Skip to content

Retail sales

Health Insurance Agent (1099 Independent Contractor)

Leavitt Group logoLeavitt Group$2,000–$3,000/wkBoca Raton, FL, United StatesContractListed 2mo ago

Tools for this application (partners): Resume Corner (opens in new tab) (resume) · Achievable (opens in new tab) (license prep) · Careerflow (opens in new tab) (tracking) · MentorCruise (opens in new tab) (interview practice) · UpLead (opens in new tab) (hiring manager's email) · HeadshotPro (opens in new tab) (headshot) · micro1 (opens in new tab) (side work) what each does

The posting

Health Exchange Agency – Boca Raton, FL

At Health Exchange Agency (HEA), we’re not another call center - we’re a high-performance Medicare Supplement agency built by agents, for agents. With AEP around the corner, we have more high-quality leads than we can handle. We’re looking for licensed or willing to get licensed health insurance agent contractors ready to close and cash in. This isn’t just busy seasonally. Our lead flow is heavy all year long, and our top contractors are consistently making $2k - $3K per week. If you know how to close, you’ll never run out of opportunity here.

What We Offer

  • High Weekly Compensation –average $2K+ weekly; top performers $3K–$4K
  • Non-Stop Leads Provided – Never worry about chasing your next client: utilize company-provided leads and resources
  • Bonuses on Top of Commission – Weekly, monthly, and AEP-specific bonuses
  • Paid Training & Ongoing Support – We set you up to win and keep winning
  • Year-Round Business – No downtime, no seasonal drop-off.
  • Proven Culture of Closers – Work with a team of professionals who perform at the highest level

Your Role

  • 1099 Independent Contractor Position
  • Help seniors choose the right Medicare Supplement plan with confidence
  • Work a consistent flow of pre-screened, high-intent leads
  • Build client trust through strong follow-up and expert guidance
  • Leverage provided leads and your sales expertise to maximize production and earnings.
  • Stay current on carrier updates, compliance, and product changes

What We’re Looking For

  • Proven closers who thrive in a fast-paced, high-lead environment
  • Hungry, self-motivated professionals ready to make serious money
  • Agents who want to maximize their earnings
  • This is a long-term independent contractor opportunity with year-round lead availability

#LI-AH1 #LI-LM1

Taken from Leavitt Group's own posting, last seen live on 14 Nov 2026.

Leavitt Group sales openings in your inbox

We look at Leavitt Group's careers page every 10 hours. Once a week you get its newest sales openings, plus close matches at other companies. Free, and one click stops it.

Sponsored

Sponsored jobs from job networks, which pay SalesJobs.Now when you click one.

The application

Your details and CV, then 5 questions (2 written).

Have readyCV
  1. 1.
    Have you worked for Leavitt Group or an affiliated agency in the past?Yes or no
  2. 2.
    If you answered yes, please let us know where and when you have worked for Leavitt Group or an affiliated agency.Written answer · optional
  3. 3.
    Do you have a desired salary range?Short answer · optional
  4. 4.
    Is there anything else you would like to share about yourself?Written answer · optional
  5. 5.
    Leavitt Group may conduct background checks on candidates as part of the employment process, where permitted by applicable law. By selecting "Yes," you acknowledge that you understand a background check may be required as a condition of empPick one: Yes, I acknowledge and understand.

From Leavitt Group's apply page, checked 13 Nov 2026.

About Leavitt Group

Business insurance, employee benefits and home, auto and life cover placed for business owners, employers and families through a national network of locally owned agencies.

Pay schedule: Agency employees on salary, producers adding uncapped commission on new and renewal business and sales incentive trips, InsuranceHub's sellers base plus commission and quarterly bonuses, some account managers optional commission, with 401(k) matching, medical, dental and vision cover and paid licensing and continuing education named in the postings; Health Exchange's agents are commission-only 1099 contractors.

Selling on a store floor or in customers' homes?

Hiring managers ask us for sellers with a certain segment, territory or track record. Fill in one profile, and when a seat matches it we make the introduction, never without your yes. It costs you nothing.

Build my profile