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Posted 2 months ago

Senior AI Engineer (GTM)

@ Paddle

Toronto, Ontario

$150k/yrRemoteFull-time
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SIGNALS

Overview

Paddle is hiring a Senior AI Engineer for its Data & AI team, working with the Go-To-Market organisation. The role builds AI systems for account segmentation, scoring, buying-signal detection and sales workflow agents, owning them from prototype to production. Full-time, with digital-first work across Paddle hubs.

Pay:

Up to $150,000 a year

Responsibilities:

  • Design and build AI systems for account segmentation, scoring and buying-signal detection
  • Develop agentic workflows for account research and sales automation
  • Write production-quality code and data pipelines
  • Optimise AI systems for quality, latency and cost
  • Establish monitoring, guardrails and impact measures

Requirements summary:

  • Strong software engineering experience, Python and SQL preferred
  • Hands-on experience with LLMs, APIs, retrieval systems and agents
  • Experience operating AI systems in production
  • Understanding of commercial concepts such as ICP and pipeline
  • Direct GTM experience is beneficial but not essential

Tools & skills

Benefits mentioned

Retirement planParental leaveWellnessStock options
Source and dates

Employer career site / ATS feed · ashby

Employer posting date
2026-09-17
First seen by our source
2026-10-08
Source record updated
2026-10-19

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SenioritySenior
DepartmentSoftware development
Hours per week40 (estimated)
Work settingOffice
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Perks mentionedGenerous parental leave, Retirement plan, Stock or equity, Wellness, Paid training

Summary and details written by AI from the posting; the employer’s posting is the authority.

Paddle

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

We’re the Merchant of Record platform that helps digital product companies sell globally and grow without complexity.

Full company description

Paddle helps digital product companies operate and grow, automatically. As the complete Merchant of Record, Paddle takes on the legal and operational complexity of global selling across payments, tax and regulatory compliance, fraud prevention, billing management, and buyer support, through a single unified platform. Beyond enabling businesses to sell globally, Paddle continuously improves how revenue performs across the entire monetization journey. By combining intelligent technology with deep operational expertise, Paddle helps companies optimize pricing, checkout, subscriptions, renewals, and retention to increase revenue, reduce cost, and manage risk as they scale. More than 10,000 digital product companies, including Codeway, Fortinet, GeoGuessr, HubX, MacPaw, n8n, and Runna, use Paddle to grow globally without carrying global complexity. Backed by KKR, FTV Capital, Kindred, Notion Capital, and 83North, Paddle is building the system behind the next generation of global digital businesses. You obsess. We handle the rest.

LinkedIn followers
67,562
People associated on LinkedIn
425
Reported office locations
  • 50 York Way, London, England N1 9AB, GB
Business categories
  • Apps
  • Software
  • Payments
  • SaaS
  • Internet
  • B2B
  • FinTech
  • Financial Services
Other recorded names
  • Paddle
Specialties
  • E-Commerce
  • Application Licensing
  • SDKs
  • Payments
  • Developer Tools
  • Software
  • In-app Purchases
  • Customer Service
  • Analytics
  • Checkout
  • SaaS
  • and Tax Compliance
Profile identifies a recruitment agency
No
Reported total investment
318,336,021

Currency and observation date were not supplied; this is not a current valuation or a funding round.

Paddle helps digital product companies operate and grow, automatically. As the complete Merchant of Record, Paddle takes on the legal and operational complexity of global selling across payments, tax and regulatory compliance, fraud prevention, billing management, and buyer support, through a single unified platform. Beyond enabling businesses to sell globally, Paddle continuously improves how revenue performs…

FieldValue
IndustrySoftware Development
Company size201-500 employees
HeadquartersLondon, England
Organization typePrivately Held
SpecialtiesE-CommerceApplication LicensingSDKsPaymentsDeveloper ToolsSoftwareIn-app PurchasesCustomer ServiceAnalyticsCheckout
Open jobs on Jobsy5
LinkedInView page
Job description

What do we do?

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. That means we take away 100% of the pain of payment fragmentation. It’s faster, safer, cheaper, and, above all, way better.

We’re backed by investors including KKR, FTV Capital, Kindred, Notion, and 83North and serve over 10,000 software sellers in 245 territories globally.

The role:

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.

This is a builder's role, end to end. 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. You’ll own the full lifecycle of what you build, including evaluation, observability, reliability and cost optimisation.

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. Experience working with GTM teams is useful, but the ability to understand problems, build effective systems and measure their impact is more important.

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 impact

We'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 maintainability

Everyone is welcome at Paddle

At Paddle, we’re committed to removing invisible barriers, both for our customers and within our own teams. We recognise and celebrate that every Paddler is unique and we welcome every individual perspective. As an inclusive employer, we don’t care if, or where, you studied, what you look like or where you’re from. We’re more interested in your craft, curiosity, passion for learning and what you’ll add to our culture. We encourage you to apply even if you don’t match every part of the job ad, especially if you’re part of an underrepresented group.

Please let us know if there’s anything we can do to better support you through the application process and in the workplace. We will do everything we can to support any accommodations needed. We’re committed to building a diverse team where everyone feels safe to be their authentic self. Let’s grow together.

Why you’ll love working at Paddle

We’re a diverse, growing group of Paddlers who pride ourselves on our transparent, collaborative and respectful culture.

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 Paddle

We’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 recognize that where our Paddlers do their best work is unique to them and we provide trust and autonomy for everyone to work in a way which fits them best. 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: Singapore

Our 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 job description.

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