Drimva

Rippling

PEO Benefits Advisor

$95K–$110K

Chicago, IL +3 · On-site · Full-time · Posted Oct 9, 2026

Location
Chicago, IL
San Francisco, CA
Remote (United States)
New York, NY
Experience
2 or more years in a client-facing role in the health insurance industry.

About the job

Advises prospective and existing customers on PEO health insurance options, including quoting, plan comparisons, and selections, while improving scalable processes and automation.

What you'll do

  • Collect customer data for underwriting and prepare accurate comparisons of existing and available PEO plans.
  • Use the Rippling product to evaluate rates and plans, enter selections, and guide clients through insurance options.
  • Develop efficient, accurate processes in partnership with sales and account teams.

What they ask for

  • 2 or more years in a client-facing role in the health insurance industry.
  • Deep understanding of the health insurance market.
  • Excellent verbal and written client-facing communication skills.
  • Strong project management, organizational, and Google Workspace skills, particularly Google Sheets.

Nice to have

  • An active Life, Accident & Health license.

Pay

USD 110,000–110,000 per year (Tier 1; pay range; base salary or total pay not specified); USD 100,000–100,000 per year (Tier 2; pay range; base salary or total pay not specified); USD 95,000–95,000 per year (Tier 3; pay range; base salary or total pay not specified)

Tools

Google Workspace, Google Sheets

Model-written summary · the original posting is authoritative

First seen Oct 28, 2026 · Last verified Nov 5, 2026 (UTC)