About Thri5

Thri5 is building the AI-powered execution layer for the modern retailer. Retailers generate massive amounts of data but still struggle with operational execution. Thri5 continuously identifies opportunities, prioritizes actions, and helps teams execute through intelligent workflows and AI agents. Founded by a team with deep retail and retail-technology experience, Thri5 is venture-backed by some of Canada's most prominent VC and angel investors. Why Join Thri5

Own major parts of the product end-to-end — from customer problem and technical design through production

Build at the intersection of AI, data, product, and real-world retail operations

Help shape the product, architecture, and engineering practices of an early-stage company

Work closely with experienced founders, engineers, and customers

Have a direct impact on customers and company growth

What You'll Do

As a Senior Software Engineer at Thri5, you'll play a key role in building and scaling our product. You'll own significant technical problems from design through production, working closely with product, customers, and other engineers. You'll work across our stack, including: Building AI-powered workflows, agents, and customer-facing features

Designing backend services, APIs, data models, and data pipelines

Making architectural decisions as the product and customer base scale

Improving reliability, observability, security, and performance

Evaluating and incorporating new AI capabilities into our product





Reviewing code and helping establish strong engineering practices across the team

We move quickly, work collaboratively, and expect senior engineers to combine solid technical judgment with a bias toward building and shipping. Technologies We Use

We are an AI-native engineering organization and use specs, agent skills, and AI-assisted development workflows extensively. We use Claude Code extensively as part of our development workflow. Our core stack is

Kotlin on GCP, Postgres, Snowflake, Airflow, Thymeleaf, and HTMX . We're more interested in strong engineering fundamentals and your ability to learn than previous experience with every part of our stack. Who We're Looking For

5+ years of professional software engineering experience, with a track record of designing, building, and operating high-quality production systems

Ability to independently scope ambiguous problems, make sound architectural decisions, and drive solutions through production

Strong backend development experience, including APIs, databases, and system architecture

Solid product judgment and an interest in understanding the customer problems behind what you build

Experience working in fast-moving teams and building new products

Strong communication and collaboration skills

Experience with

AI/LLM applications, enterprise SaaS, data-intensive systems, Kotlin/JVM, GCP, Snowflake, or early-stage startups

is valuable but not required. Location:

Downtown Toronto (Hybrid — 4 days a week in office)

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📌 Senior Software Engineer (Winnipeg)
🏢 Thri5
📍 Winnipeg