Enablement Project Manager

5 days ago

Canada, CA FlexPay Full time

Who We Are

FlexPay is the first to market and global leader in failed payment recovery. Our outstanding success is built upon a solid foundation of exceptional culture, adherence to our values, and an innovative AI-driven approach to solving this trillion-dollar problem. Our leading Payment Authorization Management solution helps subscription businesses accelerate revenue and profit growth by recovering failed payments, which is the single largest cause of customer churn.


We’re a maturing, institution-backed Fintech SaaS, solving one of the biggest problems faced by merchants. The veteran management team of serial entrepreneurs is supported by a board filled with industry leaders. Our ambition is to redefine payments and in doing so become more than just the next great unicorn, but to become a key element of the infrastructure that makes our world’s economy hum.


We’re a dynamic, welcoming company that strives to hire the best and brightest people. If you are looking for a place to invest your passion, then keep reading



What The Role Looks Like

The Enablement Project Manager is responsible for managing client and partner system integrations, overseeing platform configurations, and supporting sales and technical teams throughout the client onboarding process. This role ensures seamless integrations, adoption success, and continuous improvement of enablement processes.


A day in the life of this position includes:


  • Managing the full lifecycle of client and partner integrations from inception to go-live, with a focus on technical implementation and client success.
  • Planning, coordinating, and supervising integration tasks, ensuring on-time delivery and budget alignment.
  • Acting as the central driver for implementation projects, facilitating collaboration across technical, support, and client teams.
  • Tracking post-implementation success metrics, ensuring integrations drive value for clients and partners.
  • Identifying opportunities for automation and workflow improvements to optimize integration processes.
  • Configuring client accounts, platforms, and systems to meet integration and onboarding requirements, ensuring accuracy and readiness for go-live.
  • Creating and maintaining technical documentation, playbooks, and client-facing training materials.
  • Collaborating with stakeholders to define onboarding requirements, monitor project risks, and implement change management strategies.
  • Serving as a trusted advisor for Sales teams, assisting with pre-sales technical consultations and integration planning.
  • Proactively communicating project progress, risks, and solutions to clients and internal leadership.
  • Monitoring the overall performance of client CRMs and integrations, implementing quality assurance (QA) practices.


Who We’re Looking For

You are an experienced technical project manager that excels at driving cross-functional alignment, managing stakeholders, and identifying opportunities to streamline workflows through documentation, automation, and change management.


You are looking to join a team where you can be dedicated to the growth and development of an exciting new product and are the type of person who loves autonomy and freedom to manage your workload as you see fit.


What We’re Looking For

  • Bachelor’s degree in Project Management, Information Technology, Computer Science, or a related field (or equivalent experience).
  • 3-5 years of experience in project management, system integrations, or enablement roles.
  • Strong knowledge of CRM systems and integration processes (e.g., Salesforce, HubSpot).
  • Proficiency in project management tools (e.g., JIRA, Asana, Trello) and workflow automation solutions.
  • Experience in creating technical documentation and client-facing materials.
  • Demonstrated ability to lead complex integration projects from conception to completion.
  • Understanding of change management principles and best practices.
  • Strong analytical, problem-solving, and decision-making skills.
  • Proven ability to manage competing priorities, meet tight deadlines, and influence stakeholders.
  • Outside of the box thinking, someone who is not afraid to ask questions and look for new/different solutions.
  • Able to work standard Eastern hours.



What We Offer

We’re a quickly growing global company committed to building a team filled with diverse cultures, viewpoints, and experiences. As they say, variety is the spice of life. No matter how large we become, we will always be connected through our shared sense of community and slightly quirky personalities.


Our vibrant culture is filled with talented, creative, deeply curious, high achievers. We believe in and invest in our people because we know they are the secret to our success. We are happy to extend the following benefits to our employees:


  • Unlimited paid time off
  • 100% remote work
  • Flexible hours
  • Comprehensive health benefits package effective from day one
  • Support for continuous learning and development.



FlexPay is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, colour, religion, sex, sexual orientation, gender identity, national origin, disability or any other characteristic protected by law. Accommodation is available upon request for applicants with disabilities.

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