Job Description

Director, Services - Driving Transformation in Insurance Technology

Location: Remote Canada

Role Overview

At Majesco, transformation isn't theory - it's execution.

We partner with the world's leading insurers to modernize legacy systems, digitize operations, and bring new products to market faster. As Director, Services, you will lead the execution of complex, multi-million-dollar SaaS programs that redefine how insurance technology is delivered and sustained.

This is a hands-on, execution-first leadership role for a senior delivery leader who thrives in complexity. You will stay close to plans, teams, risks, and outcomes - stepping in early, making decisions, and ensuring delivery excellence from kickoff through production stability.

You are accountable not just for delivery, but for results: timelines, margins, quality, production stability, and client confidence.

Preference: Strong expertise in Life, Health, and Annuity insurance is ideal, particularly across individual or group Life, Health, Annuity, or Group Benefits platforms, though senior leaders with large-scale insurance technology delivery experience are encouraged to apply.

Key Responsibilities

This role exists to drive outcomes, not activity. The responsibilities below reflect where you will personally lead, intervene, and own results.
• Own end-to-end execution of a portfolio of complex, concurrent SaaS delivery programs, ensuring commitments on timeline, quality, scope, and margin are met.
• Lead from the front - staying deeply engaged in plans, estimates, risks, dependencies, and delivery details, intervening early when outcomes drift.
• Drive delivery through measurable business outcomes, holding teams accountable for results rather than process adherence alone.
• Take decisive ownership during high-pressure delivery moments, providing clarity, direction, and resolution rather than escalation loops.
• Anticipate delivery, financial, and stakeholder risks through experience, data, and pattern recognition - acting before issues impact clients or results.
• Own production readiness, go-live quality, and post-go-live stability, ensuring strong operational outcomes and sustained client confidence.
• Accelerate delivery performance through effective use of tooling, automation, and emerging AI capabilities across planning, execution, and reporting.
• Partner directly with client executives and steering committees to align technology delivery with business strategy and value realization.
• Oversee financial governance, forecasting, and profitability across programs, using systems such as NetSuite to ensure transparency and control.
• Build strong, accountable delivery leaders by coaching project managers and program leads to operate with ownership, discipline, and clarity.

What Success Looks Like

In the first 6 -12 months, success in this role means:
• Programs consistently deliver on committed timelines, margins, and quality benchmarks.
• Escalations decrease due to early risk identification and decisive intervention.
• Production stability and post-go-live confidence improve across client programs.
• Project leaders operate with clear ownership, strong judgment, and accountability.

What You Bring

10 plus years of senior leadership experience delivering enterprise software or SaaS solutions for insurance or financial services organizations.

Proven success leading large-scale transformation programs ($5M-$20M plus) across multi-disciplinary, multi-vendor teams.

Deep understanding of Life, Health, and Annuity insurance operations, including policy administration, billing, claims, enrollment, or group benefits platforms.

Strong command of delivery governance, risk management, and financial control.

Hands-on experience with Agile delivery models, NetSuite, Jira, and modern delivery toolchains.

Executive presence with the ability to operate comfortably in both boardroom discussions and delivery execution forums.

Bachelor's degree required; PMP, LOMA, FLMI, or Scrum Master certification preferred.

Why Majesco

Majesco powers the future of insurance.

We bring together domain expertise, modern SaaS platforms, and delivery excellence to help insurers compete and grow in a digital-first world.

In this role, you will:
• Lead transformation programs that directly shape how leading insurers operate.
• Work with global teams delivering next-generation SaaS and cloud platforms.
• Operate with autonomy in a remote-first culture built on accountability and trust.
• Influence how insurance technology delivery is executed, scaled, and sustained.

This is not a "keep the trains running" role.

It is a hands-on transformation leadership seat for someone ready to execute, influence, and deliver at scale.

Majesco - Where Insurance Technology Leaders Build What's Next.

As a member of a rapidly growing and dynamic organization, the successful candidate must be flexible and willing to take on new tasks and responsibilities as business needs evolve. The company reserves the right to vary, change, or update job duties and responsibilities based on business requirements. This role may require shifting priorities, learning new technologies, and contributing to projects outside of the initial scope.