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Flexible Java Developer Startup Jobs in Toronto, ON

Sun Life Financial

Engineering Manager

Toronto, ON · Remote

The Role Prospris Sun Life's digital front door for Canadians - startup velocity inside a Fortune ... Hands-onexpertisewith Java, React (or other similar modern Javascript) and enterprise integrations.

Propel Holdings

Sr. Software Developer

Toronto, ON

CA$110K - CA$135K/yr

  • Medical

  • Dental

  • PTO

About You: As a fast-growing fintech, we stay true to our startup roots. You picture yourself ... Java) technologies * Write efficient, clean and maintainable code * Continuously improve the ...

Scotiabank

Software Developer

Toronto, ON · On-site

  • PTO

Be flexible and thrive in an evolving environment * Working experience in performance analysis and ... Experience building scalable, enterprise level technology stacks with Java but ideally with a broad ...

TOPOLIO

Software Engineer, CTO

Toronto, ON · On-site +1

You have walked the talk at various levels and can be effective in all startup roles from scripting ... Java Experience with AWS, Scala, REST, Pyton, Angular JS; scripting Experience evaluating ...

TOPOLIO

Software Engineer, CTO (Remote)

Toronto, ON · Remote

You have walked the talk at various levels and can be effective in all startup roles from scripting ... Expert in Ruby on Rails and/or Java * Experience with AWS, Scala, REST, Pyton, Angular JS ...

YuJa Inc.

Full Stack Software Developer

Toronto, ON · On-site

CA$90K/yr

  • Medical

  • Dental

  • Vision

Whether it is Java, C++, Windows, Linux, iOS, Android, network programming, database design ... Work-life balance including flexible work hours * Paid sick days Team Engagement: * Fun activities ...

YuJa

Full Stack Software Developer

Toronto, ON · Hybrid

CA$90K - CA$100K/yr

  • Medical

  • Dental

  • Vision

Whether it is Java, C++, Windows, Linux, iOS, Android, network programming, database design ... Work-life balance including flexible work hours * Paid sick days Team Engagement: * Fun activities ...

Signal 1

SeniorSoftwareEngineer

Toronto, ON · On-site

Director of Software Engineering Signal 1 helps health systems accelerate AI adoption with a ... Java, Spring Boot, Python, Postgres, Azure, and Kubernetes. * Experience in startup or early-stage ...

Priceline

Senior Full-Stack Developer

Toronto, ON · Hybrid

CA$140K - CA$160K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Any Java/Kotlin, Python, ML/Data Science experience are all a bonus. * Strong analytical and ... We're a grown-up, startup. We deliver the excitement of a new venture, without the struggles and ...

Priceline.com LLC

Senior Full-Stack Developer

Toronto, ON · Hybrid

CA$140K - CA$160K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Any Java/Kotlin, Python, ML/Data Science experience are all a bonus. * Strong analytical and ... We're a grown-up, startup. We deliver the excitement of a new venture, without the struggles and ...

Scotiabank

Senior Developer

Toronto, ON

  • PTO

We're looking to fill our team with influencers, makers, creators and leaders who are flexible ... Experience building scalable, enterprise level technology stacks with Java but ideally with a broad ...

Scotiabank

Developer

Toronto, ON

  • PTO

... * Back-End: Node.js, Java (Java 8+), Spring Boot basics. * Microservices & REST APIs ... Competitive Rewards program including bonus, flexible vacation, personal, sick days and benefits ...

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Flexible Java Developer Startup information

What are the key skills and qualifications needed to thrive as a flexible Java developer in a startup?

To thrive as a Flexible Java Developer in a Startup, you need strong Java programming skills, knowledge of software development principles, and a relevant degree or equivalent experience. Familiarity with frameworks like Spring Boot, version control systems (e.g., Git), and experience with cloud platforms or CI/CD tools are typically required. Adaptability, problem-solving, and effective communication are crucial soft skills for navigating the fast-changing, collaborative startup environment. These skills and qualities are vital for rapidly delivering robust solutions and contributing to a dynamic, growth-oriented team.

What is a flexible Java developer at a startup?

A Flexible Java Developer at a startup is a software engineer proficient in Java who can adapt to various roles and tasks within a fast-paced, evolving startup environment. This role often involves working on multiple aspects of the software development lifecycle, from designing and coding to testing and deploying applications. Flexibility is key, as startups may require team members to tackle different technical challenges, learn new technologies quickly, and contribute to both backend and sometimes frontend development. The position typically values problem-solving skills, the ability to work independently, and strong communication to collaborate with a small team. Startups offer opportunities for rapid growth and hands-on experience with cutting-edge technologies.

How does working as a flexible Java developer at a startup differ from a similar role in a larger company?

