About Chexy At Chexy, we're building contemporary financial tools for Canadians, starting with their largest expenses. We turned rent, mortgages, tuition, insurance and other big bills into opportunities to earn rewards, improve cash flow and get more from money they already have to spend.
We're the first platform in Canada that lets people pay nearly any bill with a credit card while unlocking cashback, points and financial flexibility. Billions in payments move through Chexy, our customer base is growing fast, and we've just relaunched the brand. Over the next 12 months we launch several new products, starting with our first credit card in Q1 2027.
We're backed by Khosla Ventures, Crossbeam Venture Partners and Venrex, and we partner with Aeroplan and other leading Canadian financial and telecom brands.
About the role Chexy is hiring a
Senior Manager, Lifecycle Marketing to own every message that leaves the app and the numbers behind them. You report to the CMO and own lifecycle end to end: the sequences that bring non-activators back, engagement around each monthly payment, retention and churn saves, and, for every new line we launch, marketing it to our existing base and the upsell number that comes with it, starting with our first credit card in Q1 2027.
Launches to the base are yours. For each new product you decide who gets it first, the offer, the waitlist and early-access sequence, launch day, the 90-day follow-up, and the cross-sell journeys that run after. You feed positioning with what you know about the base; the CMO owns the positioning itself.
You run on agents. Segmentation, journey builds, copy variants, send-time optimization and reporting are done by agents you build and supervise. Your job is deciding what we say, to whom, when, and what it's worth.
We care about taste, speed and results .
What you'll own Activation recovery
Day 1 to day 30 sequences for people who signed up and haven't paid a bill yet: triggered by drop-off step,
segmented by bill type and customer segment, with offer and timing tests running continuously
Win-back offers and their economics, with a budget line agreed with finance
Engagement and retention The monthly rhythm: reminders, confirmations, rewards moments and what sits around each payment
Churn risk and saves: who is at risk, why, and what brings them back
Upsell
Cross-sell into premium tiers and new products, and the upsell number for each The cross-sell journeys that run after every launch: who, when, what offer
Launches to the base For every new line, the existing-customer go-to-market: who gets it first, the offer, the waitlist and early-access sequence, launch day, the 90-day follow-up The upsell number for each launch, starting with our first credit card in Q1 2027
Input to positioning from what you know about the base: which segment bites, what objection shows up in support
Channels, cadence and caps
Push, email, SMS and in-app: what goes where, how often, and the caps across channels so nobody gets four nudges in a day The notification taxonomy with product (transactional, behavioural, promotional), opt-in strategy, deliverability
Opt-out and uninstall rates, reviewed weekly
Measurement
Holdouts on every major program: incremental impact, not open rates The weekly lifecycle read to the CMO
Your agents
Segmentation and audience builds, journey builds, copy variants, send-time optimization, fatigue flags, reporting
Compliance
CASL consent and unsubscribe handling, claims review, Québec French where it applies. Agents check first, humans sign off
What success looks like Twelve months in:
Thirty-day activation is up, with holdouts proving your sequences did it
Every new line has launched to the base with a plan, an offer and an upsell number, and hit it or taught us why not
Cross-sell into premium tiers and the card runs on journeys, not one-off blasts, and converts at the rate the plan assumes
Churn saves have a measured impact, and the at-risk model is yours The credit card launch reaches
📌 Senior Manager, Lifecycle Marketing (Toronto)
🏢 Chexy
📍 Toronto