Decorative scene: three machined brass rings, one for each generation, assemble into a single precision instrument around an ivory seal bearing the Heirstead H and the year 1973.

Heirstead Careers · Established 1973

Three generations of experience.One modern system for independent agents.

Training, mentorship, carrier access, and a platform designed for both new and licensed independent agents.

Independent contractor · Commission-based

A family legacy refined into a modern system for independent producers.

Independent contractor · Commission-based

Proof, Not Promises

What is verifiably true about Heirstead

1973
Family insurance legacy begins
Three
Generations of agents and mentors
New & Licensed
Structured support built for both
Independent
An agent platform, not a captive agency
Self-Select Your Starting Point

Choose your path.

Whichever door fits you today, the training, mentorship, and carrier access are the same standard.

New to Insurance

  • No prior insurance experience required
  • Structured licensing guidance, start to finish
Explore the New Agent Path →

Already Licensed

  • Carrier access without captive contracts
  • Case design support for complex clients
Explore the Licensed Agent Path →
How The System Works

How the system works.

Training, mentorship, carrier access, technology, case design, and support — one connected system, not six vendors.

01

Training & Mentorship

Product mastery and sales mastery — scripts, objection handling, and presentation skills built from what's worked in the field since 1973 — backed by weekly 1-on-1 mentorship and three generations of institutional knowledge on demand.

02

Carrier Access & Case Design

Access to 40+ life insurance and annuity carriers, including A- and A+ rated companies, so you're never forced into a product that doesn't fit your client. Carrier and product availability varies by state, appointment, and client need. For complex cases, we help you structure them with carrier illustration software and expert guidance.

03

Technology & Ongoing Support

CRM setup, multi-carrier quoting software, e-application portals, and policy tracking keep you organized — with direct access to Joshua for real answers, not a support ticket.

View Training & Support →
1973 · Savannah, Georgia

Where the legacy begins.

A family insurance career begins — the first of three generations who would go on to build it.

Charles Ernest Bailey with Aflac CEO Dan Amos and Director of Marketing Joe K.
First Generation

Charles Ernest Bailey

Aflac Leader · Regional Builder · Hall of Fame Legacy

Charles built a 45-year career in the insurance industry, helping make Aflac a household name throughout Southeast Georgia — recognized in the Aflac Hall of Fame for the leadership, work ethic, and mentorship he brought to everyone who worked with him.

Charles Ernest Bailey shaking hands with President Ronald Reagan, 1992 President's Club, Honolulu
Recognized At The Highest Level

Honolulu, 1992. The President's Club — and a President.

At the 1992 Aflac President's Club in Honolulu, Charles was recognized alongside President Ronald Reagan — a moment that captures what a lifetime of helping families and developing agents can build.

“Don’t worry about the money. If you help others get where they want to go and succeed, you will find greatness in yourself.”
— Charles Ernest Bailey · Aflac Hall of Fame
Second Generation

The legacy passes forward.

Kimberly Michelle Dyer receiving an award check, with her father Charles Ernest Bailey applauding beside her

Kimberly Michelle Dyer

More than 25 years of top-producing success across multiple states — Fast Start, Fireball, and Triple Crown honors.

Robert Bailey with NFL legend Joe Theismann

Robert Bailey

A decorated Navy veteran who built a respected 20-year Aflac career in recruiting, government agencies, and HR benefits.

Camilla Bailey Hughes with Aflac CEO Dan Amos

Camilla Bailey Hughes

A 20-year career as a District Manager, carrying the family's field leadership into a new generation.

Joshua Patrick Dyer, Founder of Heirstead
Today — 10+ Years

Joshua Patrick Dyer

For the last 10 years, Joshua has carried the family legacy forward — building Heirstead as an independent firm that brings together broad carrier access, structured training, and a genuine commitment to agent support.

Three generations.One standard.

The Opportunity

An honest look at how this works.

Here is the structure of the opportunity, plainly, before you apply.

Relationship
You join as an independent contractor, not a Heirstead employee. You may build a book of business and may earn renewal commissions, subject to carrier contracts, vesting, persistency, and applicable agreements.
Compensation
Commission-based, not salaried. You are paid when a policy is placed in force, and again on renewals — not hourly, not guaranteed.
Licensing
A state Life & Health insurance license is required to conduct insurance business. You do not need to be licensed to apply — we guide licensed and not-yet-licensed candidates through what's next.
What Heirstead Provides
Training, mentorship, carrier access, and a business system — not guaranteed employment and not guaranteed income.
What Remains Your Responsibility
Your personal effort, activity, skill, and market conditions. This is a real, independent business you build — not a passive opportunity.

Actual earnings vary based on state licensing, activity level, sales skill, lead flow, carrier contracts, products sold, underwriting, placement, chargebacks, and policy persistency. No income is guaranteed.

Who this is likely to fit

This may fit you if

  • You are comfortable building an independent business.
  • You value structured training and mentorship.
  • You can follow a process while developing your own judgment.
  • You accept responsibility for consistent activity.
  • You want to serve clients over the long term.
  • You are willing to obtain and maintain the required license.

It may not fit if

  • You need a guaranteed salary or guaranteed income.
  • You want results without sustained activity.
  • You are unwilling to complete licensing requirements.
  • You expect a fully passive opportunity.
  • You are uncomfortable with performance-based compensation.
  • You prefer not to be responsible for operating independently.
How It Works

Four steps to your new career

Getting started is simpler than you think.

  1. 01

    Apply Online

    Submit your application in minutes. No experience required.

  2. 02

    Discovery Call

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

  3. 03

    Complete Licensing, If Needed

    If you're not yet licensed, we guide you through study resources and state exam support.

  4. 04

    Launch With Support

    Get contracted and start serving clients — with us by your side.

See the full 90-day breakdown →
Common Questions

Answers before you apply.

Do I need previous insurance experience?
No. Many successful agents start with zero insurance background. What matters is your drive and willingness to learn — we guide you through licensing, training, and your first sale.
Do I need to be licensed before applying?
No. A state Life & Health license is required to sell insurance, but not to apply. Once you're in, we guide you through the licensing process from course to exam to approval.
Is this an employee role or an independent-contractor opportunity?
You join as an independent contractor, not an employee. You may build a book of business and may earn renewal commissions, subject to carrier contracts, vesting, persistency, and applicable agreements, and you're responsible for your own taxes and business expenses.
How does compensation work, and are earnings guaranteed?
Commission-based, not salaried — you earn a first-year commission when a policy is placed in force, and renewal commissions in the years after. No income is guaranteed: actual earnings vary based on state licensing, activity level, sales skill, lead flow, carrier contracts, products sold, underwriting, placement, chargebacks, and policy persistency. See the full compensation structure for how it works.
Your Legacy Starts Here

Three generations built the foundation. A modern system carries it forward.

For independent agents ready to build a real business — with structured training, mentorship, and carrier access behind them.

Independent contractor · Commission-based