Staff Applied AI/ ML Engineer

Gusto
Denver, CO;San Francisco, CA;New York, NY;Seattle, WA;Toronto, Ontario, CAN - Remote$230k – $280kPosted 24 February 2026

Job Description

<div class="content-intro"><p style="line-height: 1.2;"> </p> <hr> <p><strong>About Gusto</strong></p> <p><span style="font-weight: 400;">At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our </span><a href="https://gusto.com/about/careers/total-rewards"><span style="font-weight: 400;">Total Rewards philosophy</span></a><span style="font-weight: 400;">. </span></p></div><h2>About the role</h2> <p>Gusto’s AI/ML Eng team leverages our rich dataset to guide product direction and decision-making by building the right solutions at scale. We’re looking for a senior technical leader (individual contributor) who will design robust AI/ML systems and services through close partnership with seasoned leaders across Engineering, Product, Design, Data Science, Marketing, and Customer Excellence. This means you will also define the strategy along with shipping impactful models and services to evolve our AI/ML capabilities and practices.</p> <p>We have several open roles across two embedded areas:</p> <ul> <li>Unified Service Platform optimizes our customer experience, creates personalized engagement moments, and drives automated or AI enhanced assistance. We develop AI tools and platform components (ex. embedding algorithms) to improve performance and customer satisfaction.</li> <li>Growth builds AI/ML-powered experiences that drive relevant, timely product adoption. Our team enables contextual customer interactions through growth-oriented capabilities like propensity modeling and recommendations.</li> </ul> <h2>Here’s what you’ll do day-to-day</h2> <ul> <li>Design and develop scalable, production-grade AI/ML models and services for complex business and customer experience problems.</li> <li>Lead technical strategy and architecture for key AI/ML domains, including model lifecycle, observability, safety, and evaluation.</li> <li>Collaborate cross-functionally to identify high-leverage AI/ML opportunities, translate them into actionable roadmaps, and deliver measurable outcomes.</li> <li>Build, harden, and operate platform capabilities that power customer journey experiences (e.g., personalization, assistance, routing, content selection).</li> <li>Stay current with the latest AI/ML research; prototype, evaluate, and productionize new algorithms and techniques from academia and industry.</li> <li>Establish robust practices for validation, deployment, monitoring, explainability, and ongoing performance management.</li> <li>Communicate findings, roadmaps, tradeoffs, and impact clearly to executives and non-technical partners.</li> <li>Mentor engineers and scientists, fostering a culture of technical excellence and pragmatic innovation.</li> </ul> <h2>Here’s what we’re looking for</h2> <ul> <li>8+ years of hands-on experience building and deploying end-to-end AI/ML systems in industry or academia.</li> <li>Deep expertise in one or more advanced ML areas (e.g., supervised/unsupervised learning, deep learning, NLP, LLMs, retrieval/RAG, reinforcement learning). </li> <ul> <li>Our Growth positions would require a background in growth-oriented solutions (e.g., propensity scoring, recommendation systems, forecasting, lead scoring) and experimentation.</li> </ul> <li>Proven track record delivering large, impactful AI/ML projects into production environments with measurable business and customer impact. </li> <ul> <li>Experience monitoring AI agents with an attention to safety/guardrails, evaluation frameworks, and sentiment/quality analysis is necessary for the Unified Service Platform roles but not required for our Growth positions.</li> </ul> <li>Proficiency with modern ML frameworks and t ... (truncated, view full listing at source)
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