Top Tech Jobs & Startup Jobs in NYC, NY

Lead end-to-end UX for Gusto Payroll, define long-term vision, drive AI and automation initiatives, partner cross-functionally, mentor designers, and scale design systems to simplify complex payroll workflows.

Design, build, and ship production LLM-powered features for Gusto Retirement. Implement and integrate LLMs (RAG, agents, prompting, tool loops), make pragmatic architecture decisions, collaborate with product, design, and engineering, write reliable well-tested code, and drive end-to-end execution and iteration.

Lead product design for Gusto Retirement: define strategy, prototype and ship high-trust, regulated financial experiences, partner with Product/Engineering/Data, use AI-accelerated workflows, evolve design systems, and mentor designers to improve adoption, retention, and cross-product cohesion.

Lead Gusto's AI/ML strategy, managing teams in Machine Learning Engineering, AI, and Risk Data Science. Ensure systems are reliable and impactful while fostering a culture of technical excellence.

Lead financial services compliance for consumer and commercial products, payments, and embedded finance. Advise Product, Engineering, Legal, and Ops on launches, partnerships, controls, monitoring, vendor oversight, regulatory change management, and examinations. Build and scale compliance programs using AI-enabled workflows while ensuring human-in-the-loop controls and risk-based decision making.

Lead design and implementation of the Tax platform: build scalable, fault-tolerant systems, improve extensibility, mentor engineers, drive technical strategy and roadmap, collaborate cross-functionally, improve reliability/incident response, and build AI guardrails to safely leverage agentic LLMs for tax compliance.

Lead strategy, design, and operationalization of Gusto's Accountant Partner Program. Own program financials, partner relationships, enablement strategy, competitive intelligence, and vendor partnerships. Manage two enablement ICs, collaborate cross-functionally to build an AI-leveraged operating model, and represent Gusto externally to grow partner adoption and program reputation.

As a Staff Product Designer at Gusto, you'll lead end-to-end design for contractor products, collaborating with cross-functional teams to enhance user experiences and implement strategic design solutions.

Own end-to-end revenue recognition for Gusto Retirement, apply ASC 606 to complex arrangements, prepare journal entries and reconciliations, support period closes and audits, build automation using AI/Python/SQL/Excel, and partner cross-functionally to improve revenue data integrity and processes.

Lead full‑stack development for Gusto's PEO Benefits product: design and build benefits shopping, plan recommendation flows, carrier integrations, automation agents, and MCP tools; scale Ruby/Rails and JavaScript/React systems; mentor engineers; drive multi‑quarter, cross‑functional projects from spec through launch and iteration; collaborate with Product, Data, Design, and Platform teams to deliver customer‑facing features.