Toolmill Briefswhat companies are building, read from their hiring

Company brief · updated 2026-10-18

Gusto

gusto.com · B2B

101open roles
36new in 30 days
18closed in 30 days
7remote-eligible
acceleratinghiring velocity

What they're building

Payments platform re-architecture strong signal

Today: Payments at Gusto powers money movement across core payroll, contractor payments, international money movement, and new business offerings like PEO

Roles: Software Engineer, Payments · Payment Operations Manager · Payment Operations Analyst

Requirements mention: Payments and/or Accounting systems · fault-tolerant, mission-critical software · ACH/Nacha · wires · RTP · reconciliation

Inference: the Payments engineering role describes a full re-architecture, and the payment operations roles suggest money-movement operations are being staffed alongside it.

PEO (Professional Employer Organization) product and sales strong signal

Today: Payroll, benefits and HR for small businesses, sold to an existing base of 400,000+ customers; PEO is a new offering being stood up

Roles: Staff Software Engineer, PEO · Staff Software Engineer, PEO Benefits · PEO Sales, Account Executive

Requirements mention: PEO Onboarding experience · carrier integrations · benefits shopping and plan-recommendation flows · Master Health Plan · quota-carrying · HCM platforms

Inference: the postings cover engineering, benefits and a new sales org together, which suggests PEO is being launched across product and sales at the same time.

Gusto Retirement (401(k)) product, support and operations strong signal

Today: Gusto Retirement's 401(k) experience, serving as trusted advocates for participants and IRA owners

Roles: Staff Software Engineer, Retirement Financial Platform · Staff Software Engineer, Retirement Money Planning · Staff Software Engineer, Retirement AI · Participant Support Specialist · Retirement Sponsor Support Specialist · Retirement Offboarding Specialist · Conversion Operations Associate · Retirement Onboarding Coordinator · Summer Opportunities - Retirement Sales AE · Future Opportunities: Retirement Client Relationship Manager · Senior Revenue Accountant

Requirements mention: 401k loans · KYB/KYC · payments · retirement plan administration · Zendesk · Intercom · Freshdesk · revenue recognition

Inference: 11 roles tied to Gusto Retirement (8 with Retirement in the title) span engineering, support, onboarding, offboarding, sales and revenue accounting, which suggests the product is being staffed across its whole operation.

Banking products: Business Money (SMB Banking) and Consumer Money (Wallet) strong signal

Today: Gusto Wallet, which gives workers direct access to their pay and tools to manage it, and SMB Banking, a newer banking product for small businesses

Roles: Principal Product Manager, Business Money – SMB Banking · Principal Product Manager, Consumer Money - Consumer Banking · Senior Product Design Manager, Banking · Staff Product Mobile Engineer, Business Money · Partner Manager, Consumer Fintech Partnerships · Head of Risk and Money Services

Requirements mention: business checking accounts · BaaS platforms · partner bank relationships · on-demand access to earned wages · KYC/KYB

Inference: the SMB Banking posting describes business checking as the foundation that owners will 'eventually' use to access capital, which suggests lending is a planned next step after business checking.

Gusto Pro channel and integrations for accounting firms moderate signal

Today: Gusto Pro, our platform for Accountants & Bookkeepers

Roles: Staff Software Engineer, Gusto Pro Integrations · Gusto Pro Core, Junior Account Manager · Partner Manager, Gusto Pro · Future Opportunities: Channel Sales Experience · Senior Lifecycle Marketing Manager

Requirements mention: Bookkeeping integrations · MCP (Model Context Protocol) · OAuth · Gusto Pro platform · negotiating complex six-figure contracts · webinar production

Inference: the integrations posting says its portfolio of connections to accounting firms' software is 'expected to keep expanding', which suggests more third-party integrations for Gusto Pro; the postings do not state a timeline.

AI assistant and AI-native product work strong signal

Today: Gusto's conversational AI assistant for small businesses, and Otto, an AI agent used by Gusto's support advocates

Roles: Principal Product Manager, AI Assistant · Principal Product Manager, Unified Service Platform · Staff Software Engineer, Gustie Assist · Staff Software Engineer, Core AI Platforms

Requirements mention: RAG · evals · conversational assistant · multi-agent orchestration · LLM-as-judge pipelines

Inference: agent and evaluation infrastructure is being built across several product areas at once; the postings do not show which launches come next.

