Onboarding & Advisory Sales Associate

The Wrap; Colorado; Hybrid; USD 32,000 - 33,000; Full time

Job summary

Gusto is seeking a sales/customer success professional to help small business customers choose our platform. You will engage via email, chat, and phone to match our people platform to client needs and guide them through onboarding.

You’ll work with a large sales team, focus on elevating account value through upgrades and cross-sell opportunities, and leverage AI-powered workflows to streamline processes. This hybrid Denver-based role offers growth and a collaborative culture.

Qualifications

• 1+ years in a high-volume sales or customer service role with cross-selling or meeting quotas/KPIs.
• Demonstrates empathy and ethical business practices.
• Driven to hit goals and improve skills.
• Excellent written and verbal communication across phone, email, and chat.
• Thrives in fast-changing environments.

Responsibilities

• Handle high-volume inbound interactions across phone, chat, and email with small business owners at every stage — discovery, decision, onboarding.
• Move customers forward from onboarding milestones to their first payroll run.
• Proactively position plan upgrades and cross-sell opportunities (Health Insurance, Workers' Comp, 401(k)).
• Build consultative selling skills tailored to small business needs.
• Develop deep product expertise and customer empathy over time.
• Participate in career development and community opportunities at Gusto.
• Use AI-powered workflows daily to support selling and surface process improvements.

Skills

Sales experience

Customer service

Quota attainment

Communication skills

Adaptability

AI in workflow

Job description

Gusto is seeking a sales/customer success professional to help small business customers choose our platform. You will engage via email, chat, and phone to match our people platform to client needs and guide them through onboarding.

You’ll work with a large sales team, focus on elevating account value through upgrades and cross-sell opportunities, and leverage AI-powered workflows to streamline processes. This hybrid Denver-based role offers growth and a collaborative culture.