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Posted 9 months ago

Lead AI Engineer

@ Reflow

Toronto, Ontario

RemoteFull-time8+ years experience
Apply now
SIGNALS

Overview

Reflow is hiring a Lead AI Engineer, a full-time, fully remote role to own its AI automation project end to end, covering architecture, reliability, observability, cost and roadmap. The role is hands-on and requires leading engineers who work on automation. The posting states that pay is market-based and location-dependent, with no figures given.

Responsibilities:

  • Own the AI automation project end to end
  • Build evals, regression checks and observability for agents
  • Reduce failure rates and cost per run
  • Lead engineers and set the technical bar
  • Shape the automation roadmap with the founders

Requirements summary:

  • 8+ years of backend engineering in production
  • 4+ years of technical leadership
  • Hands-on experience with multi-step agents in production
  • Experience building evals, tracing and benchmarks for LLM systems
  • Strong in TypeScript and Python
  • Strong written communication, open to cross-timezone work

Tools & skills

Source and dates

Employer career site / ATS feed · ashby

Employer posting date
2026-01-26
First seen by our source
2026-10-08
Source record updated
2026-11-05

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

Job details

SeniorityLead
DepartmentSoftware development
Experience8+ years
Hours per week40 (estimated)
Work settingHome
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish

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

Reflow

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.

Get real-time visibility, make data-driven decisions, and measure ROI from automation and optimization.

Full company description

Reflow gives operations teams real-time visibility into how work actually flows, so they can identify what to optimize and automate what matters. It shows leaders where work slows down across teams and systems and what's driving cost and friction. Teams can get up and running in a day and start seeing where work breaks or drifts, without a heavy setup process. From there, Reflow surfaces the highest-impact opportunities for optimization and automation, so prioritization isn't guesswork. As changes roll out, teams can track whether they reduced cost, improved speed and quality, or lowered risk, and measure ROI over time.

LinkedIn followers
635
People associated on LinkedIn
16
Reported office locations
  • San Francisco, Ca, US
Business categories
  • Software
  • Enterprise Applications
  • B2B
  • Customer Service
Other recorded names
  • Reflow
Profile identifies a recruitment agency
No
Reported total investment
15,000,000

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

Reflow gives operations teams real-time visibility into how work actually flows, so they can identify what to optimize and automate what matters. It shows leaders where work slows down across teams and systems and what's driving cost and friction. Teams can get up and running in a day and start seeing where work breaks or drifts, without a heavy setup process. From there, Reflow surfaces the highest-impact…

FieldValue
IndustryTechnology, Information and Internet
Company size11-50 employees
HeadquartersSan Francisco, Ca
Organization typePrivately Held
Year founded2024
Open jobs on Jobsy7
LinkedInView page
Job description

Lead AI Engineer

Hi, I'm Akbay, Head of Engineering at Reflow.

Most engineering roles at this stage ask you to execute. Pick up tickets, ship features, move to the next one. That's not what we're looking for.

Reflow is building something that requires you to care about the outcome, not just the output. We track how work actually happens inside organizations and turn that into intelligence. The data is messy, the product surface is wide, and the problems are greenfield. You need to want to dig into that, not just be okay with it.

I'm looking for someone who gets energy from complexity, moves fast without cutting corners on the things that matter, and wants to see their fingerprints on a product that real teams depend on. Someone who can build and lead, in that order.

If that sounds like the kind of work you want to be doing, read on.

Akbay

Why Reflow exists

Most organizations have no reliable way to understand how work actually gets done. They track outputs, not workflows. They measure activity, not intelligence. The result is a massive blind spot at the operational layer of every team.

Reflow closes that gap. We're a workforce and workflow intelligence platform that sees how work flows through an organization and turns that into insight and automation. Our automation agents take the workflows we observe and run them for our customers, across browser and desktop apps, with the company-specific context that general-purpose agents don't have. We're early, growing fast, and automation is where we're putting a lot of our weight next.

What you'll actually do in the first 3 months

Month 1: Understand the system and fix what matters most. Learn how a recorded workflow becomes an automation, how a run is executed, and how it recovers. Find the parts that hold the system back the most, fix them, and get the improvements shipped to clients, not just merged. By the end of the month customers should notice the difference.

Month 2: Make the whole system better. Move from the most critical parts to all of them: workflow creation, execution, recovery, evals, observability and cost. Get to a point where we are confident in every update before it ships, and where we can bring on more clients without any drop in quality, speed or cost per run.

Month 3: Drive the project. Take the lead on where automation goes next. Bring your own ideas, sharpen the vision, and keep a close eye on the market: what the model vendors and other agent products ship, what customers ask for, and where Reflow should go to stay ahead. Turn that into a roadmap and steer the project by it.

