Vertical Market Software

Chief AI Officer - JD Group

📍 Location
toronto, on
⏰ Job Type
Full-time
📅 Posted
June 15, 2026

Job Description

Chief AI Officer (CAIO) Location: Remote (North America) — with periodic travel required for portfolio visits and acquisition diligence.

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 (e.g., Healthcare, LegalTech, Moving & Storage, Collections & Recovery, Food Service, Construction, Loyalty, and many more). Our “buy‑and‑hold forever” model delivers long‑term value, operational discipline, and entrepreneurial freedom. We operate with short decision lines, decentralized business unit leadership, and expect strong ownership of results.

Role Summary We are seeking a results‑driven Chief AI Officer (CAIO) to lead the full‑scale transformation of our business units from SLDC (Software‑Led Delivery Capability) to AI DLC (AI‑Driven Delivery Capability) by year‑end. This is not a strategy‑only role. We...

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