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WestbrookBenefits Group

Benefits advice shaped to your stage of growth.

A 30-person firm and a 400-person company face different rules, budgets and expectations. We focus on employers with roughly 20 to 500 employees and adapt our approach to where you are.

By company size

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20-49 employees: Getting the foundation right

You may be offering group benefits for the first time or outgrowing a basic setup. We focus on solid plan choices, a simple contribution strategy, and making sure you know which rules apply, such as federal COBRA once you reach 20 employees.

50-99 employees: Crossing key thresholds

At 50 full-time employees (including equivalents), the ACA employer requirements and reporting generally apply. We help you prepare for affordability rules and reporting, and start a more strategic approach to renewals.

100-249 employees: More options, more responsibility

Around 100 plan participants, Form 5500 filing generally applies, and alternative funding such as level-funded or self-funded plans may become more worth exploring. We help you weigh the options and manage the added administration.

250-500 employees: Strategy and scale

At this size, data, multi-year planning and employee experience matter more. We help with benchmarking, funding strategy, technology and communication across locations.

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By role

By industry

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Professional services (accounting, law, consulting, agencies)

Competitive benefits to recruit and keep skilled people, often across remote or hybrid teams.

Manufacturing and distribution

Shift-based and hourly workforces, disability coverage and clear communication on the floor.

Construction and trades

Seasonal or variable-hour staff, eligibility tracking and ACA measurement.

Healthcare practices and clinics

Staff who understand care costs and expect solid coverage.

Technology and startups

Fast hiring, multi-state teams and benefits that compete for talent.

Nonprofits

Making careful use of limited budgets while staying competitive.

Hospitality and retail

Variable hours, high turnover and simple enrollment.

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Tell us your size and industry, and we’ll focus on what matters most for you.