How the role looks beyond 3 months

You own the AI automation project end to end: architecture, reliability, observability, cost, and the roadmap of what it can do next. You stay fully hands-on, this is a building role. Engineers who contribute to automation work with you on it, and you set the technical bar they work to. Beyond automation, you help shape the other AI pipelines in the product, such as our AI companion and the systems that mine our activity data for insight.

Example projects on the horizon:

  • Build an eval and benchmarking setup that covers our real customer workflows, with regression checks that run on every change.

  • Push run success rates up across changing UIs, sessions and edge cases, with recovery that fixes the run instead of failing it.

  • Bring cost per run down with model routing, caching and provider choice, without losing accuracy.

  • Build end-to-end tracing and observability, so any failed run can be replayed and diagnosed in minutes.

  • Turn live runs and human feedback into reviewed improvements, so automations get better from use, not just from engineering time.

  • Shorten the path from a recorded workflow to a working automation, with fewer iterations and no engineer in the loop.

What we mean by "own"

Some engineers think owning a system means being the one who gets assigned its tickets. That's not what we need.

Owning automation means you know how it's doing today without anyone telling you. You know the success rate, the cost per run, the top failure reasons and which customers they hit. When a run fails, you find out why before a customer asks. When a model or prompt change looks good in a demo, you're the one who asks for the benchmark. You decide what gets built next, and you're accountable for whether it worked.

How we work

High trust, high speed. We don't manage output through meetings or status updates. You'll know what matters, and you'll have the autonomy to go build it.

Measured, not vibes. An AI change that wasn't measured didn't happen. We ship against baselines, eval sets and production metrics, not against a demo that looked right once.

Cost is part of the design. Inference spend scales with usage. We treat cost per run as an engineering metric, next to accuracy and latency.

AI is part of the craft. We use AI tooling actively across engineering. We expect you to have opinions about what works, for agents in production and for your own workflow.

Direct collaboration. You'll work closely with backend, data and the client app team, and directly with the founders on roadmap and architecture. No long handoff chains.

Why you should or shouldn't apply

This role is for you if:

  • You have built and run multi-step agents in production, with real users, real failure modes and real cost.

  • You were a strong backend engineer before you worked with LLMs, and you still think like one: retries, idempotency, queues, failure handling, monitoring.

  • You can answer "how do you know it got better?" with numbers, and you have built the setup that produces them.

  • You care about cost per run as much as accuracy, and you've made tradeoffs between models, providers and architectures to get both.

  • You want to own a system end to end and be judged by whether it works in production.

  • You're energized by an ambiguous, fast-moving space where the playbook is still being written.

  • You want direct access to the founders and real influence over where the product goes.

This role is probably not for you if:

  • Your agent experience is mostly RAG chatbots, low-code workflows, or prototypes that never left pilot scale.

  • You ship prompt changes because they looked better on a few examples.

  • You think of observability and evals as something to add once things settle down.

  • You prefer research to shipping, or want a clear spec before you start.

  • You need someone else to set up infrastructure, deploys or monitoring for you.

  • You're looking for a pure people management role.

What we're looking for

Required

  • 8+ years of backend engineering, with production services and pipelines you designed and owned: APIs, workers, queues, real load, on-call.

  • 4+ years of technical leadership, owning the direction of a system and guiding the engineers who work on it.

  • Recent, hands-on experience building agentic systems in production: multi-step agents, tool use, MCP, agent loops with recovery and guardrails.

  • Built or owned eval, benchmarking and tracing for LLM systems: golden sets, regression suites, LangSmith, Langfuse or your own.

  • Experience managing LLM cost and latency in production: model routing, caching, provider choice.

  • Strong in TypeScript and Python. You'll work in both.

  • Architecture judgment: you can take a system that was built fast and set the direction for its next stage.

  • Strong written communication, we're distributed and context needs to travel well in writing.

  • Open to working across timezones with a globally distributed team.

Nice to haves

  • Experience with browser or desktop automation: Playwright, Puppeteer, DOM-based actions, computer-use agents.

  • Experience with model gateways and providers such as OpenRouter or Bedrock.

  • Familiarity with Django and ClickHouse, or similar stacks.

  • Experience running agents in virtual or sandboxed environments.

  • Previous experience at an early-stage or fully remote company.

What Reflow gives you

  • Full ownership of the system at the center of where Reflow is going next.

  • Work directly with the founding team, your architecture decisions will be visible and they'll matter.

  • Fully remote, work from wherever you do your best work.

  • A genuinely hard problem: making AI agents reliable, measurable and affordable on real company work.

Compensation:

We offer competitive pay based on the market and where you’re located. The salary ranges in our job postings are intentionally wide because they need to cover both U.S. and international candidates. Our final offer will depend on things like your experience, skill set, and location.

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