VP of Engineering

Type: Full-time / Permanent

Location: Toronto, ON

Location Type: On-site

Department: Technology

Salary: Salary range for this role does not meet the requirements for disclosure as per the ESA

Reports To: CEO

COMPANY OVERVIEW

50,000 athletes. 30+ locations. One app, every league night.

The technology group builds the Brodie app for Brodie Rec. League, supporting a rapidly growing sports brand operating across 30+ North American cities and serving more than 50,000 athletes.

Brodie League is more than a basketball league, it's a community. As one of North America's fastest-growing sports brands, Brodie League is redefining adult recreational basketball by delivering an elevated, professional-quality experience rooted in culture, competition, and community. Our mission is to make every league night the best night of the week for our athletes.

ROLE OVERVIEW

Every week, 50,000+ athletes in 30+ cities rely on Brodie's technology: the Brodie app, game-day reminders, stats, highlights, challenges and the notifications that bring them back between game nights. Behind that sit the internal tools and platforms our entire team relies on. That technology has grown as fast as the league has, and the next stage needs one leader across engineering and design.

The VP of Engineering is that leader. You'll lead Brodie's entire technology group. You own how we build and how well it runs, and you help shape what we build next. Your first job is an honest assessment of our infrastructure, codebase, security and AI infrastructure; then you decide what to keep, fix or rebuild, and get your hands dirty making it happen.

The reason this matters: athlete experience and scale. The product is where athletes see their stats, highlights and progress between game nights, and the tools behind it decide how fast we can launch and run a new city. Your job is to make the product fast, reliable and secure for every athlete, every week, in every city, and to build a platform that still works at twice the size.

You are not starting from scratch and you are not doing this alone. Brodie already has an app engineering team, a Product Design Director and a product athletes use every week. You'll be a player-coach: close enough to the code to review a pull request and ship a fix, and senior enough to set one direction for engineering, product and design. You'll work directly with our CEO and represent technology on the executive leadership team.

CORE RESPONSIBILITIES

Technology assessment and roadmap (primary focus)

Know exactly what we have before deciding what we build next.

Run a full assessment of Brodie's technology in your first 90 days: infrastructure, codebase, architecture, data, security posture and AI infrastructure

Map tech debt, single points of failure and scaling risks, and rank them by their impact on athletes and the business

Turn the assessment into a 12-month technology roadmap with clear calls on what we keep, fix, rebuild, buy or retire

Own security end to end: access control, secrets management, vendor risk, incident response, and the protection of athletes' personal data

Set Brodie's AI infrastructure strategy: which models, platforms and vendors we build on, how we evaluate them, what they cost and how AI features ship safely

Own the technology budget, including cloud spend, software and vendor contracts, and technology headcount

Hands-on engineering

A player-coach who still ships.

Write production code, review pull requests and pair with engineers on the hardest problems

Make the final call on architecture and major technical decisions, and document the reasoning

Set the engineering standard: code review, testing, CI/CD, observability, documentation and release management

Own reliability and performance, especially at peak moments like registration openings, game nights and season launches

Build an on-call and incident process so problems are caught and fixed before athletes feel them

Make AI-assisted development part of how the team works every day, from coding and code review to testing and documentation

Product development and product management

Help decide what gets built. Own how it ships.

Partner with the CEO and leadership on the product roadmap: what we build, in what order, and what we say no to

Bring technical judgment to every product decision: scope, effort, trade-offs, sequencing and risk

Run a product development process that takes features from problem to spec to shipped in fast cycles, timed to the league calendar: Slasher Season, Coldest Winter, Bracket Season and Brodie Summer

Scale the Brodie app's engagement and retention features, including progression, challenges and notifications, with our Growth and lifecycle/CRM teams

Make every release measurable, with product analytics, experimentation and dashboards that show what athletes actually do

Efficiency, internal tools and platforms

Make the whole company faster, not just the app.

Audit the tools and platforms Brodie runs on across Operations, Growth, Content and the rest of the business, and find where manual work, duplicate tools and broken handoffs slow teams down

Decide what to build, buy, integrate or retire, and consolidate the stack where tools overlap

Build internal tools and automation that let us run 30+ markets, and then twice that, without headcount growing at the same rate

Own the data foundation: connected, trustworthy data on athletes, teams, leagues and revenue that every team can use

Bring AI and automation to the rest of the company: find the repetitive workflows, ship the fixes and give non-technical teams tools they can use safely

Leading the technology group

One technology team, one standard.

Lead engineering, product and design as one group, with clear goals, clear ownership and an operating rhythm the rest of the company can rely on

Hire, coach and grow the team, and set the hiring bar, career paths and performance expectations

Decide the right mix of in-house engineers, contractors and agencies, and hold external partners to the same standard

Represent technology on the leadership team and explain technical trade-offs in plain language

Report on delivery, reliability, security and spend with a point of view, not just a dashboard

Partner with our Product Design Director to hold design quality and accessibility to the same bar as code

REQUIREMENTS

10+ years in software engineering, including 5+ years building and leading engineering teams. You are senior enough to own Brodie's entire technology function on your own accountability

You have personally inherited an existing platform, assessed it honestly and modernized it without stopping the business, and you can speak to what you kept, what you rebuilt and the results it drove

You still write code: strong hands-on depth across mobile, backend services and APIs, and cloud infrastructure (AWS, GCP), enough to review a pull request as confidently as a roadmap

A security-first track record: you have owned application and cloud security, access management and the protection of customers' personal data, with working knowledge of Canadian and US privacy requirements

Hands-on experience with AI infrastructure: you have shipped LLM-powered features or AI tooling in production and can evaluate models and vendors on quality, cost and risk

Strong product judgment. You have partnered closely with, or led, product management and can make scope and priority calls with the business

A track record of building and scaling teams: hiring, coaching and managing a mix of in-house engineers

Proof that you make teams faster: shorter release cycles, fewer incidents and less manual work, with the numbers to show for it

You have built process and structure in a fast-scaling company without slowing it down

You explain technical trade-offs in plain language to non-technical leaders, and you write well

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