Full-Time

AI Product Owner

CSIPay

Updated on 9/12/2026

Jonas Software

Jonas Software

1,001-5,000 employees

Long-term ownership of vertical software

Compensation Overview

CA$85k - CA$90k/yr

Toronto, ON, Canada

Hybrid

Hybrid role in Toronto; travel throughout the US and Canada may be required for partner meetings.

Bachelor's

Category
Product (1)
Required Skills
Microsoft Azure
Agile
Webhooks
JIRA
REST APIs

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Requirements
  • At least 3 years of experience as a Product Owner, Technical Product Manager, or equivalent, owning a backlog and delivering software with an Agile engineering team.
  • Proven payments experience operating on, building, or maintaining payment systems across card and Automated Clearing House rails, ideally for United States payments.
  • Proven partner-facing or customer-facing experience, including leading commercial and technical conversations and building trust with external stakeholders.
  • Strong requirements skills, including translating ambiguous needs into clear user stories, acceptance criteria, and engineering-ready specifications using artificial intelligence.
  • Demonstrated ability to work closely with Engineering day to day, prioritizing and sequencing work to ship customer needs.
  • Hands-on use of artificial intelligence tools across discovery, requirements, prototyping, testing, and documentation, with a track record of using artificial intelligence to improve quality and speed.
  • Willingness and ability to travel for partner meetings.
Responsibilities
  • Serve as the primary day-to-day product point of contact for an assigned book of partners, spending more than 30% of the time in direct commercial and technical conversations with them.
  • Embed early in the lifecycle to uncover partner problems, workflows, and integration constraints, capturing requirements at the source.
  • Travel to partner sites for discovery sessions, working sessions, pilots, and cutover support as needed.
  • Act as the voice of the partner inside Constellation Payment Processing, ensuring partner priorities are represented in backlog and delivery decisions.
  • Own, groom, and prioritize the product backlog for the partner-facing scope, balancing partner urgency, migration commitments, and technical dependencies.
  • Write clear, testable user stories, acceptance criteria, and specifications, and make timely accept-or-reject decisions on delivered work.
  • Lead backlog refinement, sprint planning, and daily collaboration with Engineering, keeping the team unblocked and focused on the highest-value outcomes.
  • Work with Engineering to get the exact items partners need into production, sequencing work so commitments are met without compromising quality.
  • Apply the company's Artificial Intelligence-Driven Development Lifecycle across discovery, requirements capture, story and specification generation, test-case creation, and documentation.
  • Champion an artificial-intelligence-first mindset within the delivery team and find ways artificial intelligence can improve product quality and shorten time to market.
  • Prototype and validate concepts rapidly with artificial-intelligence tooling to de-risk decisions before committing engineering effort.
  • Translate partner needs into precise, engineering-ready requirements, including application programming interface behavior, field-level mapping, data migration rules, and edge cases.
  • Maintain traceability from partner request through specification, delivery, and acceptance.
  • Partner with Engineering and Research and Development to pressure-test feasibility and define pragmatic, scalable solutions on CSIPay.
  • Coordinate pilots, user acceptance testing, rollout, and cutover activities directly with partners, including migration waves from Payrix to CSIPay.
  • Own launch readiness for the scope, including test validation, rollback expectations, and go/no-go criteria, and drive post-launch iteration based on partner feedback.
  • Provide clear status to partners and internal stakeholders, including transparent reporting of risks and misses.
  • Align stakeholders across Product, Engineering, Commercial, Risk, and Partner Success, communicating trade-offs, decisions, and delivery timelines.
  • Keep partners informed with structured updates and leadership informed with concise reporting on delivery progress against partner and migration commitments.
Desired Qualifications
  • Experience at a Payment Facilitator, payment gateway, or independent software vendor-first platform.
  • Payments domain knowledge including the Payment Facilitator model, merchant onboarding, Know Your Customer and Know Your Business, tokenization, routing, settlement and payouts, chargebacks, and interchange.
  • Technical proficiency with application programming interfaces, software development kits, webhooks, event schemas, and integration patterns, with the ability to read API documentation.
  • Experience supporting platform migrations or large-scale data migrations.
  • Familiarity with Agile delivery tooling such as Jira or Azure DevOps and with product analytics.

Jonas Software manages a decentralized portfolio of over 160 independent software companies across 40 different industries. The company operates by acquiring niche software businesses and providing them with financial security and strategic guidance while allowing them to keep their original branding and management teams. Unlike competitors that often restructure or resell their acquisitions, Jonas uses a "buy-and-hold-forever" strategy to ensure long-term stability for its brands. Its goal is to foster growth within specific vertical markets by maintaining a permanent home for specialized software businesses.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Toronto, Canada

Founded

1990

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Simplify Jobs

Simplify's Take

What believers are saying

  • 2026 brought Delineate, Magnusmode, and Finastra's banking assets into Jonas.
  • Jonas said 2025 mid-year review added 10 acquisitions and expanded nine verticals.
  • Aava Software joined Jonas Europe in August 2025, deepening ERP and MES exposure.

What critics are saying

  • If Constellation's acquisition machine stalls in 2026-2027, Jonas becomes a low-growth holdco.
  • Adheris Health's 2025 ANZ sale shows sellers can reprice or delay Jonas transactions.
  • Decentralized brands invite duplicated roadmaps, uneven execution, and margin leakage across 200+ brands.

What makes Jonas Software unique

  • Since 2003, Jonas has never sold an acquired company, signaling permanent ownership.
  • Jonas runs 200+ independently managed software brands across 40+ vertical markets.
  • Vesta, CORA, and Vertus keep local brands, teams, and customer relationships intact.

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Benefits

Remote Work Options

Flexible Work Hours

Company News

Jonas Software
Aug 22nd, 2025
Jonas Europe Acquires Aava Software

Jonas Europe has acquired Aava Ohjelmistot Oy, a leading developer of ERP and MES solutions for manufacturing and logistics. Aava Software, known for its low-code platform, aims to enhance its growth by leveraging Jonas's sales and marketing expertise. This acquisition marks a new phase for Aava, with plans to expand as a major ERP and MES provider.

Jonas Software
Jul 30th, 2025
Jonas Software ANZ Acquires RxOne

Jonas Software ANZ has acquired RxOne, a key provider of pharmacy management software in New Zealand. This acquisition enhances Jonas's presence in the pharmacy and healthcare technology sector. RxOne will continue to operate independently, maintaining its team and focus on innovation and customer service. Jeff McKee, CEO of Jonas Software ANZ, expressed excitement about supporting RxOne's growth, while RxOne's founder, Margie Peat, highlighted the benefits of joining Jonas.

Jonas Software
Jul 28th, 2025
Jonas Software ANZ Acquires MedAdvisor Solutions' ANZ Business

Jonas Software ANZ acquires MedAdvisor Solutions' ANZ business.

Jonas Software
May 1st, 2025
Jonas Europe Acquires Wheatley Software Solutions | Jonas Software UK & Europe

Wallingford, Oxfordshire, April 28th, 2025 – Jonas Europe (“Jonas”) is pleased to announce the acquisition of Wheatley Software Solutions.

Jonas Software
Dec 19th, 2024
Jonas Software Announces Acquisition of OnTap Data

Brisbane, Australia, December 19, 2024 - Jonas Software ANZ ("Jonas") proudly announces its acquisition of OnTap Data Australia, a leading provider of data analytics and insights solutions tailored for the liquor, hospitality, and retail sectors.