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Group Leader CEO

Job in Winnipeg, Manitoba, Canada
Listing for: EWS Group
Full Time position
Listed on 2026-03-13
Job specializations:
  • IT/Tech
    Data Science Manager
  • Management
    Data Science Manager
Job Description & How to Apply Below
Group Leader I CEO page is loaded## Group Leader I CEO locations:
Remote - Canada time type:
Full time posted on:
Posted 10 Days Agojob requisition :
R48684## ##

Job Description:

#
** Group Leader**#
** CORA Group - Jonas Software ()**#
** Remote Canada
**** About CORA Group
** CORA Group is an operating group of Jonas Software under Constellation Software Inc. (TSX:

CSU). We acquire, strengthen and grow vertical market software companies across a range of industry‑specific segments. Our “buy‑and‑hold forever” model delivers long‑term value, operational discipline, and entrepreneurial freedom.## ## Role Summary As Group Leader, you will oversee a portfolio of 5–7 business units within the CORA Group. Your mandate is to drive growth, operational excellence, and product innovation across your group.

You will coach Presidents (Business Unit Leaders), introduce best practices, and support diligence and integration for new acquisitions. You will also guide leaders in identifying practical AI/ML applications that strengthen product value or internal efficiency, ensuring AI use remains realistic and business‑driven.## ##

Key Responsibilities
** Strategic leadership across your group:
** define long‑term growth plans, operational KPIs, and innovation opportunities. Support AI adoption roadmaps where they clearly accelerate efficiency or customer value.
** Mentor business unit leaders and their teams:
** enable best practices, promote cross‑unit knowledge sharing, and foster a high‑performing culture. Provide light‑touch coaching on AI/automation opportunities and readiness.
** Ensure operational excellence:
** monitor and drive recurring revenue growth, profitability, churn/net retention, customer satisfaction, implementation velocity, and cost‑to‑serve.
** Lead acquisition integration:
** act as Integration Manager for newly acquired entities; oversee commercial, operational and back‑office assimilation into the CORA model. Highlight integration opportunities where AI/automation can streamline processes.
** Lead and support product innovation:
** help BU leaders evaluate enhancements to product strategy and customer experience. Where relevant, assess the feasibility of adding ML, predictive analytics, or generative AI features tied to customer value.
** Analyze vertical markets:
** deep‑dive into market dynamics, competitive landscape, win/loss reasons, pricing optimization and positioning.
** Cascade key metrics across business units:
** align targets with corporate goals and regularly review progress via weekly, monthly and quarterly reporting.
** Promote data‑driven decision making:
** lead financial reporting and forecasting, identify efficiencies, and challenge underperforming units. Encourage the use of analytics or automation tools that strengthen forecasting or reporting accuracy.
** Act as change agent:
** embed CORA/Jonas culture, promote innovation, and ensure that decentralization does not compromise discipline.## ##

Required Qualifications & Experience
• 10+ years of leadership experience in the software industry, ideally in vertical SaaS.
• Proven record of scaling multiple businesses — both organically and through M&A integration.
• Strong leadership and people development capability.
• Comfortable in a fast‑changing, decentralized environment with a bias for execution.
• Financial acumen with experience managing to P&L..
• Experience guiding teams in identifying or evaluating AI/automation opportunities is a strong asset (not a requirement).
• Outstanding communication and stakeholder management skills.
• Bachelor’s degree required; MBA or relevant graduate education preferred.## ## Desired Characteristics
• Curious and adaptive; proactive in learning emerging tools and frameworks.
Entrepreneurial, execution‑focused, and practical.
• Culturally aligned with CORA/Jonas.
• Appreciates the role of AI as an enabler, not a replacement for operational leadership.## ## Compensation & Benefits Competitive base salary + performance‑based bonus. Long‑term incentive opportunities reflecting Constellation’s philosophy. Flexible work options, comprehensive benefits, and strong career path opportunities.## Play a pivotal role in…
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