Director, Strategy

Job Description:

Director, Strategy & Execution – CORA FinTech Portfolio

Jonas Software

Remote - Canada

About CORA Group

CORA Group (Collective Organization Redefining Advancement) operates as a portfolio within the Jonas Software Operating Group of Constellation Software Inc. (TSX: CSU), with a focus on growth through acquisition across diverse industries such as Collection & Recovery, Food Service, Construction, Wine/Retail, Moving & Storage, Loyalty, Legal, and Long-Term Care Pharmacy. Backed by Jonas and Constellation, CORA combines an entrepreneurial culture with financial discipline to deliver long-term value.

Position Overview

We are seeking a strategic leader to serve as the overall financial steward to the FinTech segment of the CORA portfolio, which currently includes portfolio companies operating on a global basis in the Loyalty and Collection & Recovery industries. This role goes beyond traditional financial planning and analysis: you will drive portfolio-wide strategy execution, support acquisition decisions, and shape long-term value creation across the segments of focus.

You will act as a trusted partner to senior portfolio leadership and business unit executives, ensuring that financial insights and strategies directly influence growth tactics, operational performance, and capital deployment. This is an opportunity for an analytical leader with an FP&A or operational background and a strategic mindset to take broader ownership of the FinTech portfolio's financial narrative, portfolio planning & execution management, and the M&A integration playbook. This role reports to Denis Brosnan, the CEO of the FinTech segment of the CORA portfolio.

Key Responsibilities:

Portfolio Strategy & Planning

• Guide portfolio-wide strategic planning, goal setting, and performance tracking.
• Consolidate business unit insights into a clear dashboard view for executive leadership.
• Provide financial and operational analysis to inform growth strategies, margin expansion, and capital deployment decisions.

M&A Integration

• Lead integration of newly acquired businesses, ensuring smooth transitions for employees, customers, and systems.
• Translate investment theses into measurable results across the portfolio.
• Build and refine the integration playbook for repeatable, scalable success.

Execution & Operational Excellence

• Establish best-in-class execution management processes across business units.
• Support development of scalable pricing models, incentive frameworks, and performance management systems.
• Coach portfolio company leadership teams to strengthen financial acumen, operational discipline, and execution rigor.

Qualifications

• University degree in a business, finance, economics or accounting-related field with an excellent academic record
• 8–10 years of experience in finance, consulting, corporate strategy, or technology with exposure to M&A and operational leadership.
• Professional designation (CPA, CFA, MBA, or equivalent) is an asset but not required.
• Strong analytical and problem-solving skills; proven ability to build financial models and translate data into actionable insights.
• Skilled at influencing senior executives, asking probing questions, and challenging the status quo with sound recommendations.
• Comfortable managing multiple priorities and deadlines in a fast-paced environment.
• Familiarity with the technology/software industry is an asset.
• Willingness to travel globally

Why CORA

Joining CORA means being at the center of a fast-growing, acquisition-driven portfolio with the resources of Jonas and Constellation Software behind you. This is a rare chance to operate as a strategic leader across diverse industries, while building the playbook for scalable, sustainable growth.

Business Unit:

CORA Corporate

Scheduled Weekly Hours:

37.5

Number of Openings Available:

1

Worker Type:

Regular

More About Jonas Software:

Jonas Software is the leading provider of enterprise management software solutions to the Country and Golf Clubs, Foodservice, Construction, Fitness & Sports, Attractions, Salon & Spa, Education, Radiology/Laboratory Information Systems, and Product Licensing industries. Within these vertical markets, Jonas is made up of over 65 distinct brands, which are respected and leaders within their own domain.

Jonas' vision is to be the branded global leader across the aforementioned vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of 'Software for Life' and as an ambassador for technology, product innovation, quality, and customer service.

Jonas Software is the valued technology partner of over 60,000 customers worldwide in more than 30 countries. Jonas employs over 2,000 skilled individuals consisting of a cross-section of industry experts and technology professionals. Jonas is headquartered in Canada and also operates offices throughout North America, the United Kingdom, Europe, Australia New Zealand and Africa. Jonas is a 100% owned subsidiary of Constellation Software Inc., headquartered in Toronto and traded on the S&P/TSX 60.