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. 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.” Committed to technology, product innovation, quality, and exceptional customer service. Supports over 60,000 customers in more than 30 countries. Employs over 6,000 skilled professionals, including industry experts and technology specialists. Headquartered in Canada with a global footprint and offices around the world. 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.

Chief AI Officer

Artificial IntelligenceArtificial IntelligenceFull TimeRemoteTeam 1,001-5,000H1B No SponsorCompany SiteLinkedIn

Location

United States

Posted

9 days ago

Salary

Not specified

English

Job Description

• Lead the full-scale transformation of business units from SLDC to AI DLC by year-end. • Architect and deploy a scalable AI operating model across all business units. • Embed AI into core workflows: delivery, operations, client lifecycle, and decision-making. • Drive quantifiable gains in margin, productivity, quality, and speed. • Institutionalize AI as a core enterprise capability — not a side initiative. • Own roadmap, execution, adoption, governance, margin expansion and performance.

Job Requirements

  • Proven track record leading enterprise AI transformation at scale.
  • Experience operationalizing AI in production environments across multiple business units.
  • Demonstrated P&L impact from AI implementation.
  • Experience in SaaS, VMS, workforce tech, or complex enterprise platforms strongly preferred.
  • Ability to operate at both board-level strategy and hands-on execution depth.
  • Strong change leadership across cross-functional teams.

Benefits

  • Competitive base salary + performance-based bonus tied to group and strategic outcomes.
  • Long-term incentive opportunities reflecting Constellation’s “buy-and-hold” philosophy.
  • Flexible work options.
  • Comprehensive benefits.
  • Professional development support.
  • Strong career path within Jonas/CORA/Constellation — with lateral and upward opportunities across a portfolio of software companies.

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