Dedicated Service Advisor
GustoChicago, ILPosted 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><p><strong>About the Role:</strong></p>
<p>As a Dedicated Service Advisor, you will act as the single point of contact for all support inquiries, enhancing their user experience and serving as a subject matter expert for Gusto’s core products. You will guide customers through our newest product features, provide proactive customer education and support, partner cross-functionally, move quickly to strategize and creatively solve problems, act as their advocate internally to influence our product decisions and roadmap, and holistically support the customer/Gusto partnership. You’ll address and solve real problems and deliver an exceptional customer experience to some of our most valued companies to build trust and loyalty to Gusto for the book of business. </p>
<div id="model-response-message-contentr_dcbcdd2c5bbfab26" class="markdown markdown-main-panel tutor-markdown-rendering stronger enable-updated-hr-color">
<p>This role requires leveraging AI-assisted tools to accelerate research and communication by demonstrating fluency in delegating repetitive work, crafting structured prompts, and critically reviewing outputs for accuracy, tone, and empathy, all while consistently applying compliance and data-privacy guardrails, delivering measurable efficiency gains, and exercising sound judgment on when to avoid AI or escalate edge cases.</p>
</div>
<p><strong>About the Team:</strong></p>
<p>The Dedicated Service team is a segment of our Care team dedicated to building and expanding relationships with our high-value customers. The team manages an assigned book of customers, serving as product experts, and providing trusted and efficient service.</p>
<p><strong>Here’s what you’ll do day-to-day:</strong></p>
<ul>
<li>Own the customer journey by building trust, rapport, and partnership with your book of business through<strong> inbound and outbound phone, email, and Zoom interactions.</strong></li>
<li>Act as a dedicated advisor, building trust in the support you provide to contain most customer interactions from your dedicated customers.</li>
<li>Provide passionate, opinionated, consistent, expert, reliable support as a dedicated point of contact for <strong>payroll and benefits inquiries</strong>. </li>
<li>Leverage AI‑assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.</li>
<li>Proactively connect with customers to build a deep understanding of their business, your support model, and their preferred connection style.</li>
<li>Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your product knowledge and unique understanding of each individual customer.</li>
<li>Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.</li>
<li>Partner with your customers and cross-functionally to unblock points of friction, proactively address potential concerns, and build an understanding of individual team needs and processes. </li>
<li>Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an und ... (truncated, view full listing at source)
Apply Now
Direct link to company career page
More jobs at Gusto
See all →Retirement Financial Infrastructure Senior Staff Engineer
Denver, CO;San Francisco, CA;New York, NY · 28 February 2026
Future Opportunities: Retirement Operations
San Francisco, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; United States - Remote · 28 February 2026
GTM Analytics Engineer
Denver, CO;San Francisco, CA;New York, NY;Phoenix, AZ;Atlanta, GA;Las Vegas, Nevada · 28 February 2026
Senior Staff Software Engineer, Integrated Benefits Platform
San Francisco, CA · 28 February 2026