Senior Product Manager

This position is open only to candidates currently based in Canada, who have valid authorization to work in Canada. Candidates based in Toronto are highly preferred.

About the Role

We are hiring a Senior Product Manager to own the front half of the delivery process: to make sure work starts with a business goal and a validated problem, not with a design, and that by the time something reaches engineering it is shaped, sequenced, and feasible.

Project

FinTech product built for the restaurant and hospitality space. We integrate with POS and scheduling systems and sit on top of the money flows those systems generate.

We grew fast in startup mode, and it worked as we have a live product, real customers, and real revenue. What we don't yet have is a delivery process that matches the size of what we're building.

Required Hard Skills

• 5+ years in product management, including at least one product with real technical complexity behind it.
• Prior FinTech experience (payments, payouts, reconciliation, lending, banking, or embedded finance), or direct restaurant/hospitality tech experience (POS, scheduling, workforce management, delivery platforms).
• Demonstrable experience introducing or substantially reshaping a delivery process in a company that had outgrown ad-hoc ways of working. We will ask you to walk us through exactly what you changed, what resistance you hit, and what it measurably improved.
• Strong requirements practice: you can write and review PRDs, user stories, acceptance criteria, and flow documentation, and you know when to hand that off versus do it yourself.
• Experience working with third-party APIs or platform integrations, including the messy parts: partner limitations, versioning, data reconciliation, error handling, validation layer.
• Strong BA skills to act as an owner of the product requirements, including describing and maintaining the product backlog
• Strong product toolkit. We value strong processes over proficiency with any specific tool, but expect broad hands-on experience across modern product and AI tools, with the ability to select and adapt the right toolkit for the job.

Required Soft Skills

• Comfort working alongside engineers on architecture and technical debt conversations with enough depth to understand the trade-offs, ask sharp questions, and be trusted in the room.
• Ability to hold a position with a founder-CEO. You'll be asked to change how initiatives currently start, which means disagreeing productively and often.

Nice to Have

• Hands-on familiarity with specific POS or scheduling platforms (Toast, Square, Lightspeed, 7shifts, Deputy, or similar).
• Experience with a product that had to earn back reliability and trust after a fast-growth phase.
• Track record building product analytics from a low baseline with instrumentation, funnels, defining the metrics that matter.
• Comfort with BPMN or similar process modeling.
• Multi-tenant SaaS or B2B2C experience. *

Key Responsibilities

1. Shape the delivery process end-to-end:
2. Introduce and implement a discovery-to-delivery flow

• Establish where design, engineering, and BA input enter the process, and make technical feasibility a first-class input.

• Define the artifacts and quality bar for each stage of the delivery process.

1. Get the backlog shaped:

• Break large ambiguous initiatives into slices that can be estimated, built, and released independently.

• Own the roadmap and its sequencing, and keep it honest about capacity and dependencies.

1. Balance new value against the debt

• Build a shared, evidence-based view of where technical debt is costing us delivery speed, reliability, or the ability to ship what's next.

1. Own the integration and domain surface

• Own the product side of our POS and scheduling integrations

• Translate FinTech constraints such as payments, reconciliation, settlement, data handling, compliance into requirements engineering can build against.

• Bring the operational reality of restaurants into product decisions: shift patterns, staff turnover, tips and payouts, peak-hour behavior, tax background, low tolerance for anything that slows down service.

Who this position is not for
This is a build-the-process role, not a run-the-process role. If you need an established framework to operate inside, this will frustrate you. If you've stabilized delivery in a company that outgrew its early habits, you'll recognize the work immediately.

Things you should know before applying:

• The process is genuinely not there yet. You are building it, largely alone, while shipping.
• There is real technical debt. Some of what you want to do will be slower than it should be, and part of your job is making that visible and getting it funded.
• Initiatives currently start closer to solution than problem, and changing that means changing habits at the top of the company. We know this and we're hiring for it - but it will take persistence.

Recruitment Process

• Introductory Call (45 min).
• HR Interview (1 hr).
• Technical Interview (1 hr).
• Founder/Client meeting.

We are looking for people who are motivated to learn, take ownership, and grow together with us.

Sound like the right fit? Apply now - let's talk!