Watchtower Benefits LLC D/B/A Three
Chicago, IL
Watchtower Benefits LLC D/B/A Three of Chicago, IL is the broker of record on 21 Form 5500 Schedule A filings covering 19 employer benefit plans across 12 states, with $47,847 in reported broker commissions (plan year 2025).
Quick answer
Watchtower Benefits LLC D/B/A Three (Chicago, IL) is the broker of record for 19 employer benefit plan sponsors on 21 Form 5500 Schedule A filings, plan year 2025.
- How many employer clients does Watchtower Benefits LLC D/B/A Three have?
- Watchtower Benefits LLC D/B/A Three is named as broker on Form 5500 Schedule A filings for 19 distinct plan sponsors in 12 states.
- Who are Watchtower Benefits LLC D/B/A Three's largest employer clients?
- By plan participants, the largest include Castellini Company LLC (1,014 participants), The Drees Company (870 participants) and Pinnacle Live LLC (865 participants).
- How much does Watchtower Benefits LLC D/B/A Three earn in commissions?
- Insurers reported $47,847 in broker commissions and $1,221 in fees paid to Watchtower Benefits LLC D/B/A Three for plan year 2025, per Schedule A Part 1.
- Where is Watchtower Benefits LLC D/B/A Three located?
- Watchtower Benefits LLC D/B/A Three is based in Chicago, IL and has employer clients in 12 states.
Source: Fundz verified event record.
Employer clients
Plan sponsors naming Watchtower Benefits LLC D/B/A Three on a Form 5500 Schedule A, largest first. Sponsor name, state, participant count and plan year end come directly from the filing.
| Employer | State | Participants | Plan year end |
|---|---|---|---|
| Castellini Company LLC | KY | 1,014 | 2024-12-31 |
| The Drees Company | KY | 870 | 2025-07-31 |
| Pinnacle Live LLC | IL | 865 | 2025-12-31 |
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Form 5500 Schedule A Part 1 (broker of record), 2024 to 2025 plan years. Source: U.S. Department of Labor EFAST2. Commission and fee figures are as reported by the plan's insurer on Schedule A Part 1 and are not adjusted.