Staff Software Engineer, Benefits

Role Summary

• •Lead architectural improvements to Gusto's benefits platform with a focus on AI-native capabilities.
• •Design and build full-stack platform features enabling customers to explore and manage benefits.
• •Collaborate cross-functionally with Marketing, Sales, and Operations to align technical solutions with business needs.
• •Mentor engineers and establish best practices for AI-driven personalization and scalable system design.
• •Ensure high-quality, well-tested code with emphasis on performance, scalability, and observability.

About the Company

• •Gusto is a mission-driven company focused on growing the small business economy through payroll, benefits, and HR solutions.
• •Supports over 400,000 small businesses across the US with a strong emphasis on customer representation and inclusion.
• •Operates in the HR technology and benefits industry with offices in Denver, San Francisco, New York, and Toronto.
• •Values diversity and inclusion, hiring from a wide variety of backgrounds to strengthen the company culture.
• •Committed to equal opportunity employment and providing accommodations for candidates with disabilities.

What You Should Know

• •Opportunity to work on a cutting-edge AI-native platform impacting benefits shopping and personalization.
• •Role requires balancing pragmatic execution with long-term architectural vision in a fast-evolving environment.
• •Collaborative work environment involving strong partnerships with technical and business teams.
• •Hybrid onsite work expected with 2-3 days per week in office for Toronto location.
• •Candidates should be comfortable with rapid experimentation, continuous learning, and mentoring others.

Key Required Skills