Senior AI Systems Engineer (Automation / Agents / Data Infrastructure)
Toronto · TorontoFull-TimeseniorQuick Summary
About Us: Betstamp is the future of sports betting. We were founded in 2020 to make sports betting easy and accessible to everyone, while also improving your odds of winning your bets.
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.
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.
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
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:
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
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
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.
Listing Details
- Posted
- March 13, 2026
- First seen
- March 26, 2026
- Last seen
- April 23, 2026
Posting Health
- Days active
- 27
- Repost count
- 0
- Trust Level
- 31%
- Scored at
- April 23, 2026
Signal breakdown
What started as an idea among a few passionate sports bettors has evolved into Betstamp, a comprehensive platform dedicated to revolutionizing sports betting.
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Senior AI Systems Engineer (Automation / Agents / Data Infrastructure)