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Senior AI Systems Engineer; Automation​/Agents​/Data Infrastructure

Job in Toronto, Ontario, C6A, Canada
Listing for: Betstamp
Full Time position
Listed on 2026-03-15
Job specializations:
  • Software Development
    Software Engineer, Game Development / Testing
Salary/Wage Range or Industry Benchmark: 85000 - 115000 CAD Yearly CAD 85000.00 115000.00 YEAR
Job Description & How to Apply Below
Position: Senior AI Systems Engineer (Automation / Agents / Data Infrastructure)

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. Our team is dedicated to creating the best user experience possible while educating the public about sports betting.

How Betstamp Works

We help develop winning bettors with tools, tracking, promotions, and analysis!

With 200+ sports book, DFS, casino & social sweepstakes sites integrated into our products, Betstamp is your one-stop for everything sports betting and advantage play. Betstamp is built by a team of winning bettors looking to help you enhance your long-term success. Whether you're a sharp, professional winning bettor or just getting started, Betstamp offers the tools and resources you need to optimize your betting strategy, increase your profits, and identify betting trends.

Our products & features include:

  • Professional +EV Betting Screen - Quickly identify market outliers, arbitrage opportunities, and the best bets across multiple sports books.

  • Free Sports Betting Odds Comparison – Compare real-time betting odds & get the best price across major sports books, daily fantasy sports (DFS) providers and sweepstakes sports

  • Player Props Research Tool – Find and compare player prop odds for all your favourite betting sports and sports leagues

  • Bet Tracking - Seamlessly input & track your bets in real-time for FREE and receive notifications when your bets win

  • Betting Insights & Analysis – Use our sports betting software to analyze your betting history for actionable insights and improvements.

  • Betting Community – Connect with friends, receive updates & tips from their bets, and engage with the betting community

  • Betting Promotions - Stay on top of the latest promotions from betting and casino sites to maximize your dollars on Day 1!

Join the Betstamp community TODAY and unlock your edge!

Career Opportunities & Culture

Learn more about our company at !

Why Betstamp?

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+ sports books, 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 sports book data feeds

  • Developer tooling that automates debugging, testing, and deployments

  • High-scale data ingestion pipelines for sports book markets and odds feeds

  • Monitoring agents that detect failures and propose fixes automatically

What Werom Looking For

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

You've built meaningful systems yourself (side projects, automation tools, internal platforms, or AI agents), not just shipped features inside large companies.

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 -…

Position Requirements
10+ Years work experience
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