[Remote] Jr. Onboarding Associate

Note: The job is a remote job and is open to candidates in USA. Gusto is on a mission to grow the small business economy, providing essential services like payroll and HR to support small businesses. The Jr. Onboarding Associate will assist customers with onboarding, leveraging advisory sales skills to match Gusto's offerings to their specific needs while ensuring a smooth transition into the service.

Responsibilities

• Handle high-volume inbound interactions across phone, chat, and email with small business owners at every stage — discovery, decision, and onboarding
• Treat every touchpoint as a chance to move customers forward, from onboarding milestones to their first payroll run
• Proactively position plan upgrades and surface cross-sell opportunities for Health Insurance, Workers' Comp, and 401(k)
• Build consultative selling skills tailored to small business needs
• Develop deep product expertise and genuine customer empathy over time
• Participate in career development and community opportunities at Gusto
• Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next

Skills

• 1+ years in a high-volume sales or customer service role where you were cross-selling, upselling, or hitting a quota/KPIs
• A genuine commitment to empathy and ethical business practices
• Motivation to hit your goals and continuously sharpen your craft
• Strong skills across phone, email, and chat
• You thrive on challenge and adjust quickly when things shift
• Proven, day-to-day experience integrating AI into how you work — across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes

Benefits

• All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success.
• Offer amounts are determined by role, level, and location.
• Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role).
• When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Company Overview

Company H1B Sponsorship