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How to Manage Open Enrollment for Construction Workers (Union and Non-Union)

Anna Berger

Founder & CEO

Open enrollment is one of those back-office tasks that sounds routine until you try to run it across a mixed workforce. Union crews. Non-union crews. Workers on three different job sites in two states. Half your people don't sit at a desk.

For trade contractors, this isn't a once-a-year HR checkbox. It's a compliance event with real financial consequences if the details slip.

This guide walks through how to manage open enrollment when your workforce includes both union and non-union workers, and where the process differs for each.

Why Open Enrollment Works Differently in Construction

Most industries treat open enrollment as a single company-wide process. Construction doesn't work that way.

Union workers typically receive health and welfare benefits through a union trust fund, not directly from the employer. The contractor's obligation is to remit the correct contributions based on hours worked. The trust fund handles plan selection, eligibility, and enrollment. The employer doesn't pick the plan. But the employer does need to report hours accurately and on time, because late or incorrect reporting can trigger penalties or coverage gaps for workers.

Non-union workers fall under the employer's own benefits program. The contractor selects the plan, administers enrollment, communicates options, and handles deductions. This is the more traditional model, and it's where open enrollment feels familiar, with one catch: your workforce is mobile, often hourly, and frequently doesn't have a company email address.

Running both tracks in parallel is where the complexity hits.

Building Your Open Enrollment Timeline

A missed deadline during open enrollment isn't something you can fix in the next pay cycle. Start early and build in a buffer.

60 Days Out: Audit Eligibility and Current Elections

  • Review hours worked to confirm who qualifies for benefits. For variable-hour field workers, this means pulling actual time records, not estimated schedules.

  • Verify which union locals your workers belong to and confirm current trust fund contribution rates.

  • Identify any workers who have moved between union and non-union roles since last enrollment.

30 Days Out: Distribute Plan Options and Required Notices

  • For non-union workers, distribute plan summaries, cost comparisons, and legally required notices (COBRA continuation rights, Summary of Benefits and Coverage, etc.).

  • For union workers, confirm that the trust fund has communicated any plan changes. Your obligation here is reporting, not plan communication, but workers will still have questions.

  • Prepare bilingual materials where needed. If half your crew speaks Spanish as a first language, English-only packets create confusion and risk missed elections.

Enrollment Window: Collect Elections and Confirm Reporting

  • Open a defined enrollment window (typically 2–4 weeks).

  • Collect elections from non-union workers. Paper forms work, but mobile enrollment is faster and reduces errors for field-based crews.

  • Confirm union trust fund reporting is current. Late contribution reports during open enrollment can create eligibility gaps that affect workers' coverage.

What to Communicate to Field Workers

Construction workers don't sit through benefits webinars. Communication has to meet them where they are.

  • Keep it short. A one-page summary with plan options, costs, and deadlines beats a 20-page benefits booklet.

  • Go bilingual. If your crews include Spanish-speaking workers, every piece of enrollment communication should be available in both English and Spanish. Not as a nice-to-have. As a baseline.

  • Go mobile. Field workers are on their phones, not at a desktop. If your enrollment process requires logging into a desktop portal, you're going to lose elections and miss deadlines. Mobile-first enrollment tools let workers review options and submit elections from the jobsite.

Common Open Enrollment Mistakes Contractors Make

1. Treating union and non-union enrollment as one process. They're not. Union benefits flow through the trust fund. Non-union benefits flow through the employer. Mixing them creates reporting errors and missed obligations.

2. Missing union trust fund reporting deadlines. Late or incorrect contribution reports don't just trigger fines. They can cause coverage lapses for your workers during the enrollment window.

3. Not confirming eligibility hours for variable-hour workers. Construction crews don't work fixed 40-hour weeks. If you're determining eligibility based on estimated hours rather than actual tracked time, you're inviting disputes and audit risk.

4. Relying on paper and email for field crews. A benefits packet mailed to a home address or emailed to a personal inbox often doesn't get opened. Enrollment that lives on the device already in a worker's pocket closes the gap.

How Trayd Supports Open Enrollment

Trayd's benefits administration module is designed for the way construction workforces actually operate. That means enrollment workflows built for hourly field workers, not office employees.

  • Eligibility tracking tied to actual hours worked, pulled from field labor tracking, not manual estimates.

  • Bilingual enrollment communications in English and Spanish.

  • Mobile enrollment through the worker app, so field crews can review options and submit elections from the jobsite.

  • Centralized records that keep union and non-union enrollment workflows separate but visible in one system.

Open enrollment is a compliance event. Trayd is designed to help contractors manage it with the same rigor they bring to certified payroll and prevailing wage reporting.

Ready to see how Trayd handles benefits enrollment for your crews? Schedule a demo.

FAQs

What's the difference between union and non-union benefits administration in construction?

Union benefits flow through a trust fund. The contractor reports hours and remits contributions. Non-union benefits are employer-administered: plan selection, enrollment, and payroll deductions all fall on the contractor. Learn more about construction benefits administration.

How do I track eligibility hours for open enrollment when crews have variable schedules?

Pull actual time records from field labor tracking, not estimated schedules. Eligibility typically depends on meeting a minimum hours threshold over a lookback period, so verified clock-in/clock-out data is what you need.

Can open enrollment be done from a mobile device for field workers?

Yes. Trayd's worker app lets field crews review plan options and submit elections from their phone, with bilingual support in English and Spanish.

What happens if a contractor misses a union trust fund reporting deadline during open enrollment?

Late reports can trigger penalties and create coverage gaps. If hours aren't reported on time, the trust fund may not recognize a worker's eligibility, leaving them without benefits during the enrollment window.

Do union and non-union workers need separate enrollment workflows?

Yes. The obligations, deadlines, and reporting paths are different. Running both through one workflow creates errors. Trayd's benefits module keeps both tracks separate but visible in one system.

About the Author

Anna Berger is the founder and CEO of Trayd, a construction payroll and compliance platform built for specialty contractors. Born into a construction family, Anna saw back office inefficiencies firsthand, and as a result, Trayd was developed to be the single back office operating system to manage people, payroll and the field. Trayd has raised $15M in venture funding from world-class investors like White Star Capital, Suffolk Technologies, Bloomberg Beta, and Y Combinator, and the team is based in New York City.

Anna Berger

Founder & CEO

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The construction ERP for trade contractors.

Products
HR & People Management
Scheduling & Dispatch
Field & Labor Tracking
Payroll
Accounting
Solutions
Compliance
Job Costing
Job Profitability
Job Cost Accounting

Sign up for our product updates newsletter.

© 2026 Trayd Inc. All Rights Reserved.

The construction ERP for trade contractors.

Sign up for our product updates newsletter.

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Products
HR & People Management
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Payroll
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Solutions
Compliance
Job Costing
Job Profitability
Job Cost Accounting

© 2026 Trayd Inc. All Rights Reserved.