Title: Sr. Product Manager

Location: Hybrid (Toronto or NYC)

Reporting Structure: CTO

Company Description:

We are an early-stage HR tech company on a mission to reimagine the employee lifecycle — from onboarding to offboarding and everything in between. With 20 customers and a clear path to $2M in ARR by end of year, we're building a platform that helps companies stay meaningfully engaged with their workforce and alumni network. We're integrating with key channel partners like ADP and expanding our self-serve product offering, and we need a strong product leader to help us get there.

Quick facts:

• $7M Raised 
• Founded in 2016
• 15-20 Employees
• Offices in NYC and Toronto

Responsibilities

• Define and drive the product roadmap with a clear, defensible vision — balancing short-term execution with long-term strategy
• Lead the design and development of our offboarding product, including checklists, W-2 workflows, and the full post-departure experience
• Architect the segmentation and engagement flows for our alumni platform
• Drive the buildout of our self-serve product experience
• Evolve our product operations from Gdrive-based tracking to a more scalable, structured process
• Engage confidently at the executive level — presenting product strategy, pushing back when needed, and earning trust as a thought partner to leadership
• Partner closely with channel integrations including ADP and others as we expand our ecosystem
• Potentially manage one direct report as the most senior PM on the team

Is this you?

• You have 5+ years of product management experience, with meaningful time in HR tech
• You've been a founding or early-stage PM before — you know what it means to build with no playbook
• You are a natural gatekeeper — you have a clear product vision and aren't afraid to push back, defend prioritization decisions, and say no when it counts
• You can synthesize complex information quickly and communicate it clearly to both technical and non-technical audiences
• You are deeply data-driven — you let metrics guide your decisions and know which KPIs actually matter
• You are highly autonomous, organized, and adaptable — a true Swiss army knife who can context-switch without dropping the ball
• You are startup-ready and thrive in fast-moving, scrappy environments where the tools are lean and the pace is high
• You are comfortable with or can quickly ramp on: Linear, Notion, HubSpot, Google Drive, Claude, AWS

#Perks

• Ground-floor opportunity to shape product at a company with real traction and clear momentum
• Direct access and influence with founders and executive leadership
• Meaningful equity at an early stage with significant upside
• Hybrid flexibility — work from home the majority of the time with light in-office collaboration
• A mission that actually matters — helping companies treat their people better, even on the way out
• Tools you'll actually enjoy using: Linear, Notion, Claude, and more