Evening Java Developer Startup Jobs in Toronto, ON

The Role

Prospris Sun Life's digital front door for Canadians - startup velocity inside a Fortune 500.We'rerevolutionizing how Canadians access insurance and wealth solutions by building a platform that lets people buy products the way they want to: online in minutes orvirtually viaa team of trusted, licensed Advisors.

We'renot playing it safe.We'rebuilding with AI and creating omnichannel experiences - at the speed customers now expect.Youleadthe squad. Yourteam's success is your success.

As Engineering Manager,you'reaccountable for a single squad's delivery, people development, and execution quality. You balance hands-on technical contribution with people leadership. You translate product requirements into executable work, own sprint commitments, and ensure your squad is healthy, productive, and shipping at startup velocity.

You'reaccountable for how work gets done-sprint execution, code quality, team health, and delivery commitments.You'llleadthesquad, working closely with Product Directors to drive business outcomes.

What You'll Do

• Lead sprint execution and delivery commitmentswith full accountability

• Translate product requirementsinto clear, executable engineering work

• Directly manage developers-hiring,own their performance, growth, engagement, and career development

• Enforce engineering standards and code qualitywithin your squad

• Stay technically credible-you code when needed and lead technical discussions

• Build andmaintaina healthy squad culturealigned with Accelerator principles

• Remove blockers and manage dependencieswith other squads, enterprise teams, and vendors

• Own day-to-day delivery coordinationwith Product, Design, and other squads

• Balance technical debt with feature delivery-you make the trade-offs

• Operate with startup velocity-fast iterations, continuous deployment, data-driven decisions

What Success Looks Like

Your squad delivers predictably and at high velocity. Engineers are growing and engaged. Code quality is consistently high. The team collaborates well. Product and stakeholders trust yourcommitments.You'reshipping features that drive business outcomes-lead conversion, advisor productivity, straight-through processing rates.

Who You Are

• Experienced engineer ready to lead peopleor current EngineeringManagerfrom a product-focused tech company

• Startup mindset-you know how to ship fast and iterate based on data

• Comfortable balancing hands-on technical work with management

• Strong at sprint planning, estimation, and executionin an Agile environment

• Comfortablehaving tough conversationsabout performance, growth, and accountability

• Detail-oriented without losing sight of business outcomes

• Able to context-switchbetween code reviews, 1:1s, and stakeholder management

• Protective of your team's time and focuswhilemaintaininghigh throughput

What You Bring

• 7+ years of professional software engineering experience, including 2+ years in an Engineering Manager (or equivalent team leadership) role.

• Experience leading a single squad/team end-to-end (delivery, quality, reliability, and team health), with clear examples of outcomes.

• Hands-onexpertisewith Java, React (or other similar modern Javascript) and enterprise integrations. Experience with Salesforce is an asset.

• Demonstrated ability to run team-level execution rituals (planning, sprint/flow management, dependencies, release coordination) and improve delivery predictability.

• Experience hiring, onboarding, and developing engineers (coaching, feedback, performance conversations)

• Technical credibility to guide design and implementation: comfortable with architecture discussions, code/design reviews, and raising the engineering quality bar.

• Proven partnership with Product and Design to shape scope, manage trade-offs, and communicate progress/risks clearly.

Why This Role

• High-Impact Work: Build products that directly shape Sun Life's future, with your code reaching real users quickly

• Leadership Opportunity: Lead technical direction, mentor others, and shape the engineering culture of a growing team

• Autonomy and Ownership: Make decisions, drive solutions, and see the direct impact of your work

• Learn and Grow Fast: Exposure tonew technologies, business problems, and the full product lifecycle in a compressedtimeframe

• Collaborative, Innovative Culture: Work with passionate, talented people who move fast and support eachother.

• Flexible Workstyle: In office 2-3days per week, hybrid the rest of the week

What's in it for you?