Union Station). You are welcome to come in on a hybrid schedule.
Travel Expectations
Although this role is remote, you may be expected to travel up to once per quarter.
Compensation
The base salary range for this role is $125,000-$150,000. 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.
Hiring Journey
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:
Online Application
Interview with Director of People & Culture
Interview with VP of Strategy & Ops
Performance Challenge
Final 1:1 Interviews
Final Decision
Generally, this entire process takes around 6 weeks, although the timing can vary due to specific candidate circumstances.
Ready to shape the future of work?
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.
Company Snapshot:
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
Our Core Principles
Be Curious
Drive to Outcomes
Raise the Bar
Speed Matters
Own It
We Over Me
Use of AI in Hiring
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.
Compensation Range: CA$125K - CA$150K
