Future Opportunities: Sales Onboarding Advocate

The role

This role blends technical problem-solving with sales and customer service. You will help small business owners set up payroll and HR by entering information, catching mistakes, and navigating tax guidelines.

What you will do

• Handle high-volume customer interactions across phone and email.
• Own the ticket queue.
• Position plan upgrades and surface cross-sell opportunities for Health Insurance, Workers' Comp, and 401(k).
• Catch tax discrepancies and troubleshoot state portals in real time.
• Configure sick time, PTO, and overtime policies.
• Work across teams for specialist handoffs.
• Use assigned AI tools daily and provide feedback to shape tool development.

Required qualifications

• 1+ years in a high-volume sales or customer service role where you were cross-selling, upselling, or hitting a quota/KPIs.
• Eager to learn tax codes, compliance rules, and payroll.
• Customer obsessed.
• Goal-oriented and competitive.
• Strong communication across phone, email, and chat.
• Problem solver who can adjust quickly.
• Proven, day-to-day experience integrating AI into work including writing, research, prep, and summarization.

Nice to have

• New grads

Benefits

• Competitive base pay
• Benefits
• Equity (RSUs)

Before you apply

• AI experience will be assessed during the interview process.
• This is for future start dates in 2027.

About the company

Gusto handles payroll, health insurance, 401(k)s, and HR for more than 500,000 small businesses nationwide. They have teams in Denver, San Francisco, and New York.