Senior AI Engineer (GTM)PaddleSalary not statedFull-timeremote· seniorCanada, UKgopythonsqlListed via Jobicy · posted 20 Oct 2026. Paddle offers digital product companies a completely different approach to their payment infrastructure. Instead of assembling and maintaining a complex stack of payments-related apps and services, we’re a Merchant of Record for our customers.

We’re backed by investors including KKR, FTV Capital, Kindred, Notion, and 83North and serve over 10,000 software sellers in 245 territories globally.We’re looking for an entrepreneurial and technically strong Senior AI Engineer to join our Data & AI team and work with our Go-To-Market organisation.You’ll work closely with Marketing, Sales, and RevOps to solve high-value problems, design practical AI solutions and build them into reliable systems that people use every day. You’ll be expected to move comfortably from an ambiguous business challenge to a technical design, a working prototype, and then a production-ready solution.Your work could include building systems that segment and prioritise accounts, developing agents that automate sales workflows, or creating intelligent tools that help our teams research prospects and act on buying signals. This role is ideal for someone who enjoys being close to users, can write production-quality code and is excited by the challenge of turning rapidly evolving AI capabilities into valuable commercial outcomes.

What you'll do:-Design and build AI-powered systems for account segmentation, enrichment, scoring, prioritisation and buying-signal detection-Develop and deploy agentic workflows for use cases such as account research, outbound personalisation, call summarisation and CRM hygiene-Write production-quality code and build the integrations,



data pipelines and services required to take solutions from prototype to reliable daily use-Optimise systems for quality, latency and cost through evaluation, prompt design, model selection, routing, caching, context management and token optimisation-Establish practical patterns for building AI systems at Paddle, including monitoring, guardrails, documentation and clear measures of business impactWe'd love to hear from you if you:-Have strong software engineering experience and can independently take a problem from technical design through to production; Python and SQL experience would be particularly relevant-Have hands-on experience building applications with large language models, APIs, retrieval systems, agents or other applied AI technologies-Understand how to evaluate and operate AI systems in production, including managing hallucination risk, latency, reliability, context limits and variable model costs-Are comfortable working with structured and unstructured data, building integrations and turning information from multiple sources into useful systems-Have an interest in commercial problems and can understand concepts such as ICP, segmentation, pipeline, buyer intent and sales workflows; direct GTM experience is beneficial but not essential-Enjoy working directly with the people who use what you build, are comfortable with ambiguity and can balance speed, quality,



and long-term maintainabilityEveryone is welcome at PaddleAt Paddle, we’re committed to removing invisible barriers, both for our customers and within our own teams. We’re committed to building a diverse team where everyone feels secure to be their authentic self. We live and breathe our values, which are:-Paddle Together - “None of us, is as smart as all of us”-Paddle Simply - “Simple can be harder than complex: you have to get your thinking clean to make it simple”-Paddle for others - “We can realise our wildest dreams, so long as we help enough other people to realise theirs”We offer a full suite of benefits, including attractive salaries, stock options, unlimited holidays, enhanced parental leave, retirement plans, private healthcare and well-being initiatives.We invest in learning and will help you with your personal development via constant exposure to new challenges, an annual learning fund, and regular internal and external training.Connecting at PaddleWe’re a ‘digital-first’ company, which means our Paddlers always have the freedom to choose where, when and how they work within our hub locations.We also value the power of connection and have invested in global hubs which help local communities flourish and bring us together for focused collaboration.Our Paddle hubs:-In Europe: UK (London headquarters), Portugal (Lisbon hub), Netherlands and Ireland (Dublin hub)-In North America: Austin, TX (USA) and Toronto (Canada)-In APAC: SingaporeOur hub philosophy creates an engaging experience for all Paddlers, wherever, whenever and however we choose to work.To support this, we focus hiring within our hubs and will always openly share the available locations for each open position on our .

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📌 Senior AI Engineer (GTM) (Toronto)
🏢 Devconnectplatform
📍 Toronto