Prospr is Sun Life's digital front door for Canadians — startup velocity inside a Fortune 500. We're revolutionizing how Canadians access insurance and wealth solutions by building a platform that lets people buy products the way they want to:  online in minutes or virtually via a team of trusted, licensed Advisors.   

We move fast. We test ideas in production. We use AI to cut friction and ship the experience customers expect. 

The Role 

You are the fixer. The unblocker. The engineer people pull in when things get messy. 

As Staff Engineer on Prospr you take on the hardest problems and get them shipped. You turn fuzzy ideas into working software. You bridge architecture and production. You set the bar for quality and pace across squads by prototyping fast, diagnosing incidents, managing technical debt and making tough calls. 

What You'll Do 

• Ship fast with guardrails that keep quality high, tech debt low, and systems up 

• Design the path for big bets and land them in production 

• Advise Engineering and Product leaders with options trade-offs and recommendations 

• Collaborate with Architects—make sure designs actually work in production, not just on whiteboards 

• Rapid prototyping—validate approaches before squads commit sprint cycles 

• Coach senior engineers and raise the bar across the team 

• Unblock squads—when they're stuck on hard problems (security, integrations, performance, architecture) 

• Influence technical direction to cut rework speed up decisions and keep releases moving 

• Bridge architecture and reality—ensure designs survive contact with production 

What Success Looks Like 

Teams ship faster because you kill friction. Big bets land because you prove the approach early. Engineers level up because you coach in the trenches. Leaders trust you to make the call when it is noisy. 

Who You Are 

• Senior engineer from a tech startup or digital product company 

• Deep technical expert who can jump across backend frontend integrations data and AI and keep learning 

• Hands-on builder who can whip up prototypes and debug production systems 

• Strong technical communicator who can explain complex concepts to Product, Architects, and leadership 

• Comfortable with ambiguity and able to turn emerging requirements into shippable plans 

• Startup mindset you ship fast without breaking the basics 

• Comfortable influencing without authority 

• Continuous learner in an ever-changing technology landscape 

What You Bring 

• 8+ years of professional software engineering experience with senior level ownership and cross team influence 

• Hands on expertise with Java, React, Salesforce, and enterprise integrations 

• Technical breadth and credibility to challenge architecture guide technical strategy and set standards for quality reliability and maintainability 

• Proven success owning end to end delivery for customer facing digital products from planning to build to release to operate with measurable outcomes 

• Experience setting and running an engineering operating cadence across prioritization, planning, execution, dependencies quality and incident learnings 

• Experience partnering with Product, Design, and senior stakeholders to navigate trade-offs risk and timelines in a complex environment 

• Strong track record developing talent through mentoring pairing and raising the technical bar across squads 

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 

• Learn and Grow Fast: Exposure to new technologies, business problems, and the full product lifecycle in a compressed timeframe 

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

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