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Currently tracking 17 active AI roles, down 19% versus the prior 4 weeks. Primary focus: Agent · Engineering. Salary range $111k–$321k (avg $220k).

Hiring
17 / 20
Momentum (4w)
↓-5 -19%
21 opens last 4w · 26 prior 4w
Salary range · avg $220k
$111k–$321k
USD · disclosed roles only
Tracked since
Oct '25
last role 2w ago
Hiring velocityscroll left for older weeks
1 new role
Feb 24
1 new role
Mar 3
1 new role
24
1 new role
Apr 7
1 new role
May 12
1 new role
Jun 16
1 new role
Jul 7
1 new role
Aug 4
1 new role
Sep 15
1 new role
29
1 new role
Oct 6
2 new roles
20
2 new roles
Nov 17
3 new roles
Dec 8
1 new role
15
1 new role
29
4 new roles
Jan 5
1 new role
12
1 new role
19
1 new role
26
2 new roles
Feb 2
1 new role
9
4 new roles
23
5 new roles
Mar 2
3 new roles
9
1 new role
16
8 new roles
23
8 new roles
30
6 new roles
Apr 6
6 new roles
13
7 new roles
20
4 new roles
27
10 new roles
May 4
5 new roles
11
5 new roles
18
7 new roles
25
8 new roles
Jun 1
1 new role
8

Gusto currently has 25 active job listings related to artificial intelligence. The majority of these roles, 68%, are focused on agents, with application roles making up another 28%. Product and Engineering are the top hiring functions. The company is frequently seeking candidates with experience in agent orchestration, LLM observability, and guardrails.

Auto-generated from active job postings · last refreshed 2026-05-24

Frequently asked questions

  • What AI roles is Gusto hiring for?

    Gusto currently has 23 active AI-related roles in our index. The most common open titles are: Benefits Engineering Manager, Enterprise Application AI Architect, Head of Client Experience, Symmetry , Head of Customer Referral & Emerging Channels, Head of ML/AI Engineering. Most positions are in Product and Engineering.

  • What stage of AI development does Gusto focus on?

    Gusto's active AI hiring is concentrated in: agents (70%), application (30%). These categories follow a seven-stage AI lifecycle: data, pre-training, post-training, serving infrastructure, agents, evaluation, and application.

  • Where is Gusto hiring AI talent?

    Gusto is hiring AI talent in: United States (23 roles), Canada (3 roles).

  • What technologies does Gusto's AI team work with?

    Job postings at Gusto most frequently reference: agent orchestration, llm observability, guardrails, model serving, rag.

  • How many AI roles has Gusto posted recently?

    In the past 30 days, Gusto has posted 6 new AI-related roles. That is a -25% change versus the prior 30 days (8 → 6).

Jobs (13)

