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Benefits Boss Jobs (NOW HIRING)

The Benefits Boss

Health Insurance Agent

Phoenix, AZ · Remote

$20K/mo

Health Insurance Agent | Remote | 1099 | Commission + Residuals | Leads Provided About The Benefits Boss The Benefits Boss is a fully remote health and life insurance agency serving individuals and ...

The Benefits Boss

Health Insurance Agent

Dallas, TX · Remote

$20K/mo

Health Insurance Agent | Remote | 1099 | Commission + Residuals | Leads Provided About The Benefits Boss The Benefits Boss is a fully remote health and life insurance agency serving individuals and ...

The Benefits Boss

Health Insurance Agent

Dallas, TX · On-site +1

$20K/mo

Health Insurance Agent Remote 1099 Commission + Residuals Leads Provided About The Benefits Boss The Benefits Boss is a fully remote health and life insurance agency serving individuals and families ...

The Benefits Boss

Health Insurance Agent

Atlanta, GA · Remote

$20K/mo

Health Insurance Agent | Remote | 1099 | Commission + Residuals | Leads Provided About The Benefits Boss The Benefits Boss is a fully remote health and life insurance agency serving individuals and ...

The Benefits Boss

Health Insurance Agent

Tampa, FL · Remote

$20K/mo

Health Insurance Agent | Remote | 1099 | Commission + Residuals | Leads Provided About The Benefits Boss The Benefits Boss is a fully remote health and life insurance agency serving individuals and ...

The Benefits Boss

Remote Sales Agent

$250K/yr

About The Benefits Boss The Benefits Boss is a fully remote health and life insurance agency serving individuals and families in all 50 states, with 1,000+ five-star client reviews. We run a ...

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Benefits Boss information

See salary details

$38.5K

$88.3K

$141K

How much do benefits boss jobs pay per year?

As of Aug 19, 2026, the average yearly pay for benefits boss in the United States is $88,326.00, according to ZipRecruiter salary data. Most workers in this role earn between $66,500.00 and $104,500.00 per year, depending on experience, location, and employer.

What is the difference between Benefits Boss vs Benefits Coordinator?

AspectBenefits BossBenefits Coordinator
CredentialsTypically requires experience in benefits management, HR certifications, or related degreesOften requires HR certifications or relevant experience in benefits administration
Work EnvironmentCorporate HR departments, benefits consulting firmsHR departments, insurance companies, or benefits administration firms
Employer & Industry UsageUsed in large organizations and consulting firmsCommon in healthcare, insurance, and corporate HR settings
Search & Comparison IntentPeople comparing benefits management roles or seeking senior benefits positionsIndividuals exploring benefits administration or entry-level benefits roles

The Benefits Boss typically holds a more senior or strategic role in benefits management, overseeing benefits programs and policies. In contrast, a Benefits Coordinator usually handles day-to-day benefits administration and supports benefits programs. Both roles require knowledge of benefits systems, but the Benefits Boss focuses on strategy and oversight, while the Benefits Coordinator manages implementation and communication.

What cities are hiring for Benefits Boss jobs?

Cities with the most Benefits Boss job openings:

What states have the most Benefits Boss jobs?

States with the most job openings for Benefits Boss jobs include:

What job categories do people searching Benefits Boss jobs look for?

The top searched job categories for Benefits Boss jobs are:

Benefits Boss jobs near you

Health Insurance Agent

The Benefits Boss

Phoenix, AZ • Remote

$20K/mo

Full-time

Medical, Life

Posted 26 days ago

Job description

Health Insurance Agent | Remote | 1099 | Commission + Residuals | Leads Provided

About The Benefits Boss

The Benefits Boss is a fully remote health and life insurance agency serving individuals and families in all 50 states, with 1,000+ five-star client reviews. We run a structured, performance-driven sales floor: consistent lead flow, a proven script, hands-on coaching, and full support infrastructure.

What you'll do

You start as an appointment setter: your first days are spent booking appointments for our closers, learning the leads and the conversations. While you book, you complete our 2-week training program. Once you complete training, you book your own appointments and close them yourself, running structured phone and screen-share consultations and enrolling clients in the right coverage. Setting is not a detour; it's how you learn the client before you close the client.

What we provide

  • Leads and booked appointments at no upfront cost; you pay nothing until you close
  • A proven sales framework and daily coaching
  • Dialer, CRM, appointment setters, and back-office support
  • Contracts with 26+ carriers across health, life, and supplemental products

Compensation

1099, commission-based, uncapped, with residual income on active policies.

  • Setter phase: you earn a setter's fee for every appointment you book that closes.
  • After training: you move to our structured draw model, based on a points program, plus full commissions on your own closes.
  • Typical first-year range is $40K to $80K for consistent agents. Established full-time producers earn $8,000 to $15,000/month, and top producers exceed $20,000/month.
  • There is no salary or hourly wage.

What we expect

  • Full-time availability with structured call blocks six days per week, starting day one as a setter
  • Completion of training and a recorded pitch assessment before closing your own appointments

Licensing

An active health or life license (any state) is preferred, but not required to apply. Not licensed yet? You can still apply, but you'll need your home state license before training begins (most people complete it in 1 to 3 weeks). We also have systems in place to help you get your future state licenses faster for those who do not yet have the 5-10 state licenses needed for the sales stage of training.

Tech requirements

Intel i5 processor or better, 16GB RAM, reliable internet (wired ethernet preferred; strong Wi-Fi or a USB internet dongle also acceptable), and comfort screen-sharing while working multiple tabs on a live call.

Next steps

Qualified applicants receive a link to book a group overview session, followed by a one-on-one interview for selected candidates.

Requirements

Active health or life insurance license preferred; unlicensed applicants accepted but must obtain their home state license before training begins. Tech: Intel i5+, 16GB RAM, reliable internet (wired ethernet preferred, strong Wi-Fi or USB internet dongle acceptable).

Benefits

Uncapped commission with residual income. Leads provided at no upfront cost.