Where the headcount is going

DepartmentOpen
Engineering31
Customer Experience19
Sales8
Product Management8
People7
Design5
Data5
Marketing4
Security3
Finance & BizOps3
Legal & Compliance2
Revenue Operations2

Engineering has the most open roles (26), followed by Customer Experience (15) and Sales (10). 31 of 97 roles opened in the last 30 days, versus 19 in the prior 30 days, and none closed.

Who they need

Seniority: Of 97 roles: staff 30, senior 22, manager 17, mid 15, principal 5, junior 3, vp 2, director 1, intern 1, unknown 1.

Skills named most: AI tools (28), Ruby on Rails (23), Salesforce (23), APIs (9), React (9), Python (9), Zendesk (8), dashboards (7), SQL (7), Payroll (6), Intercom (6), Freshdesk (6)

Locations: The most common setup is hybrid across Denver, CO, New York, NY and San Francisco, CA (31 roles). Many sales and CX roles are hybrid in Atlanta, GA and Phoenix/Scottsdale, AZ. 11 roles are marked remote, tied to Austin, TX; Chicago, IL; Los Angeles, CA; Miami, FL; Seattle, WA; and Toronto, Ontario; most of these also list hybrid office options.

How to use this

If you're applying: Read each role's listed requirements and location before applying. The largest clusters are roles requiring Ruby on Rails, Salesforce or AI tools.

If you're selling or recruiting: Engineering (26 roles), Customer Experience (15) and Sales (10) are the largest concentrations, and 31 roles opened in the last 30 days. Start with the Gusto Retirement and PEO hiring teams, which have several open roles each. The payroll tax team is also hiring: Tax Accounts, Tax Experiences, Tax Platform Engineering, and a PM for Tax Payments and Filing.

Get told when Gusto opens new roles.

Weekly, only when something changed. One click to stop.

Open roles (101)

