Job Description

About Stay22

At Stay22, we're revolutionizing how people convert online. Our AI-powered affiliate platform helps publishers, ticketing platforms, and content creators unlock new revenue streams while levelling up their audience's user experience. At Stay22, our partners don't just earn more, they deliver more. Join us and be part of something big that's shaking up the affiliate world.

Position overview

Our People team is the internal performance engine of Stay22 driving growth by:

Attracting and hiring world-class talent Accelerating individual and team performance Increasing execution speed across the company

At Stay22, we're building a company of A-players who move fast, care deeply, and expect a lot. We don't do HR for HR's sake. We build systems that unlock performance, coach leaders to be better every week, and create a culture where great people get to do the best work of their lives.


We're scaling fast and aiming for 100% YoY growth. The team is strong, the market is hot, and we're ready to level up across the board. This is the perfect time for a strategic People leader to shape how we attract, grow, and retain exceptional talent.

Key responsibilities

People Strategy & Organizational Design

Partner with leadership to design a future-proof organizational structure that aligns with company strategy Lead headcount planning, role clarity, and talent mapping processes Build out the people function team to be our internal engine
Talent Acquisition & Density

Oversee hiring from pipeline to offer: we want A-players only Help elevate our employer brand to attract the best in the market Scale hiring systems that ensure efficiency and quality-of-hire
Culture as a Competitive Advantage

Codify and operationalizeour 3 values into daily behaviours Lead initiatives that drive connection and recognition Help great people feel deeply supported and seen -- while pushing for high standards
People Infrastructure & Compliance (Without Bureaucracy)

Implement simple, scalable tools and workflows Maintain compliance with employment laws (QC, US as needed) Manage compensation, benefits, and rewards in ways that align with performance

Requirements

10 years of progressive People Ops leadership in fast-growing startups or tech Proven ability to build and scale People functions in organizations (we're looking for someone who has seen growth from ~50-200 employees) Strong systems thinker: you bring structure, clarity, and data to ambiguous challenges Builder's mindset: resourceful, proactive, and energized by zero-to-one problems Deep understanding of employee lifecycle and compliance A clear, confident communicator and high-integrity partner to leadership Bonus if you have legal experience evaluating contracts

What to Expect from our Hiring Process

We know your time's valuable, so here's the quick rundown of what to expect.

Screening call with our Talent Acquisition Partner (30-45 minutes) Interview with the Chief of Staff (30 minutes) Panel interview with the Operation Leadership (45 minutes) Final interview with our CEO (30 minutes) Offer & onboarding
Please note that this process is subject to change at any point, based on additional requirements from the team.

Why join Stay22?

Support Travel Creators:

Be part of a team that empowers travel creators to explore the world by increasing their passive income potential.

Empower Your Growth:

We hire champions and give them the opportunity to excel, skipping levels and honing their superpowers.

Lead with Impact:

We empower our team members to take charge and make a real impact in the Stay22 universe.

Location, Location, Location:

Enjoy our bright and vibrant office in the heart of Montreal's Plateau Mont-Royal, surrounded by the best shops and restaurants

Be Yourself:

Embrace a come-as-you-are dress code and a flexible work schedule.

Comprehensive Benefits:

We offer health & dental benefits, retirement plans, learning & development opportunities, and social & team-building activities, including exciting retreats.
(Stay22 is an equal-opportunity employer. All qualified applicants are given consideration. If you have a disability or particular need that requires accommodation, please contact us at careers at stay22.com)