FutureFit AI Inc. logo

Director, People and Culture

Job Overview

Location

Toronto

Job Type

Full-time

Category

HR & Recruiting

Date Posted

March 24, 2026

Full Job Description

📋 Description

  • • As the sole People & Culture leader at FutureFit AI, you will drive the full employee lifecycle in a high-growth, mission-driven organization focused on reducing economic inequality through AI-powered workforce development—your work will directly impact how underserved populations access better jobs faster and more affordably.
  • • You will own and scale all People functions including talent acquisition, compliance, employee experience, performance management, and compensation strategy, operating with high autonomy and accountability in a fast-paced, high-trust environment where your initiatives will shape culture and organizational effectiveness.
  • • You will partner closely with leadership to design and implement equitable total rewards, manager enablement programs, and data-informed People policies that support both business growth and employee well-being across U.S. and Canadian teams.
  • • You will build and refine scalable HR processes—from ATS optimization to payroll administration—while championing inclusive practices and ensuring legal compliance in a bootstrapped, venture-backed startup navigating rapid growth.
  • • You will lead cultural initiatives such as offsites, All Hands meetings, and recognition programs, using pulse survey data to continuously improve engagement and belonging, while modeling the company’s core principles of curiosity, ownership, and speed.
  • • You will develop and coach managers through structured enablement programs, equipping them to give effective feedback, conduct fair evaluations, and support team development—amplifying your impact through leadership multiplication.
  • • You will gain deep exposure to strategic HR operations in a mission-aligned tech company, building expertise in cross-border compliance, startup-scale People systems, and AI-augmented HR practices—positioning you as a versatile People leader ready for broader organizational impact.

🎯 Requirements

  • • 5+ years of progressive experience in People Operations, HR, or related roles, with proven ownership of end-to-end People functions in high-growth, early-stage startups (Series A/B preferred)
  • • Demonstrated expertise in compensation and benefits administration, payroll management, and HR compliance across U.S. and Canadian jurisdictions
  • • Strong track record in talent acquisition, including sourcing, interviewing, ATS management (e.g., Ashby, Rippling), and training hiring managers in equitable evaluation practices
  • • Experience designing and executing employee experience initiatives, performance management cycles, and manager enablement programs using data from pulse surveys and feedback loops
  • • Excellent communication, influence, and interpersonal skills, with the ability to handle confidential HR matters with discretion and build trust across all levels of the organization

🏖️ Benefits

  • • Competitive base salary range of $125,000–$150,000, reflecting experience and impact
  • • Opportunity to work remotely from anywhere in Canada (ET time zone) with optional hybrid access to the Toronto office at 325 Front St West
  • • Quarterly travel expectations (up to once per quarter) for team connection and offsites
  • • Access to a mission-driven culture grounded in principles like ‘We Over Me,’ ‘Drive to Outcomes,’ and ‘Own It,’ with a focus on reducing economic inequality through AI-powered workforce solutions
  • • Exposure to a bootstrapped, venture-backed SaaS/AI company backed by JP Morgan, with clear growth trajectory and cross-functional collaboration across Product, Engineering, Data, and Go-to-Market teams
  • • Commitment to equitable hiring practices, including AI-assisted screening that supports—never replaces—human judgment, and full accommodation for individuals with disabilities throughout the hiring process

Skills & Technologies

Remote
$125k-150k

Ready to Apply?

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FutureFit AI Inc. logo
FutureFit AI Inc.
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About FutureFit AI Inc.

FutureFit AI Inc. develops advanced AI-powered workforce technology designed to bridge the gap between talent, training, and employment. Their comprehensive platform, including the Pathways Platform and Career Copilot, serves governments, workforce development organizations, economic development agencies, and enterprises by providing intelligent solutions for career navigation, labor exchange, upskilling, and reskilling. By connecting job seekers to personalized career paths and employers to skilled talent, FutureFit AI supports adaptive and scalable workforce ecosystems, including virtual career centers. The company leverages powerful labor market data, compiling insights from 350 million talent profiles and 50 million job postings to deliver data-driven solutions that support over 100,000 users.

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