or apply directly on Gusto, Inc.'s site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 28 days Gusto, Inc.'s roles stay open a median of 44 days
- Reposted
- No
- Salary listed
- No 49% of Gusto, Inc.'s roles list one
- Ghost-job risk at Gusto, Inc.
- high 45 stale, 9 reposted of 97 open
- Hiring momentum
- 146 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-09-17
Measured from postings appearing on and disappearing from Gusto, Inc.'s own greenhouse board since 2026-08-03. Full hiring picture for Gusto, Inc..
About this role
As an AI Operations Program Manager at Gusto, you will lead the Benefits Labs, overseeing the lifecycle of operational changes within the Benefits organization. Your role involves designing and managing AI-driven systems for intake, pilot governance, and evidence synthesis, ensuring high-quality execution of multiple pilots with minimal manual intervention. You will collaborate across teams to improve operational efficiency and drive data-informed decision-making while shaping the future of the Labs function.
- benefits
- 2/5
- freshness
- 4/5
- career value
- 4/5
- role clarity
- 5/5
- pay transparency
- 0/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Gusto, Inc. as an employer.
What you need
- Proven ownership of complex, cross-functional work
- Experience designing and deploying AI agents, automations, or workflows
- Strong data fluency to structure problems and define success metrics
- Experience in operations, program management, or business operations in a SaaS or technology environment
- Comfort with ambiguity and ability to create structure
Nice to have
- Experience in benefits, insurance, or brokerage operations
- Experience working with operational metrics like cycle time and quality
- Direct experience building or managing AI agents in a production context
What you get
- Competitive base pay
- Equity (RSUs)
- Hybrid work model with office expectations
Worth weighing
- Role requires a strong focus on AI tools and systems, which may not suit all candidates
- The position involves significant cross-functional leadership without direct authority, which can be challenging
- No specific mention of career development opportunities or training programs
Summarised from Gusto, Inc.'s posting. Read the full original.
Listed by Gusto, Inc. on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.
More roles at Gusto, Inc.
- Staff Software Engineer, Gustie AssistDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
- Design Systems, Product DesignerDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
- Senior Data EngineerDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
- Growth Data Science LeaderDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
- Staff Software Engineer, Business InsuranceNew York, New York, United States
- Head of Engineering, AI PlatformSan Francisco, CA - Hybrid
- IT Controls Engineer, Enterprise ApplicationsSan Francisco, CA - Hybrid
- People Partner - Product and Product DesignSan Francisco, CA - Hybrid