TitleDepartmentLocationPosted
Workday System DeveloperPeopleDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-21
FP&A AI ArchitectSecuritySan Francisco, CA - Hybrid2026-10-19
Staff Recruiter, Design & Specialized TechPeopleSan Francisco, CA - Hybrid2026-10-19
Tax Resolution AdvocateCustomer ExperienceDenver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-10-18
Staff Software Engineer, Expansion ExperiencesEngineeringSan Francisco, CA - Hybrid2026-10-16
Senior Staff Engineer, Expansion ExperiencesEngineeringSan Francisco, CA - Hybrid2026-10-16
Staff Software Engineer, HR ExperienceEngineeringNew York, NY - Hybrid2026-10-15
Head of Gusto ControlsFinance & BizOpsSan Francisco, CA - Hybrid2026-10-15
Staff Product DesignerDesignDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-15
Senior Staff Software Engineer, Gusto Agent & Partner Experiences (API)EngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-15
Senior Paid Acquisition Manager, Paid SocialMarketingBurlingame, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-14
Senior Commercial Lines Account ManagerCustomer ExperienceDenver, CO - Hybrid2026-10-14
Manager, Business Insurance ServicingCustomer ExperienceDenver, CO - Hybrid2026-10-14
Enhanced Due Diligence Investigations AnalystLegal & ComplianceDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-13
Fraud Investigations AnalystLegal & ComplianceDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-13
Finance Intern (Summer 2027)Finance & BizOpsNew York, NY - Hybrid2026-10-13
Manager, Account Executive Platform SalesSalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-10-12
Staff Software Engineer, Gusto Pro IntegrationsEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-09
Principal Product Manager, Payroll PlatformProduct ManagementDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-08
Senior Lifecycle Marketing ManagerMarketingDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-08
Staff Software Engineer, Cloud InfrastructureEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-06
Staff Software Engineer, PEOEngineeringSan Francisco, CA - Hybrid2026-10-06
Retirement Onboarding Specialist (New Plans) Customer ExperienceDenver, CO - Hybrid2026-10-05
Recruiting Operations and Transformation LeadPeopleDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-10-02
Talent Development Leader, Foundational Talent ProductsPeopleDenver, CO - Hybrid; San Francisco, CA - Hybrid2026-10-02
Staff Software Engineer, Retirement Financial PlatformEngineeringAustin, TX - Remote; Burlingame, CA - Hybrid; Chicago, IL - Remote; Denver, CO - Hybrid; Los Angeles, CA - Remote; Miami, FL - Remote; New York, NY - Hybrid; San Francisco, CA - Hybrid; Seattle, WA - Remote (remote)2026-10-01
Sr. Sales Operations AnalystRevenue OperationsAtlanta, GA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid; Toronto, Ontario - Remote (remote)2026-10-01
Compensation PartnerPeopleSan Francisco, CA - Hybrid2026-09-30
Principal Product Manager, Consumer Money - Consumer BankingProduct ManagementDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-30
Principal Product Manager, Business Money – SMB BankingProduct ManagementDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-30
Staff Software Engineer, Retirement Money PlanningEngineeringBurlingame, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-25
Staff Software Engineer, Invoicing and Billing EngineeringSan Francisco, CA - Hybrid2026-09-25
Staff Software Engineer, SoloEngineeringSan Francisco, CA - Hybrid2026-09-25
Staff Product Mobile Engineer, Business MoneyEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-25
R&D Insights and Operations - GrowthInsights & OperationsSan Francisco, CA - Hybrid2026-09-25
Head of Marketing - SymmetrySymmetryDenver, CO - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid2026-09-24
Future Opportunities: Sales Onboarding AdvocateSalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; Phoenix, AZ - Hybrid2026-09-23
Principal Product Manager, AI AssistantProduct ManagementDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-23
Payroll and Taxes ManagerCustomer ExperienceDenver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-09-21
Payment Operations ManagerProduct ManagementNew York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-18
Payment Operations Analyst Product ManagementSan Francisco, CA - Hybrid; Seattle, WA - Remote (remote)2026-09-18
Head of Product, New Customer ExperienceProduct ManagementSan Francisco, CA - Hybrid2026-09-18
Senior Staff Software Engineer, BenefitsEngineeringNew York, NY - Hybrid2026-09-18
Staff Software Engineer, HR ExperienceEngineeringNew York, NY - Hybrid2026-09-17
Executive Operations PartnerLeadership OperationsScottsdale, AZ - Hybrid2026-09-16
Premier Account PartnerCustomer ExperienceAtlanta, GA - Hybrid; Scottsdale, AZ - Hybrid2026-09-15
Senior Performance Marketing Manager, Paid SocialMarketingBurlingame, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-10
Partner Manager, Gusto Pro SalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; Phoenix, AZ - Hybrid; San Francisco, CA - Hybrid; Toronto, Ontario - Remote (remote)2026-09-09
Senior Compensation ManagerPeopleSan Francisco, CA - Hybrid2026-09-09
Senior Staff UX Researcher, QuantitativeDesignDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-09
Senior L&D SpecialistCustomer ExperienceAtlanta, GA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid2026-09-04
Senior Product Design Manager, BankingDesignDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-04