As a Flexible Java Developer in a startup environment, you'll likely take on a broader range of responsibilities, such as contributing to both backend and frontend tasks, participating in product planning, and even assisting with deployment and troubleshooting. Startups often require adaptability and a willingness to learn new technologies quickly as project needs evolve. Collaboration tends to be close-knit, with regular interaction between developers, designers, and product managers, giving you greater influence over product direction. This dynamic setting provides ample opportunities for rapid skill development and career growth, though it may also present challenges such as ambiguity in processes and shifting priorities.

What is the difference between Flexible Java Developer Startup vs Flexible Java Developer Corporate?

AspectFlexible Java Developer StartupFlexible Java Developer Corporate
Work EnvironmentDynamic, fast-paced, smaller teamsStructured, larger teams, formal processes
Project ScopeVaried, innovative projects, high flexibilityLong-term, maintenance-focused projects
Required CredentialsJava certification, relevant experienceJava certification, relevant experience
Industry UsageStartups, tech companiesLarge corporations, enterprise sectors

Flexible Java Developer Startup roles typically involve working in dynamic environments with varied projects, offering high flexibility. In contrast, Flexible Java Developer Corporate positions are more structured, focusing on long-term projects within larger organizations. Both roles require similar credentials and skills but differ mainly in work environment and project scope.

What are the most commonly searched types of Java Developer Startup jobs in Toronto, ON?

The most popular types of Java Developer Startup jobs in Toronto, ON are:

What are popular job titles related to Flexible Java Developer Startup jobs in Toronto, ON?

For Flexible Java Developer Startup jobs in Toronto, ON, the most frequently searched job titles are:

What job categories do people searching Flexible Java Developer Startup jobs in Toronto, ON look for?

The top searched job categories for Flexible Java Developer Startup jobs in Toronto, ON are:

Flexible Java Developer Startup jobs near you
Infographic showing various Flexible Java Developer Startup job openings in Toronto, ON as of August 2026, with employment types broken down into 89% Full Time, and 11% Contract. Highlights an 56% In-person, 11% Hybrid, and 33% Remote job distribution.

Engineering Manager

Sun Life Financial

Toronto, ON • Remote

Full-time

Re-posted 14 days ago

Sun Life Assurance Company of Canada rating

8.6

Company rating: 8.6 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

90th of 308 rated insurance

Job description

You are as unique as your background, experience and point of view. Here, you'll be encouraged, empowered and challenged to be your best self. You'll work with dynamic colleagues - experts in their fields - who are eager to share their knowledge with you. Your leaders will inspire and help you reach your potential and soar to new heights. Every day, you'll have new and exciting opportunities to make life brighter for our Clients - who are at the heart of everything we do.


At Sun Life, we're driven by our Purpose: helping our Clients achieve lifetime financial security and live healthier lives. Our values shape how we work: caring, authentic, bold, inspiring, and impactful.


When you join Sun Life, you'll work with passionate colleagues and empowering leaders who support your growth and celebrate your contributions, so you can make a meaningful difference in our Clients' lives.


Discover how you can make a difference in the lives of individuals, families and communities around the world.


Job Description:

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.

For candidates with these preferred skills, exceptions beyond the usual salary range below may be possible.

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?

  • Great Place to Work Certified for Most Trusted Executive Team in Canada - 2025, 2024 and 2023
  • Great Place to Work Certified for Best Workplaces in Canada - 2025
  • Canada Order of Excellence for Mental Health at Work certification from Excellence Canada. Sun Life is one of only four companies in Canada to ever receive this certification - 2024
  • Top Work Places for Remote Work - Monster Canada - 2024
  • Great Place to Work Certified for Best Workplaces in Canada - 2024 and 2022
  • Great Place to Work Certified for Best Workplaces for Women in Canada - 2024
  • Flexible hybrid work model. #LI-Hybrid
  • Pension, stock and savings programs to help build and enhance your future financial security
  • Work and professional development that is united by our Purpose: to help Clients and Employees achieve lifetime financial security and live healthier lives
  • A friendly, collaborative and inclusive culture
  • Be part of our continuous improvement journey in developing the next greatest digital enterprise experience.
  • Competitive salary and bonus structure influenced by market range data
  • The opportunity to move along a variety of career paths with amazing networking potential

The Base Pay range is for the primary location for which the job is posted. It may vary depending on the work location of the successful candidate or other factors. In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results.


Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.


Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to thebrightside@sunlife.com.


We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you.


We may use artificial intelligence to support candidate sourcing, screening, interview scheduling.


We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.


Salary Range:

90,000/90 000 - 140,000/140 000

Job Category:

IT - Application Development

Posting End Date:

16/08/2026

What Sun Life Assurance Company of Canada employees say

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