Application Systems Engineering Manager

gusto· 98 open roles

Location TBD On-siteFull-timeToday

Salary

$197,000 - $235,000

Experience

Mid

Job Type

Full-time

Posted

Today

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About This RoleAI processing…

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy .

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

Key Responsibilities

1
Lead Gusto’s Go To Market AI engineering team, including the recruitment, hiring, and empowerment of a world-class team
2
Collaborate closely with AI Scientists and AI Product Managers to create a world where the sales motions run proactively and efficiently with AI.
3
Lead your engineering team to design, develop, and deploy AI-powered applications to enhance customer and advocate experiences.
4
You will work cross-functionally with engineering, product, design, and stakeholder teams to lead various initiatives to advance our customer service solutions
5
You will leverage our data to identify key insights and create operational efficiencies, as well as produce accurate and meaningful analysis to drive business decisions
6
Meet with stakeholders from business and engineering to understand OKR requirements and convert them into analytical solutions
7
Integrate with third-party platforms (e.g., Salesforce, Zendesk, or similar CRM/support systems) where applicable
8
Responsible for driving the development of product and core platform in a fast paced, start-up environment
9
Providing technical leadership in defining the product and platform solutions
10
Understand customer pain points, devise solutions, and then iterate through prototyping and frequent, successful product launches.
11
Work cross functionally with design leadership and product management leadership to build and drive Gusto’s product vision and strategy
12
Empowering a team of senior engineers, architects, and potentially managers to create alignment, clarity, high morale, driving quick but informed decision making, and helping them get unblocked

Requirements

10+ years of total relevant technical experience
2+ years of engineering management experience
2+ years in Generative AI demonstrating the ability to leverage AI/agentic tools (e.g., Copilot, Cursor, or similar) to accelerate development

Perks & Benefits

We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success.