15 AI · 81 total active
FilteredFunctionEngineering×CountryUnited States×Clear all
Show
Active onlyAI only (≥ 7)
Stage
AllAgent · 17Ship · 4
Function
AllEngineering · 13Product · 8
Country
AllUnited States · 21Canada · 2
Sort
AI scoreRecentTitle
TitleStageFunctionLocationFirst seenAI score
Sr. Staff AI/ML Engineer
Sr. Staff AI/ML Engineer responsible for designing, building, and scaling the AI platform that empowers Gusto's internal teams to build intelligent agents and deliver customer value. This includes developing core platform capabilities such as agent orchestration, RAG infrastructure, eval tooling, model serving, prompt management, observability, and safety guardrails. The role involves owning the full lifecycle from problem framing to production deployment, ensuring the platform is reliable, performant, and easy to adopt. The Staff MLE will also shape technical standards, drive architectural decisions, and mentor engineers.
AgentServeEngineeringDenver, CO +2 · RemoteOct '259
Staff Software Engineer, AI Developer Tools
Staff Software Engineer on the AI Developer Tools team at Gusto, responsible for architecting the AI platform to accelerate engineering across the organization. Focuses on multi-agent systems, RAG, and intelligent automation to eliminate developer friction and improve productivity.
Agent
Serve
Engineering
Denver, CO +3 · Remote
4d ago
8
Strategic Operations Lead
This role is responsible for building and operating 'Benefits Labs', a system that governs how Gusto's Benefits organization tests, validates, and scales operational change. The role is AI-native, focusing on designing and running AI agents, automations, and workflows for tasks like triaging work, executing pilots, and synthesizing evidence, with the goal of creating a highly leveraged system that minimizes manual intervention.
AgentEngineeringDenver, CO3w ago8
Head of ML/AI Engineering
Gusto is seeking a strategic Head of AI/MLE to lead their AI/ML organization, define the company's AI/ML strategy, and shape the development and deployment of AI-native products and systems. This role involves unifying classical ML and GenAI, maturing the ML platform, and ensuring production systems meet high standards for reliability, safety, and maintainability. The leader will manage teams including ML Engineering, ML Platform, Risk Data Science, and AI Scientists, and partner with senior stakeholders to drive customer and business impact through AI.
ShipServeEngineeringDenver, CO +23w ago8
AI Solutions Architect
The AI Solutions Architect will design, prototype, deploy, and continuously improve AI-driven agentic workflows for service operations at Gusto. This role involves architecting end-to-end agentic service workflow frameworks, designing multi-agent orchestration patterns, and influencing AI platform capabilities. The architect will also ensure AI governance, translate CX quality stakes, and strengthen evaluation frameworks, working closely with Engineering, CX, Legal, and Compliance.
AgentServeEngineeringChicago, IL +2 · Remote5w ago8
Head of AI-Native Talent Systems
Gusto is seeking a Head of AI-Native Talent Systems to redesign how people grow within an AI-native company. This role focuses on building systems for onboarding, feedback, performance reviews, and promotions, using AI as a practical tool for reflection, coaching, and skill-building. The goal is to make growth obvious, continuous, and integrated into the flow of work, ultimately creating an AI-powered environment where development is a natural byproduct of doing the job.
AgentEngineeringDenver, CO +2Feb 238
Senior Staff IT Controls, Enterprise Applications
Senior Staff IT Controls role focused on evolving and scaling IT General Controls (ITGCs) across enterprise applications. The role will pioneer the use of AI and automation, including LLM-based evidence review and agentic control testing, to transform assurance into a scalable, intelligent capability. This involves building AI-native continuous controls monitoring and governing internal AI builds to ensure they meet control standards. The role requires deep IT controls expertise combined with a vision for AI-augmented assurance and SOX 404 compliance.
AgentEval GateEngineeringSan Francisco, CA +1 · Remote3w ago7
Staff Software Engineer, Platform Orchestration
Staff Software Engineer, Platform Orchestration role focused on building an internal platform that enables engineers to ship production-grade systems. A key aspect is developing the AI-agent surface for this platform, allowing agents to safely drive infrastructure and deployment workflows.
AgentEngineeringSan Francisco, CA4w ago7
Legal AI Engineer (Contractor)
This role is for a Legal AI Engineer on a fixed-term contract to build foundational AI infrastructure for a legal team. The engineer will design, implement, and document AI systems and workflows, including a structured knowledge layer and AI-assisted processes for contract review and matter intake. The goal is to turn experiments into robust, shared systems that can be maintained internally after the engagement.
AgentEngineeringDenver, CO +27w ago7
Principal Data Scientist, Payments
Principal Data Scientist on the Payments team at Gusto, focusing on integrating AI into financial infrastructure. The role involves owning payments intelligence, driving experimentation, building predictive models for failure and risk, and developing AI-native data products. Requires strong SQL, Python, experimentation expertise, and experience with payments domain knowledge. The role emphasizes building AI as a core component and responsible AI use in a regulated financial context.
AgentDataEngineeringDenver, CO +2Apr 77
AI Manager, Compliance Systems
Manager role focused on building AI-powered compliance systems from scratch, involving designing architecture, deploying and managing AI agents for various compliance use cases, and ensuring human oversight. The role requires hands-on experience with AI tools, agent orchestration, prompt engineering, and operating within a regulated fintech environment.
AgentEngineeringDenver, CO +1Apr 37
Senior Engineering Manager, Symmetry Product Development
Seeking a seasoned engineering leader to manage a product development team focused on leveraging AI for payroll infrastructure. The role involves supporting existing core products, advancing AI integration across the product portfolio and SDLC, and transforming shared services like DevOps and QA to be AI-native. The goal is to drive innovation, increase engineering velocity, and ensure AI is a key differentiator.
ShipEngineeringScottsdale, AZMar 67
Enterprise Application AI Architect
This role focuses on integrating AI and automation into Gusto's enterprise applications, specifically designing and managing AI agents and Model Context Protocols (MCPs) to make internal systems smarter and more autonomous. The goal is to transform reactive workflows into predictive, self-improving platforms, ensuring security, compliance, and measurable impact within the IT and Enterprise Applications organization.
AgentEngineeringON +3 · RemoteNov '257