Senior Staff Software Engineer - Pricing and Packaging

Gusto•San Francisco, CA

2d•Hybrid

About The Position

The Pricing & Packaging team is looking for a Senior Staff Software Engineer and Tech Lead to drive the technical direction of Gusto’s internal Commerce Platform. You’ll own the architecture and delivery of systems that power how Gusto packages, prices, and delivers its products to over 500,000 small businesses nationwide. In this role, you’ll partner closely with product, data science, and cross-functional engineering teams to build reliable, scalable platform infrastructure that enables Gusto’s growth. If you’re energized by high-stakes platform work at the intersection of engineering excellence and real business impact, this role is for you. The Pricing & Packaging team sits at the heart of Gusto’s Commerce infrastructure, serving as the single source of truth for all products, bundles, add-ons, subscriptions, pricing, promotions, and discounts across Gusto’s first-party customer experience. The team owns and operates Gusto’s internal Commerce Platform including the product catalog, promotion engine, subscription, pricing experimentation platform, and entitlement services that enable Growth and other teams to bring Gusto’s offerings to market effectively. We’re a collaborative team of engineers and a data scientist working on quarterly goals and monthly milestones, with a strong emphasis on platform reliability, adoption, and business impact. Our work directly shapes how Gusto’s 500,000+ small business customers access the payroll, benefits, and HR tools they rely on every day.

Requirements

10+ years of software engineering experience, with at least 2 years in a tech lead or staff engineer role setting technical direction for a team.
Has achieved mastery in at least one programming language (e.g. Ruby, Java, Python, Go)
Deep experience building and operating large-scale backend platform systems ideally in commerce, billing, subscription management, pricing and packaging domain
Strong command of distributed systems, API design, and service reliability practices, with experience defining and meeting SLOs in production environments.
Demonstrated ability to work effectively with AI tools (such as GitHub Copilot, Claude Code, or similar) in day-to-day engineering, and a growth mindset toward evolving AI capabilities in the team’s workflow
Proven track record of leading cross-functional technical initiatives, influencing without authority, and aligning engineering, product, and business stakeholders around a shared technical vision
Excellent written and verbal communication skills, with the ability to make complex technical concepts accessible to both engineers and non-technical partners.
Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience.

Responsibilities

Lead technical design and architecture for the Commerce Platform including the product catalog, promotion engine, and subscription and entitlement systems, ensuring services are reliable, performant, and meet defined SLOs.
Partner with product management and cross-functional engineering teams (Growth, Onboarding, Expansion) to define the platform’s technical roadmap and drive adoption across Gusto.
Drive end-to-end delivery of complex, ambiguous projects: from requirements gathering and technical scoping through implementation, rollout, and post-launch iteration.
Mentor and grow engineers on the team through design reviews, code reviews, and hands-on technical coaching, fostering a culture of craftsmanship and continuous improvement.
Leverage AI tools such as code assistants, automated testing, and data-driven diagnostics — to accelerate engineering velocity and establish team-wide best practices for AI-augmented development.
Own and improve platform observability, reliability, and performance: define and track SLOs, lead incident response, and drive blameless post-mortems to lasting resolution.
Collaborate with Gusto’s marketing and business teams to evolve the self-serve system for managing products, bundles, promotions, and discounts, enabling faster time-to market for new offerings.