Affinity Insurance Technology

Insurance

EngineeringManager

$113–113k Waterloo, Ontario, Canada FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“Engineering Manager at Affinity Insurance Technology. Skills: People leadership, team development, Delivery and execution, Technical and strategic leadership. Lead, coach, and develop a diverse team of engineers. Support career growth through regular feedback, mentoring, and development opportunities”

Industry & Context.

Insurance
Problems you'll solve

solving complex technical problems; problem-solving and organizational skills in complex, evolving environments

What They're Looking For.

Must Have

4+ years experience leading technology teams of 8+, with accountability for delivery, people development, and quality outcomes, Demonstrated success building and supporting high-performing teams in hybrid or distributed environments, Comfort working across a broad technology landscape, including modern web applications, APIs, backend systems, and legacy platforms, Practical experience with Agile and DevOps practices, such as continuous integration, automated testing, and iterative delivery, communication skills, with the ability to explain technical concepts clearly to both technical and non-technical audiences

Nice to Have

Experience delivering large-scale software initiatives and/or operating within enterprise-level Agile transformations, A continuous improvement mindset, with curiosity and openness to learning from both successes and challenges, problem-solving and organizational skills in complex, evolving environments

What You'll Do.

and develop a diverse team of engineers

Support career growth through regular feedback

and development opportunities

collaborative team dynamics

Partner closely with Product Owners

and Engineers to identify problems and deliver valuable

user‑focused solutions

Guide the delivery of new products

and technology upgrades using scalable and maintainable designs

Ensure the reliability

and security of critical applications

Monitor progress against commitments

proactively removing blockers and addressing risks

Communicate delivery status

and impacts clearly to senior stakeholders

Translate complex program requirements into clear

actionable technical direction

Ensure solutions align with enterprise architecture

and compliance standards

Influence technical decision‑making with internal and external partners

Collaborate across teams to improve processes

Stay informed of emerging technologies and policy changes that could affect platforms or delivery

How You'll Work.

Team & Collaboration

Partner closely with Product Owners, Architects, and Engineers; Build strong, collaborative team dynamics; Collaborate across teams to improve processes, tooling, and ways of working; Influence technical decision‑making with internal and external partners

Communication Scope

explain technical concepts clearly to both technical and non-technical audiences; Communicate delivery status, dependencies, and impacts clearly to senior stakeholders

Process & Methodology

Monitor progress against commitments, proactively removing blockers and addressing risks, Communicate delivery status, dependencies, and impacts clearly to senior stakeholders

Full Job Description

We are transforming how we build and deliver technology—and we’re looking for thoughtful, experienced leaders to help shape that journey. Our Affinity Insurance Technology team builds software that supports critical customer and employee experiences, used every day across the business. If you’re motivated by coaching others, solving complex technical problems, and delivering high‑quality, reliable systems at scale, this role offers the opportunity to make a meaningful impact while growing both people and platforms. As an Engineering Manager, you will lead one or more cross‑functional engineering squads and play a key role in translating business objectives into well‑designed, scalable technical solutions. You will create an environment where engineers can do their best work—through trust, clear direction, and continuous improvement—while ensuring delivery excellence, operational stability, and alignment with enterprise standards. **Position Responsibilities:** **People leadership and team development** * Lead, coach, and develop a diverse team of engineers, fostering psychological safety, engagement, and continuous learning. * Support career growth through regular feedback, mentoring, and development opportunities. * Build strong, collaborative team dynamics by aligning work to team strengths and capabilities. * Help attract, onboard, and retain talent as teams grow or evolve. **Delivery and execution** * Partner closely with Product Owners, Architects, and Engineers to identify problems and deliver valuable, user‑focused solutions. * Guide the delivery of new products, enhancements, and technology upgrades using scalable and maintainable designs. * Ensure the reliability, performance, and security of critical applications. * Monitor progress against commitments, proactively removing blockers and addressing risks. * Communicate delivery status, dependencies, and impacts clearly to senior stakeholders. **Technical and strategic leadership** * Translate complex progra

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