Head of Risk and Money ServicesCustomer ExperienceDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-09-04
Software Engineer, Financial Data & PaymentsEngineeringNew York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-31
Product Marketing Leader - Innovation & ExperimentationMarketingAtlanta, GA - Hybrid; Burlingame, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid2026-08-24
Manager - Developer Productivity, AI ToolsEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-24
Staff Software Engineer, Unified Services PlatformEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-20
Participant Support SpecialistCustomer ExperienceDenver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-08-20
Staff Software Engineer, Business InsuranceEngineeringNew York, NY - Hybrid2026-08-18
Staff Software Engineer, Gustie AssistEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-14
Senior Data EngineerDataDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-14
Software Engineer, ML PlatformDataDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-10
Principal Product Manager, Unified Service Platform Customer ExperienceDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-08-06
Expansion Account Executive SalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-08-04
WFM Resource Management & AnalyticsCustomer ExperienceAtlanta, GA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid2026-08-03
WFM Capacity & Analytics Planner Customer ExperienceAtlanta, GA - Hybrid; Denver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-08-03
Staff Software Engineer, Tax AccountsEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-07-31
Manager of Health Insurance Renewals TeamCustomer ExperienceDenver, CO - Hybrid2026-07-29
Health Insurance Sales Operations AnalystRevenue OperationsAtlanta, GA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid2026-07-23
Staff Software Engineer, PEO BenefitsEngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-07-16
Senior Product Manager, Tax Payments and Filing Product ManagementNew York, NY - Hybrid; San Francisco, CA - Hybrid2026-07-16
Retirement Offboarding Specialist Customer ExperienceDenver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-07-07
Staff Software Engineer, Tax ExperiencesEngineeringSan Francisco, CA - Hybrid2026-07-06
Senior Staff Engineer - Tax Platform EngineeringEngineeringAtlanta, GA - Hybrid; Austin, TX - Remote; Chicago, IL - Remote; Denver, CO - Hybrid; Los Angeles, CA - Remote; Miami, FL - Remote; New York, NY - Hybrid; San Francisco, CA - Hybrid; Seattle, WA - Remote (remote)2026-07-02
HR ConsultantCustomer ExperienceDenver, CO - Hybrid; Scottsdale, AZ - Hybrid2026-07-01
Staff Software Engineer, Pricing and Packaging EngineeringEngineeringSan Francisco, CA - Hybrid2026-06-25
Staff Software Engineer, Core ProductsEngineeringNew York, NY - Hybrid; San Francisco, CA - Hybrid2026-06-24
PEO Sales, Account ExecutiveSalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; Phoenix, AZ - Hybrid; San Francisco, CA - Hybrid2026-06-23
Channel Partnerships Manager, Investor Ecosystems (VC & PE)Channel PartnershipsAtlanta, GA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Toronto, Ontario - Remote (remote)2026-06-23
Staff Software Engineer, Retirement AIEngineeringDenver, CO;San Francisco, CA;New York, NY2026-06-22
Staff Software Engineer, AI Voice and ContentEngineeringSan Francisco, CA - Hybrid2026-06-18
Senior Revenue AccountantFinance & BizOpsDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Scottsdale, AZ - Hybrid2026-06-18
Future Opportunities: Early Career Sales TalentSalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; Phoenix, AZ - Hybrid2026-06-11
Staff Software Engineer, People Technology PeopleDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-06-09
Future Opportunities: Retirement Client Relationship ManagerCustomer ExperienceDenver, CO - Hybrid; New York, NY - Hybrid2026-06-04
Customer Experience Specialist, Health Insurance BenefitsCustomer ExperienceDenver, CO - Hybrid; Phoenix, AZ - Hybrid2026-06-04
Senior Staff Software Engineer - Pricing and PackagingEngineeringSan Francisco, CA - Hybrid2026-05-27
AI Operations Program Manager, BenefitsCustomer ExperienceDenver, CO - Hybrid2026-05-21
IT Internal ControlsSecurityDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-05-20
Senior Data Science Manager, Growth DataDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-04-30
Summer Opportunities - Retirement Sales AESalesDenver, CO - Hybrid2026-04-20
Future Opportunities: Channel Sales ExperienceSalesAtlanta, GA - Hybrid; Denver, CO - Hybrid; Phoenix, AZ - Hybrid2026-04-01
Staff Software Engineer, Core AI PlatformsEngineeringSan Francisco, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid2026-03-27
Data Scientist, Risk DataSan Francisco, CA - Hybrid2026-03-26
Senior Staff Software Engineer, Money Group EngineeringDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2026-03-23
Staff Software Engineer, Payroll PlatformEngineeringSan Francisco, CA - Hybrid2026-01-13
Senior Product Design Manager, PayrollDesignDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid; Toronto, Ontario - Remote (remote)2026-01-07
Retirement Onboarding CoordinatorCustomer ExperienceDenver, CO - Hybrid2025-12-10
Enterprise Application AI EngineerSecuritySan Francisco, CA - Hybrid2025-11-21
Senior Manager, Head of Sales Data Science & Analytics DataDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2025-09-30
Senior Staff Product Designer, FinanceDesignDenver, CO - Hybrid; New York, NY - Hybrid; San Francisco, CA - Hybrid2025-08-04