Full-Time

Lead AI Product Engineer

AI Agents & Emerging Products

System1

System1

201-500 employees

Data-driven tech platform for digital advertising

Compensation Overview

$161.8k - $242.7k/yr

+ Bonus + Equity

Los Angeles, CA, USA

In Person

Category
Software Engineering (1)
Required Skills
LLM
Python
Docker
RAG
AWS
Observability
Google Cloud Platform
Requirements
  • Strong experience building LLM-powered systems in production, including prompt engineering, structured outputs, tool/function calling, and agentic coding workflows where agents write, modify, and validate code within guardrails.
  • Solid backend engineering skills with Python and/or Node.js, designing APIs, async services, and background workers that support long-running, stateful agent workflows.
  • Experience designing multi-step, agent-driven execution loops (plan → act → evaluate → retry), with explicit state management, idempotency, and failure recovery.
  • Comfort with distributed systems primitives (queues, pub/sub, durable state, rate limiting, concurrency controls) required to coordinate agents at scale.
  • Proven ability to instrument and observe agent behavior, emitting structured events for task success, failures, retries, overrides, and code-generation outcomes.
  • Experience deploying and operating systems on cloud infrastructure (AWS or GCP), using Docker and CI/CD pipelines.
  • Familiarity with inter-agent communication patterns, including message schemas, shared memory, blackboard systems, or event-driven coordination.
  • Experience implementing agent evaluation pipelines (prompt regression tests, simulation-based evals, automated scoring, human-in-the-loop review).
  • Understanding of cost-aware execution for agents (dynamic model routing, caching, batching, budget constraints).
  • Experience with RAG architectures, vector databases, and persistent memory strategies.
  • Exposure to emerging agent protocols (e.g., x402 payment flows, MCP), with the ability to implement evolving specs pragmatically.
Responsibilities
  • Build and operate multi-agent systems that plan, coordinate, and execute tasks across multiple tools and services, to solve real user problems at scale.
  • Implement agentic coding workflows, where agents generate code, run tests, create diffs or PRs, and iterate autonomously within guardrails.
  • Design agent orchestration layers (planners, supervisors, evaluators) to manage task decomposition, retries, and long-running execution.
  • Instrument and monitor agent behavior across success, failure, latency, cost, and human overrides, with exposure to agent-to-tool payment flows as the ecosystem evolves.
  • Collaborate with Product & Design to translate user problems into shippable agent workflows, iterating quickly based on real-world feedback.

System1 builds and grows online brands and businesses using a tech platform that combines data science and digital marketing across sectors like search, maps, health, automotive, personal finance, entertainment, and trivia. It attracts about 120 million monthly visitors and monetizes this audience mainly through advertising, offering privacy-friendly products such as search, browsers, and mapping tools. Its approach blends a large, diversified audience with data-driven marketing to help partners expand user bases and revenue, differentiating itself with privacy-focused tools and scale. The goal is to grow online communities and brands by expanding the audience and delivering value to consumers, while creating advertising revenue for itself and its partners.

Company Size

201-500

Company Stage

IPO

Headquarters

Toronto, Canada

Founded

2013

Simplify Jobs

Simplify's Take

What believers are saying

  • MapQuest achieved 14% organic traffic growth and 23% revenue growth in Q1 2026.
  • CouponFollow's AI-powered CMS boosts content efficiency and user engagement.
  • Startpage's sports updates and flight booking expand privacy search utility.

What critics are saying

  • Perplexity AI doubles to 10M MAU, eroding Startpage's privacy search share in 6-12 months.
  • Google's Privacy Sandbox rollout slashes ad revenue from 120M audience in 3-6 months.
  • Apple Maps' 60% iOS share blocks Private Maps growth without iPhone app.

What makes System1 unique

  • System1's RAMP uses AI to acquire intent-driven customers across publishing, search, and apps.
  • Operates privacy-focused brands like Startpage and Private Maps by MapQuest.
  • Monetizes 120 million monthly visitors via owned properties including CouponFollow and Info.com.

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Your Connections

People at System1 who can refer or advise you

Benefits

Great compensation

401(k) company match

Excellence benefits

Charitable gift matching

Education subsidy

Referral bonus

Weekly happy hour

Catered lunches & free snacks

Weekly workouts

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

2%

2 year growth

3%
The Newest Rant
Mar 19th, 2026
MapQuest wants you to know it is back and ready to guide you.

MapQuest wants you to know it is back and ready to guide you. MapQuest used to be huge. If you're over 30 (or so), you probably recall your parents printing out routes with it or doing such a thing yourself. With the rise of map apps on the phone, the idea of printing a bunch of pages with step-by-step directions for vacation or even to find a new spot locally became less than needed. MapQuest didn't really leave or stop existing, but it was a bit of a relic of the past with the most recent notable thing being a company called System1 acquiring MapQuest in 2019, with nothing else of interest happening, until recently. A smidgen ago, System1 launched, "Private Maps by MapQuest," which uses the tech of MapQuest to allow folks to have an app that doesn't, "Save," information about users in a sense. There is no data tracking, it doesn't show ads tailored to your interests, and your travel data isn't shared with other companies (i.e., if you always drive to McDonald's a certain time of day, you won't suddenly start seeing ads for the golden arches in the app). The standard MapQuest has been tweaked heavily, too, even if it lacks the extra privacy features-and it is being advertised with gusto. I mean, I learned that MapQuest in general was, "Back," when I started hearing ads for it and was intrigued. New updates both of the MapQuest-related apps continue to make it an appealing proposition with upgraded traffic monitoring features and the like. That is snazzy, but I'd argue the privacy aspect of Private Maps by MapQuest is a big selling point in an era where all of its information is always just...out there. In the same manner that Duck Duck Go has gained increased popularity thanks to not tracking IP addresses, tracking browsing history, or such, Private Maps by MapQuest could appeal to people who find the constant surveillance of Google and its Maps (or Apple Maps, if you're freaky like that), admittedly a bit creepy. I'd love to try the Private Maps by MapQuest app...but it isn't on iPhones. Yes, that's right, Private Maps is unavailable on iOS. You can use the aforementioned, "Regular," MapQuest and its handy traffic features, but Private Maps is out of reach if you're on an iPhone (and not skilled at fancy hacking tricks or such). It is a bummer, but that could change at some point in the future. As it is, with an Android or iPhone, you can use a newer MapQuest-which is cool-but you need an Android to get the privacy-focused program. MapQuest has risen from a grave of obscurity to be the surprise underdog in a field it once dominated, and now you don't even need your printer!

Market Research Society (MRS)
Jan 14th, 2025
Tristan Findlay joins System1 in innovation role

UK - Advertising creative effectiveness platform System1 has appointed Tristan Findlay as managing director of innovation.

StreetInsider
Apr 27th, 2024
System1 (SST) Appoints Charles Ursini to its Board

On April 23, 2024, the Board of Directors (the "Board") of System1 (NYSE: SST) appointed Charles Ursini, who was recently appointed to serve as a Class II director, as the Company's President and Chief Operating Officer, in addition to continuing to serve on the Company's Board.

City A.M.
Apr 16th, 2024
System1 to resume dividends after topping profit forecasts

Digital marketing platform System1, which is partnered with Pinterest, is set to resume paying shareholders a dividend after it beat market expectations for the full year.

LBBOnline
Jan 17th, 2024
System1 Launches Test Your Distinctive Assets+

That's why System1, The Creative Effectiveness Platform, today launched its new Test Your Distinctive Assets+ product, the first and only solution that measures Feeling to understand the emotions evoked by distinctive assets with life, such as fluent devices.