Full-Time

AI Transformation Lead

Posted on 12/13/2025

Jonas Software

Jonas Software

1,001-5,000 employees

Long-term ownership of vertical software

No salary listed

Markham, ON, Canada

In Person

Category
Business & Strategy (2)
,
Required Skills
Machine Learning
Requirements
  • This is a job for someone with a bias for action.
  • Proven track record of identifying and implementing AI/ML solutions that delivered tangible business value (e.g., revenue growth, cost reduction, efficiency improvement).
  • Strong understanding of AI/ML concepts, algorithms, tools, data architecture, and implementation lifecycles.
  • Exceptional communication, presentation, and influencing skills, with the ability to explain complex technical concepts to non-technical audiences.
  • Demonstrated ability to analyze business processes, identify opportunities for technological enhancement, and think strategically.
  • Experience managing complex projects and cross-functional teams.
  • Ability to operate effectively in a dynamic, results-oriented environment.
Responsibilities
  • Collaborate with Executive and Business Unit leadership to understand business strategies, operational challenges, and identify relevant AI use cases.
  • Develop tailored AI roadmaps for portfolio companies, prioritizing initiatives based on potential ROI and feasibility.
  • Educate portfolio company executives and operational leaders to uncover practical applications of AI/ML within their specific business contexts.
  • Define learning paths to accelerate the upskilling and adoption of AI across business units of various sizes, maturity, and industry.
  • Facilitate workshops, presentations, and hands-on sprints to build AI literacy and foster a data-driven culture.
  • Define project scope, objectives, key performance indicators (KPIs), and resource requirements for AI initiatives.
  • Assist portfolio companies in selecting appropriate AI tools, platforms, and potential third-party vendors.
  • Provide oversight and guidance throughout the project lifecycle, ensuring alignment with business goals and successful implementation.
  • Develop case studies and best practices based on successful AI implementations within the portfolio.
  • Foster a community of practice, enabling knowledge sharing and collaboration on AI initiatives across portfolio companies.
  • Identify, evaluate, negotiate, and manage relationships with AI technology vendors and implementation partners as needed.
Desired Qualifications
  • An advanced degree (Master of Science, Doctor of Philosophy, or Master of Business Administration) in Computer Science, Data Science, Engineering, Statistics, Business Analytics, or a related field is nice to have.
  • Experience as a technical founder, solutions architect, or technical operator is a strong plus.

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

Simplify Jobs

Simplify's Take

What believers are saying

  • Acquired Aava Software in 2025 to expand ERP and MES in manufacturing.
  • Grew to 200+ companies by 2025 through accelerated acquisitions like Wheatley and OnTap Data.
  • Parent Constellation Software offers $5B revenue and 30,000 employees for global scale.

What critics are saying

  • EU regulators force Constellation divestiture of Jonas in 12-24 months over antitrust.
  • Sage Group erodes 15-20% UK market share from Wheatley and Rock Solid by Q1 2026.
  • Vicinity Software captures 30% ANZ winery market from Ezy Systems in 6-12 months.

What makes Jonas Software unique

  • Jonas Software maintains decentralized portfolio of 200+ autonomous VMS companies across 40+ verticals.
  • Buy-and-hold-forever strategy ensures no resales since 2003 acquisitions.
  • Provides financial security and strategic guidance while preserving brands and management.

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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 - Jonas Software

OnTap Data is a leading provider of data analytics and insights solutions tailored for the liquor, hospitality, and retail sectors.

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