Senior Staff Engineer, Expansion Experiences

Most small businesses on Gusto are only using a fraction of what could actually help them run their business: the right plan tier, the right benefit, the right feature at the right moment. We're investing in building more of that expertise directly into the product itself, through recommendations, nurture journeys, and self-serve conversion paths that work alongside the support our Sales team already provides.

As a Senior Staff Software Engineer on Expansion Experiences, you'll own outcomes across that whole funnel, from the moment a customer's need surfaces through to the ongoing value of what they adopt. That means real autonomy: shaping the technical approach, partnering with Product, Design, and Data Science to decide what's worth building, calling the shots on what to test now versus later, and flagging the technical investments the team will need before they become urgent.

If you want your work to move retained and expansion revenue for a company serving 500,000+ small businesses, this is the team.

Here's what you'll do day-to-day:

• Own outcomes across the full expansion funnel, not just a single surface or feature within it.
• Shape the technical approach and architecture behind recommendations and conversion journeys so it holds up as a foundation other initiatives can build on.
• Make sharp scoping calls under a time box: ship the simplest version that proves or disproves an idea, then iterate based on what you learn.
• Design experiments and use ambiguous or noisy data to decide what's worth scaling versus cutting.
• Partner independently with Product, Design, and Data Science to help shape the roadmap, not just execute it.
• Raise the engineering bar through pragmatic technical direction, strong code review, and mentoring engineers around you, scoping out work and delegating it to other engineers on the team once it's ready to hand off.

Here's what we're looking for:

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