Payments Delivery Lead
Teachworks
Markham, ON, Canada
CAD 75k-90k / year
Job Description:
Payments Delivery Lead
Jonas Club
THE COMPANY
Jonas Club Software is an industry leading club-first management platform built exclusively for private and member-driven clubs and designed to be the single source of club truth. Used by thousands of clubs across five continents for more than 35 years, Jonas Club combines hospitality-grade performance with a global team of over 6,000 professionals focused on service, security and continuous improvement. It is engineered for hospitality operations, complies with SOC 2 and PCI requirements, and supports extensibility through APIs and partner integrations. Our unified, contextual activity timeline brings reservations, point-of-sale and food and beverage, billing and finance, events, member services and reporting into one secure platform that enables seamless interactions between members, staff and the broader club community.
Compensation & Role Details:
Expected Salary Range: The expected base salary range for this role is between $75,000 - $90,000 CAD depending on experience and qualifications
Role Type: New Role
AI Disclosure: AI may be used during the hiring process.
POSITION
The Payments Delivery Lead is responsible for ensuring Payments initiatives are executed, delivered, and stabilized successfully once work is committed. This role exists to protect customer trust, revenue integrity, and operational stability across Payments. It owns delivery outcomes in a space where failures are client‑visible, financially sensitive, and escalate quickly. This role owns execution, accountability, and recovery — stepping in wherever Payments work becomes stuck, risky, or escalated. The role acts as the single execution owner for Payments initiatives, coordinating across Engineering, Product, Operations, Finance, Support, Compliance, and external payment partners to ensure work ships, works in production, and is operationally adopted.
JOB RESPONSIBILITIES:
Own end‑to‑end execution of Payments initiatives from prioritization through delivery, stabilization, and adoption
Drive delivery plans, milestones, dependencies, and sequencing across teams
Actively unblock Engineering, Operations, Finance, and external partners to keep work moving
Escalate risks and trade‑offs early and force decisions when needed
Ensure Payments initiatives ship on time and meet defined outcomes
Ensure Payments workflows support real‑world operational, financial, and support processes
Identify edge cases, failure modes, dependencies, and integration risks early
Drive consistency and standardization across payment workflows
Reduce manual effort, operational friction, and downstream support issues
Serve as the primary point of ownership for Payments delivery across Product, Engineering, Finance, Operations, Support, and Commercial teams
Translate strategic priorities and financial insights into executable work
Drive alignment across teams with competing priorities
Hold teams accountable to commitments and outcomes
Act as the primary owner for customer escalations, taking direct control through to resolution
Support implementation of payments functionality
Monitor payment flows, transactions, and system performance
Assist with reconciliation, issue tracking, and operational processes
Identify and onboard beta customers for new payment features
Act as a primary point of contact for early adopters, guiding clients through setup, configuration, and best practices
JOB QUALIFICATIONS:
2–5+ years of experience in payments, SaaS, fintech, or operations/program management
Strong understanding of credit card processing, payment gateways, and banking integrations
Experience working with payment processors, acquiring banks, or fintech platforms
Strong project management and organizational skills
Excellent analytical, organizational, and communication skills
Ability to troubleshoot issues and drive solutions independently
Proven experience owning client‑visible issues through resolution
Demonstrated comfort operating under pressure with incomplete information
Strong track record of driving work across cross‑functional teams
Understanding of compliance frameworks (PCI-DSS, NACHA, card brand rules)
Business Unit:
Jonas ClubScheduled Weekly Hours:
37.5Number of Openings Available:
1Worker Type:
RegularMore About Jonas Software:
Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.
Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.
Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.
Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.
