BenefitsLedger
Benefits broker · Plan year 2024 · Form 5500 Schedule A

The Bailey Group

ST Augustine, FL

The Bailey Group collected $320,633 in commissions and fees from 12 employer health plans in plan year 2024 filings, ranking #1283 among 12,126 brokers named in the public record. Most of its named clients are in Florida.

Commissions + fees
$320,633
$295,028 commissions · $25,605 fees
Employer plans
12
19 contracts
Rank
#1283
top 11% of 12,126 brokers
Median rate
n/a
fewer than 10 insured medical plans

Largest clients

Employers whose filings reported the most compensation to this broker.

EmployerPaid to brokerParticipants
Cornerstone Caregiving, LLC · Texas$101,969192
Tower Hill Insurance Group, LLC · Florida$88,394476
Naman, Howell, Smith & Lee PLLC · Texas$80,199141
Eisman and Russo, Inc · Florida$16,574151
Ventura Air Services, Inc · Tennessee$14,951109
Im Sulzbacher Center · Florida$5,117125
Flagler Hospital, Inc. · Florida$4,7911,963
Rescare, Inc. d/b/a Brightspring Health Services · Kentucky$4,53039,480
Avecina Medical · Florida$1,874102
Vacation Rental Pros Property Management LLC · Florida$1,069576
Vesta Property Services, Inc. · Florida$702590
Rti Surgical, Inc. · Florida$463504

Source: DOL Form 5500 Schedule A Part I, plan year 2024, grouped by broker name as filed. Dataset built October 24, 2026.

Where its clients are

Employer plans naming this broker, by employer state.

8 plans
2 plans
1 plans
1 plans

How much does The Bailey Group earn from employer health plans?

In plan year 2024 filings, employers reported paying The Bailey Group $320,633: $295,028 in commissions and $25,605 in fees, across 19 insurance contracts at 12 employers. That ranks #1283 of 12,126 brokers in the public record.

What commission rate is paid on plans The Bailey Group brokers?

Not enough fully insured medical plans name The Bailey Group as the sole broker to compute a stable rate. The national median is 3.8% of premium.

Which employers use The Bailey Group?

The largest reported payers in 2024 were Cornerstone Caregiving, LLC, Tower Hill Insurance Group, LLC, Naman, Howell, Smith & Lee PLLC. Florida is its biggest state by employer count (8 plans).

Amounts are what employers reported on their own filings. They do not include compensation from carriers that is not tied to a specific contract, and names are grouped exactly as filed, so related entities can appear separately. How this record is built.

Is this your company's plan? Get a written review of the filing.
A WellthCare benefits specialist reads your Form 5500 the way a fiduciary reviewer would and writes up what to take to your broker before renewal. Free, from the public record only.