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Toronto, ON
$65,000 to $75,000 CAD / year
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Reports to: Manager, Retail Experience and Communications

LawDepot

Software Development Manager

Remote, Canada

Job type: Full-time
Workplace: Remote
Working hours: 37.5 hours per week
Posting language: English
Posted: Sep 25, 2026

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Original job description

What the Role Does:

Lead software developers, shape technical direction, and turn business goals into reliable software delivery.

LawDepot is looking to recruit a Software Development Manager to lead the teams responsible for our contract platform and internal content management system (CMS) editor experience. This role combines technical leadership with people management. You will guide development decisions, strengthen engineering practices, and build teams that consistently deliver meaningful product and platform improvements. You will coach and support developers, set clear expectations, and create the conditions for strong execution.

Working closely with Product, UX, QA, Architecture, and other Information Systems leaders, you will align priorities, manage delivery, improve quality, and ensure the team’s work supports long-term business goals. You will also advance practical AI adoption by using AI tools in your own work, helping developers build effective AI-assisted workflows, and measuring how these practices improve delivery, software quality, and customer outcomes.

This is a full-time, permanent position working 37.5 hours per week, with the option to work hybrid from our Edmonton, Alberta office or fully remote across Canada.

What You’ll Do:

Manage Software Developers and Scrum Masters to create technical solutions that deliver an exceptional experience for our millions of website users and our internal CMS platform team members
Set clear expectations, coach team members, guide performance and career development, and build shared ownership of delivery and production quality
Partner with Product Owners and stakeholders to develop high level strategy and deliver technical roadmaps
Remove delivery obstacles and keep teams focused on high-impact, value-driven work
Translate technical context, risks, dependencies, and trade-offs into clear business language for stakeholders and leaders
Make architecture and technology selection decisions that align with business goals and long-term scalability
Manage project schedules, scope, work estimates, dependencies, risks, and delivery commitments
Identify and apply practical uses of AI across technical investigation, prototyping, code review, test case development, documentation, and delivery analysis to improve team efficiency, software quality, customer outcomes, and product capabilities
Coach developers on effective AI-assisted engineering practices, including task decomposition, context preparation, output validation, and appropriate human review
Strengthen development practices related to web applications, APIs, data models, automated testing, CI/CD, security, and production troubleshooting
Manage releases, rollout readiness, rollback planning, incident response, technical quality, and the removal of temporary feature flags or obsolete code
Enable website experimentation setup with Product and Analytics teams, ensuring clear success measures and operational readiness
Support hiring, onboarding, day-to-day operations, and people management activities to foster a high-performing team

What You Bring:

The Essentials

Post-secondary education in Computing Science, Software Engineering, Information Technology, or a related field
2+ years of demonstrated experience leading software development teams and supporting developer performance, growth, and delivery
7+ years of experience in software development, architecture, or technical delivery
Experience managing projects, processes, priorities, and technical delivery in a software development environment
Strong technical judgment across web applications, APIs, data models, automated testing, CI/CD, security, and production troubleshooting
Hands-on experience using AI platforms, agents, or related tools in real software engineering work
Ability to validate AI-generated output, identify risks, and coach others on where human judgment is required
Strong business acumen and the ability to connect technical decisions to company priorities and operational outcomes
Ability to collaborate with cross-functional business stakeholders
Strong written and verbal communication skills, including the ability to explain trade-offs, negotiate scope, and align stakeholders
Familiarity with Agile processes and cross-functional software delivery

The Nice to Haves (Great if you have it and we’ll help you learn if you don’t)

Experience with our core technology stack, including TypeScript or JavaScript, C#/.NET, Vue, SQL Server, and Entity Framework Core
Experience introducing reusable AI workflows, engineering playbooks, or developer enablement practices, including measuring their impact on delivery, quality, rework, or cost
Familiarity with Model Context Protocol or similar approaches for connecting AI tools to engineering or product workflows
Experience leading AI adoption, technical transformation, or broader change management initiatives

Why You Should Join the LawDepot Team:

Excellent total compensation package
Comprehensive health and dental benefits, plus an additional Health Care Spending / Personal Spending Account
Great work life balance (37.5 hour work weeks, flexible schedules, ability to bank hours)
Paid vacation, plus bonus personal days
Continuous learning opportunities, including LinkedIn Learning subscriptions and training budgets
Company share plan
Free catered lunches for the entire office
Monthly social events for team members to enjoy (think axe throwing, rock climbing, board games, food trucks, trivia contests, and charitable activities)
Work alongside talented, driven colleagues in a culture focused on quality, reliability, innovation, and growth
Personal offices for focused work and to have your individual space (plus collaborative workspaces for when you want to meet with the team)
Free and easily accessible parking
Southgate Mall, Whyte Ave, and Calgary Trail restaurants are only minutes away
Hybrid working arrangements for that balance between getting work done at home and engaging with others in the office

Who We Are:

Join one of the fastest growing companies in Canada! LawDepot is proud to be a seven-time Growth 500 ranked organization and a major player in the Global legal solutions industry. Our mission is to modernize the legal document creation experience by empowering people with fast, easy-to-use, and professional solutions. With over ten million satisfied customers worldwide, over two million monthly website visitors, and billions of dollars saved on legal fees, you will be joining a team that is truly making a difference. At LawDepot, we foster a collaborative and inclusive learning culture that values excellence. Apply today and become a part of our exciting journey!

How to Apply:

Apply for this job here or submit your application through our Careers page at https://www.lawdepot.ca/career.

We thank all applicants; however, only those selected for an interview will be contacted.

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More about this job

Responsibilities

Lead software development teams to deliver technical solutions while coaching developers and managing performance. Partner with stakeholders to define technical roadmaps, ensure high-quality delivery, and integrate AI-assisted workflows into engineering practices.

Requirements

Requires post-secondary education in a technical field and at least 7 years of experience in software development or architecture. Candidates must have 2+ years of leadership experience and strong technical proficiency in web technologies and AI-assisted engineering.

Skills

Technical leadership
People management
Agile
Scrum
Web applications
APIs
Data models
Automated testing
CI/CD
Security
AI-assisted engineering
TypeScript
C#
.NET
Vue

Benefits

Health insurance
Dental benefits
Health care spending account
Personal spending account
Paid vacation
Bonus personal days
LinkedIn learning subscriptions
Training budgets
Company share plan
Free catered lunches
Monthly social events

Visa sponsorship

Not detected in the job text

Keywords

Software Development Manager
Technical Leadership
People Management
Scrum Master
Product Strategy
Technical Roadmaps
AI Adoption
Web Applications
APIs
Data Models
Automated Testing
CI/CD
Security
TypeScript
JavaScript
C#
.NET
Vue
SQL Server
Entity Framework Core
Agile
Software Engineering
Information Technology
Project Management
Release Management
Incident Response
Feature Flags
Technical Quality
Change Management
Legal Solutions

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