Job Description:

Insight Global is seeking a seasoned, certified Scrum Master to join our Digital Web Experience team, supporting agile delivery of enhancements within Contentful and related applications. This role sits within an accelerated delivery model and requires strong command of Agile (Scrum framework) and working knowledge of Agile Standards & Practices, PMLC, and SDLC.

You will coach teams, optimize delivery practices, and execute initiatives across digital customer experiences in a high-pressure, FinTech/Asset Management environment, ensuring outcomes are aligned to our Global Asset Management's strategic objectives.

Must Have:

• 7+ years in delivery roles, including 5+ years as a Scrum Master in complex digital environments; strong background in FinTech and Global Asset Management domains.
• Methodology Expertise: Proven capability operating across Agile (Scrum/Kanban); deep familiarity with Agile Standards & Practices, PMLC, and SDLC.
• Tools: Expert-level proficiency with Jira (SOR), Confluence, and working knowledge of Contentful and modern CI/CD practices is a plus.
• Delivery Excellence: Track record leading large, cross-functional teams to successful outcomes (scope, schedule, budget, quality).
• Communication & Influence: In-depth/expert verbal and written communication, analytical problem-solving, and influence skills; able to manage ambiguity and operate effectively in high-pressure environments.
• Domain Knowledge: Understanding of global asset management workflows (fund launches, distribution, digital client experiences), data governance, and regulatory considerations.
• Agile Certification (required): CSM®, PSM® or equivalent.
• GTA Location – reasonable distance to office

Nice to Have

• PMP®, SAFe®/SASM®, ICP-ACC, or equivalent advanced agile/PM designations.
• Fin Tech experience – strong asset
• Core Competencies
• Delivery Mindset: Bias to execution with strong ownership, urgency, and adaptability.
• Servant Leadership: Empathetic coaching style; able to unlock team performance through facilitation and trust.
• Data-Driven Decisions: Uses metrics (flow, quality, risk) to guide prioritization and trade-offs.
• Stakeholder Management: Strong relationship-building across Product, Operations, Risk/Compliance, and Vendor partners.
• Change Leadership: Comfortable challenging legacy processes and accelerating adoption of modern practices.