Director Of Software Development Jobs in Ontario

Current work authorization for Canada is required for all openings.

You will be working on a flexible hybrid schedule as part of Fidelity's dynamic working arrangement.

The work location for this role is 483 Bay Street in Toronto until approximately late 2026, when the work location will change to the new Mississauga office at 3 Robert Speck Parkway.

Who We Are

At Fidelity, we've been helping Canadian investors build better financial futures for over 35 years. We offer individuals and institutions a range of trusted investment portfolios and services - and we're constantly seeking to find new and better ways to help our clients. As a privately owned company, we boldly embrace innovation in all areas as we continue to grow our business into the future.

Working with us means you'll be part of a diverse and dedicated group of people who make a real difference for our clients and communities every day. You'll have a wide range of opportunities to grow and develop your career in an inclusive environment where you'll feel valued and supported to be your best - both personally and professionally.

Business Overview

The Manager, Software Development, Investly is a technical people leader responsible for guiding software developers, software quality specialists, or other technical people on the software development team. This role provides technical leadership across the Investly platform, ensuring that software architecture, development practices, and delivery processes support high-quality, secure, scalable, and user-centric digital experiences.

A key responsibility of this role is to shape and mature Investly's software architecture, advance development best practices, and contribute to the evolution of the Software Development Life cycle. This leader will work closely with product, UX, analytics, business stakeholders, and external partners to ensure that technical decisions align with organizational goals while supporting performance, security, maintainability, and user experience.

What You Will Do

Drive the software development pipeline

• Lead and evolve end-to-end software development processes, integrating discovery, design, analytics, and agile delivery workflows

• Improve SDLC processes to support faster development through improved integration techniques, collaborative contribution methods, and improved tooling

• Develop, mature, and scale the design development process, ensuring consistent application of software design and security principles

• Establish and reinforce best practices across development, testing, automation, and cloud-first solution design

• Manage project timelines, resource planning and prioritization to ensure successful, predictable delivery

• Monitor progress, remove roadblock and adjust plans to adapt to changing priorities

Provide leadership and build team culture

• Foster team growth and development through coaching, training and mentorship

• Create a healthy team culture and ensure the team operates with shared values and effective communication norms

• Provide technical guidance, architecture and direction to software developers, software quality specialists, and other technical people on the software development team

• Engage employees in development conversations and provide support towards their development goals, with a focus on continuous learning and upskilling

• Conduct annual goal setting by establishing clear and measurable goals, ensuring alignment and support of department strategy

• Successfully execute end to end yearend performance review cycle

• Drive employee engagement by supporting and promoting people programs and enabling Fidelity's culture

Provide technical governance

• Participate in architectural reviews, performance tuning, and technical risk assessments

• Guide and maintain modern software architecture across backend, web, mobile, and cloud layers

• Provide technical leadership across the Investly technology ecosystem

• Partner with security and infrastructure teams to ensure applications are reliable, secure and compliant with organizational standards

• Contribute to the evolution of the SDLC focusing on security, data governance, automation, architecture, and testing excellence

• Promote best practices for documentation, maintainability and operations readiness

Communicate and report to stakeholders

• Present complex technical information, project updates, risks and technical considerations to technical and non-technical audiences, including senior executives

• Partner with product, UX, and business teams to translate requirements into scalable technical designs

• Contribute to strategic planning and product development roadmap

What You Will Bring

• Ability to spot code smells, security issues, or other software development poor practices

• Excellent communication, relationship-building, and influencing skills

• Ability to translate ambiguous problems into clear, insight-driven direction

• Strong decision-making abilities with a balance of technical depth and strategic thinking

• Strong sense of user advocacy and experience working with cross-functional teams

• Understanding of agile software development processes

• Ability to inspire and motivate teams in a fast-paced, evolving environment

Experience, Education

• University Degree in Engineering, Computer Science or equivalent work experience

• 5+ years of software development experience, with at least 2 years in technical leadership or direct people management role.

• Hands-on experience with backend, web, mobile, database, and cloud technologies.

