Betstamp
Senior AI Systems Engineer (Automation / Agents / Data Infrastructure)
About Us
Betstamp is the pricing intelligence layer for sports betting. We turn 200+ sportsbooks, exchanges, and prediction markets into one sharp, real-time view of fair value — for the sportsbooks that price against it, the bettors who bet with it, and the traders who move on it.
We launched in 2020, built by professional bettors who needed sharper tools than the market offered and won at scale using them. That same pricing now runs as infrastructure across the industry. Because it's still used to win real money, it can't drift — every model is backtested against years of closing lines and monitored continuously. What our customers run on is the pricing we stake our own edge on.
What We Build
One pricing engine, delivered three ways:
- Sportsbooks and operators get fair-value pricing on player props, alternates, and ladders, correlation-aware same-game-parlay pricing, and a normalized real-time and historical feed that drops into their existing trading stack.
- Professional bettors get Betstamp PRO, the professional odds screen — True Line pricing across 200+ books and real-time edge detection the moment a market is mispriced.
- Prediction market traders get the raw feed by API: sub-second data on every market we cover, benchmarked against the full spread of books and exchanges.
200+ sportsbooks and operators. 2,500+ markets. Sub-second refresh.
Why Betstamp
We're at the point where a product built for bettors has become infrastructure the industry runs on — and prediction markets have opened a category that barely existed three years ago. That's a rare window, and we're small enough that the people who join now shape what gets built rather than maintain what already exists.
The work has unusual clarity to it. Pricing is either sharp or it isn't, and our customers would know within a day if it weren't. You'll see the effect of your work quickly, and you'll be trusted with real scope early.
Careers
Learn more at https://betstamp.com/careers
Sports betting is booming, but most bettors still fly blind. Betstamp changes that. Since 2020, we've built the go-to platform for odds comparison, +EV betting discovery, and real-time bet tracking across 200+ sportsbooks, DFS, casino, and sweepstakes sites. Our tools level the playing field so every bettor, rookie to pro, has an edge.
We're a product-obsessed, data-driven startup where shipping great features beats endless meetings, and where every engineer has a direct line to user impact. If you thrive on ownership and want your code to improve someone's ROI tomorrow, you'll fit right in.
The Role
We're looking for an AI-native engineer who focuses on building systems that automate engineering work and multiply developer output using AI, tooling, and large-scale data pipelines.
What You’ll Build
AI workflows that generate and validate code, scripts, and integrations
Systems that automatically create and maintain sportsbook data feeds
Developer tooling that automates debugging, testing, and deployments
High-scale data ingestion pipelines for sportsbook markets and odds feeds
Monitoring agents that detect failures and propose fixes automatically
What We're Looking For
Building AI workflows, agents, or developer automation tools
Designing systems that run large numbers of automated jobs or integrations
Building data pipelines, scraping systems, or distributed backend infrastructure
Experimenting with LLM orchestration or AI development tooling
This role is not focused on traditional feature development. We're looking for engineers who enjoy building automation, systems, and internal tooling that accelerate the entire engineering team. We're looking for engineers who have experience with:
You're A Great Fit If You
Are constantly experimenting with AI tools, agents, and developer automation
Enjoy building systems that eliminate repetitive engineering work
Prefer building tools and infrastructure over shipping simple product features
Move fast, prototype aggressively, and iterate quickly
Have built things outside of work - automation tools, scrapers, AI systems, side projects
Have 3+ years building production systems (Go / Python a plus)
Enjoy working in an early-stage, ship-fast, own-your-stuff environment
Tech We Use
What's In It For You
Competitive salary & raises – share in the upside you build
Autonomy & influence – you'll make architectural calls, not just tickets.
Gear & learning stipend – get the tools and courses that level you up
AI-Augmentation – free reign on testing & spending on the AI tools of the future to help you excel
World-Class betting tools – get access to our best tools that professional bettors use, for FREE
Sports-centric culture – team watch parties, office prop pools, and the inside scoop on sharp bets.
The Process
- 45-min intro call – meet the team, swap questions.
- Lightweight take-home challenge (under 2 hours) – a real problem that reflects the type of work you'll be doing here, not a LeetCode exercise.
- Systems design interview – we'll work through a real architecture problem together, no whiteboard algorithms.
- Final interview – meet leadership, hear the vision for the role, and see if we're the right fit for each other.
- Offer → onboarding → shipping to thousands of bettors.
Betstamp Toronto, Ontario, CAN Office
Toronto, ON, Canada
