Senior Product Manager, Engagement & Gamification

Antler; Toronto; On-site; CAD 70,000 - 90,000; Full time

Job summary

A dynamic fintech startup in Toronto is seeking a motivated individual to enhance user experiences related to bill management. This role focuses on creating engaging and automated solutions that simplify users' financial lives. You will work on gamification mechanics to ensure daily interaction with the app is enjoyable and rewarding. The ideal candidate has experience building consumer products, strong analytical skills, and thrives in a fast-paced environment. Join us and help reshape how Canadians manage their finances.

Qualifications

• Experience with product design that users love to use daily.
• Strong interest in gamification mechanics and user engagement.
• Ability to create delightful user experiences.

Responsibilities

• Own the roadmap for user bill management experiences.
• Design automation-first experiences to simplify user interactions.
• Run experiments to enhance user engagement through gamification.

Skills

Experience building consumer-facing products

Engagement and gamification features

Creative thinking for delightful features

Analytical skills with SQL

Scrappy and outcome-focused

Job description

About Chexy

At Chexy, we’re reshaping the way money moves - making payments smarter, faster, and more rewarding.

We started by being the first in Canada to let people pay their biggest and most painful bills with credit cards and earn rewards on money they had to spend anyway. Now, we’re on a much bigger mission: to build a super app that acts as your co-pilot for all your money - helping you get more value from every dollar you spend.

As a high-growth fintech startup, we’re at the forefront of payments innovation, and we’re looking for ambitious people to help us scale. If you thrive in a fast-moving, high-energy environment and want to be part of something big, we’d love to work with you.

About the role

This role sits at the heart of Chexy’s vision to become the centre of our users’ spending lives. You’ll build an experience that organizes and automates everyday bills - all while creating moments of delight, motivation, and learning.

What you’ll do

This role has two equally important parts:

1. Help users stay on top of their money

• Own the roadmap for how users discover, organize, and stay on top of their bills across Chexy
• Design automation-first experiences that help users move from manual setup to a “set-it-and-forget-it” experience
• Identify moments of friction, anxiety, or uncertainty in the bill-payment journey and redesign them to feel human

2. Make the experience delightful

• Layer in gamification mechanics through progress tracking, milestones, and celebrations
• Run experiments to drive confidence, habit formation, and long-term engagement

Across both areas, you’ll:

• Define success metrics and use data to guide prioritization and iteration
• Partner closely with Design to maintain a high bar for taste and delight
• Work cross-functionally with Engineering, Marketing, and Operations

What we're looking for

• Experience building consumer-facing products real people love to use every day
• Strong background or interest in engagement and gamification features (e.g., streaks, in-app currency, milestone celebrations, rewards)
• Ability to think creatively about how to make features delightful and fun for users
• ‘Builder’ type experience at a prior startup, or 0-1 product experience
• Comfort working in a high degree of ambiguity
• Excellent analytical skills with the ability to pull data yourself using SQL, interpret it, and make data-driven decisions
• Scrappy (execution and outcome-focused), curious, and teachable

What success looks like

• Chexy becomes an app people check every day, not just when they need to pay a bill
• Users walk away feeling more informed and in control, with small insights that compound over time
• Paying bills no longer feels like a chore; it feels surprisingly satisfying and even fun
• Chexy earns a place in users’ daily routines as a trusted, rewarding part of their financial life

Why this role is special

• You’re building a category-defining product, not just copying a competitor’s roadmap
• You’ll help create a product that can improve the quality of life for every single Canadian
• You’ll have meaningful ownership over a core pillar of Chexy’s long-term vision