• Experience working with modern backend frameworks (e.g., Java/Spring Boot or similar), modern web frameworks (e.g., React or comparable), cross-platform mobile frameworks (e.g., React Native or similar), relational databases such as MySQL or PostgreSQL, and cloud environments such as AWS or comparable cloud provider

• Strong background in software architecture, system design, and integration.

• Expertise in development best practices across security, data governance, automation, testing, and cloud-native patterns.

• Experience evolving SDLC or leading process improvements.

We use AI-enabled LinkedIn Hiring Assistant to support parts of our sourcing process. Every hiring decision is reviewed and finalized by our recruiters. If you choose to ask questions to the LinkedIn HR Hiring Assistant, please be mindful that the responses are not official and must be confirmed for accuracy and completeness by Fidelity. If you are selected for an interview, the recruiter who contacts you can best answer your questions.

Total Rewards That Reflect Your Impact

We believe exceptional work deserves exceptional recognition. That's why we offer a competitive compensation package designed to support your success today-and your financial well-being tomorrow.

For this role, your total rewards include:

• Base Salary and Discretionary Performance Bonus: Total annual cash compensation ( base salary plus target bonus ) ranges from $158,000 to $182,000, based on your experience and qualifications.

• RRSP Contribution: After 6 months of employment, we invest in your future with an RRSP contribution-no employee matching required.

We're proud to offer a compensation package that aligns with provincial pay transparency requirements.

This posting represents an existing vacancy within our organization-an opportunity to step into a role where your talents will make a meaningful difference.

Some of the ways we'll help you feel valued and supported as part of our team

• Flexible working arrangements - 100% remote, hybrid, and in office options

• Competitive total compensation, including company contributions to your group RRSP without a matching requirement from you

• Comprehensive health benefits that start on your first day, with 100% employer-paid premiums, that include up to $6000 annually for mental health services and therapy

• Parental leave top-up to 100% of your salary for a period of 25 weeks

• Up to $650 for home office equipment

• Generous time off policy, including 2 paid days annually to volunteer at a charity of your choice

• Diversity and inclusion programs, including an active network of Employee Resource Groups

• Extensive professional development opportunities, including access to over 11,000 training and development courses, tuition reimbursement, and monetary rewards for completing a required designation

• We care a lot about fostering a compassionate, people-centric culture, and are proud to have been named one of Canada's Top 100 employers for the last five years.

Fidelity Canada is an equal opportunity employer

Fidelity Canada is committed to fostering a diverse and inclusive workplace. We will consider all qualified applicants for employment regardless of race, color, religion, sex, sexual orientation, gender identity or expression, national or ethnic origin, age, disability, family status, protected veterans' status, Aboriginal/Native American status or any other legally-protected ground.

Accommodation during the application process

Fidelity Canada welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in the selection process. If you require an accommodation, please email us at FidelityCanadaStaffing@fidelity.ca.

No telephone inquiries or agencies please. We thank all applicants for their interest, please be advised that only those selected for an interview will be contacted.

Why Work at Fidelity?

We are proud to be recipients of the following:

Awards

Canada's Top 100 Employers
o Greater Toronto's Top Employers
o Canada's Top Family-Friendly Employers
o Canada's Top Employers for Young People
Great Place To Work Certified
o Best Workplaces for Inclusion
o Best Workplaces for Mental Wellness
o Best Workplaces for Today's Youth
o Best Workplaces for Women
o Best Workplaces in Financial Services & Insurance
o Best Workplaces in Ontario
o Best Workplaces with Most Trusted Executive Teams

LinkedIn Top Companies in Canada
Human Resource Director (HRD) - Best Place To Work
o HRD - 5-Star Benefit Program
o HRD - 5-Star Diversity & Inclusion Employer

Designations
Canadian Compassionate Companies - Certified
Benefits Canada's Workplace Benefits Award - Future of Work Strategy
TalentEgg National Recruitment Excellence Award - Special Award for Diversity & Inclusion in Recruiting
Canadian HR Reporter's Most Innovative HR Team