Independent contractor opportunity · Commission-based

Build your career as an independent life insurance agent.

Partner with a third-generation insurance firm that gives you the tools, training, top-carrier access, and family-backed mentorship to build an income — and a legacy — that lasts.

Start Your Application → About Us

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1973

Family Insurance Legacy

50+

Carrier Relationships

80–145%

First-Year Commissions

Paid directly through carrier contracts. No Heirstead split.

Remote

Friendly Nationwide Opportunity

The Heirstead Difference

Three generations. One standard.

1973 — Charles

Robert & Camilla

Kimberly — President's Club

Today — Joshua

Charles Ernest Bailey, 45-year Hall of Fame insurance career

Charles — 1973

Robert

Camilla

President's Club

Savannah, GA 1992 — Chatham County Board of Education enrollment

Savannah, 1992

1992 President's Club in Honolulu, Hawaii

Hawaii, 1992

Life insurance is not something Joshua Dyer discovered overnight. It is part of a family legacy.

Charles Ernest Bailey built a national career with Aflac. His legacy set a foundation for the family, with Camilla and Robert each bringing more than 20 years of experience in the insurance industry. After more than a decade in high-end sales, client service, and relationship-driven business, Joshua took that legacy into his own hands and began building Heirstead as a modern life insurance agency.

When you join Heirstead, you are not joining a cold corporate machine or being handed a license and left to figure it out alone. You are stepping into a family-built agency with real mentorship, strong carrier access, structured training, and a clear path from licensing to production.

Access to 50+ insurance carriers — no captive contracts
Mentorship from a three-generation insurance family
New agent training with scripts, tonality, and objection handling
Shadowing top producers while contracts are processing
Live coaching once you begin speaking with clients
CRM structure, sales systems, and marketing support
A 90-day production ramp designed to help you build momentum

Discover the Difference →

Is This For You?

Who we partner with

We invest heavily in our agents, which means we only partner with those ready to treat this like a business.

Who This Is For

Self-Starters: You are highly motivated, coachable, and ready to take ownership of your daily activity.
Long-Term Thinkers: You want to build a real business and recurring income, not just chase a quick paycheck.
Service-Oriented: You genuinely care about helping families protect their financial future.
Willing to Learn: Even if you have zero experience, you are ready to study, get licensed, and follow our proven system.

Who This Is NOT For

Employee Mindset: You want a guaranteed base salary, fixed hours, and a boss telling you what to do every day.
Get-Rich-Quick Seekers: You aren't willing to put in the consistent effort required to build a sustainable pipeline.
Uncomfortable on the Phone: You dislike making calls and having honest conversations with people.
Uncoachable: You want to reinvent the wheel instead of trusting a system that has worked for three generations.

The Real Deal

Straight answers

We respect your time. Here are the direct answers to the most common questions recruits ask.

Is this commission-based?

Yes.

Is this remote?

Yes, once licensed in the states you serve.

Do I need to be licensed?

Not to apply, but you must be licensed before selling.

Are there Heirstead joining fees?

No.

Do I get training?

Yes, structured 90-day onboarding and ongoing mentorship.

Do I get leads?

Lead support and prospecting systems are included.

Read Full FAQ →

How It Works

Four steps to your new career

Getting started is simpler than you think. Here's the journey from application to your first policy.

Apply Online

Submit your application in minutes. No experience required.

Discovery Call

We'll connect to learn about your goals and walk you through the opportunity.

Get Licensed

We guide you through licensing with study resources and state exam support.

Start Earning

Contract with top carriers and write your first policy — with us by your side.

Start Your Application →