Technical Delivery Lead

Title: Technical Delivery Lead_.Net and Windows Server

Location: Hybrid, 2 day in office-Toronto, ON

Duration: 6 months with extension up to 3 years contract

Compensation: $80-$90/hour

Start Date: ASAP

Key Responsibilities:

• Lead the technical delivery of projects from initiation through deployment focusing on scope, scheduling, and execution.


• Manage cross-functional teams, including offshore developers, MSP partners, and internal stakeholders.


• Coordinate the integration of third-party vendor platforms (e.g., DNM, Taner) into existing systems.


• Oversee submission intake modernization initiatives, including AI-enhanced email processing and automation workflows.


• Develop, maintain, and communicate project plans and timelines.


• Act as a technical point of contact ensuring developers are aligned and delivery remains on track.


• Collaborate with Product Owners, Scrum Masters, and other project leads to align on priorities.


• Facilitate checkpoints and delivery reviews as part of the automation lifecycle.


• Provide light project management and scheduling, particularly for smaller projects within the tech portfolio.


• Drive technical decision-making and delivery timelines, rather than core PM tasks.

Must-Have Qualifications:

• 8 10 years of experience in software development, architecture, or technical delivery roles.


• Prior hands-on experience as a developer or technical architect, with project management experience


• Proven experience leading technical projects and delivery notably with MS technologies (.NET, Windows Server).


• Experience working with vendor platform integrations.


• Familiarity with technical coordination and scheduling in Agile or hybrid environments.


• Ability to manage multiple initiatives, offshore teams, and external vendors.


• Strong understanding of submission intake processes or other entrance-heavy workflows.


• Excellent communication, coordination, and leadership skills.

Nice-to-Have Qualifications:

• Insurance industry experience, particularly in commercial underwriting or operations.


• Exposure to AI-enabled automation workflows.


• Experience with name clearance systems or terminology.


• Background in Scrum Master or Agile Delivery roles.


• PMP or Agile certification is a plus but not required.


• Experience managing mixed vendor/client project teams (MSPs).


• Prior experience transitioning from a Tech Lead to a Management role.