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What Law Firms Look for in Employee Benefits Lawyers

Employee benefits may be a technical topic, but the best Employee Benefits Lawyers do more than know the rules. They help employers, plan fiduciaries, deal teams, and executives make decisions that hold up. This is why ERISA experience carries real weight in the lateral market. The U.S. Department of Labor describes ERISA as the federal law that sets minimum standards for most private-sector retirement and health plans.

Law firms evaluating Employee Benefits and ERISA lawyers look for more than technical knowledge. The strongest candidates bring ERISA compliance experience, benefits due diligence capabilities, tax and regulatory judgment, transaction awareness, executive compensation knowledge, clear counseling skills, and fiduciary risk management. This article explains the key characteristics firms look for when hiring or developing Employee Benefits attorneys.

Strong ERISA Compliance and Plan Administration Skills

At the core of employee benefits work is the ability to help clients keep their plans compliant, functional, and defensible. Law firms look for Employee Benefits and ERISA lawyers who understand how retirement, health, and welfare plans are designed, documented, administered, corrected, and updated over time.

Strong candidates know that compliance issues often arise in the details of day-to-day plan operation. EBSA reports oversight of approximately 2.8 million health plans, 837,000 private pension plans, and 521,000 other welfare benefit plans, which gives firms good reason to value lawyers who understand how plans function beyond the document itself.

A plan document may say one thing, while payroll practices, participant communications, claims procedures, or administrative processes tell a more complicated story. Lawyers who understand both the governing rules and how plans actually function are better able to spot issues early, guide clients through corrections, and help employers and fiduciaries make decisions that can withstand scrutiny.

Infographic listing six key strengths of employee benefits and ERISA lawyers, including ERISA Compliance, Plan Administration, Benefits Due Diligence, and more.

Benefits Due Diligence Capabilities

In corporate transactions, employee benefits issues can affect deal terms, timing, and post-closing obligations. Firms look for Employee Benefits Lawyers who can find those issues early, identify what is material, and explain the options clearly to the deal team.

The best candidates help clients distinguish routine benefits issues from matters that could affect deal terms, timing, employee communications, or post-closing obligations.

Deep Tax and Regulatory Expertise

Employee benefits work rarely stays in one lane. A question about a retirement plan may raise tax issues. A health plan question may involve privacy, employment, or agency guidance. Executive compensation concerns can surface in both ordinary counseling and corporate transactions.

Health benefits also carry real financial weight for employers. KFF reported that average annual premiums for employer-sponsored health insurance reached $9,325 for single coverage and $26,993 for family coverage in 2025. That cost pressure gives clients a reason to seek benefits counsel who can give advice that is technically sound and practical to implement. Firms look for ERISA lawyers who can recognize the issue, understand how the rules connect, and guide the client toward a practical next step.

For a confidential conversation about your next move or your Employee Benefits and ERISA hiring needs, contact us today.

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M&A and Corporate Transaction Experience

Benefits lawyers who can support active corporate practices are especially attractive to firms. Transaction work requires pace, judgment, and coordination. The lawyer may need to review diligence materials, draft purchase agreement provisions, advise on employee communications, and coordinate with tax, employment, labor, and corporate colleagues.

Candidates who are comfortable in that environment bring immediate value. They know how to protect the client, keep the deal moving responsibly, and identify benefits issues before they create avoidable friction.

Executive Compensation Knowledge

Executive compensation experience can set an Employee Benefits attorney apart, especially in firms with active corporate or private equity work. These matters often involve equity awards, deferred compensation, employment agreements, separation terms, and change-in-control benefits.

The work is technical, but it is also sensitive. Attorneys may be advising on compensation arrangements for senior executives, boards, compensation committees, or business owners. Firms value lawyers who can handle the legal details carefully while keeping the broader relationship and business context in mind.

Clear and Effective Communication and Counseling

Employee benefits lawyers often have to translate technical rules into advice that clients can act on. Firms value attorneys who can explain the issue, identify the practical risk, and recommend a clear path forward without overcomplicating the answer.

A plan sponsor may need to know whether a plan amendment is required. Strong Employee Benefits Lawyers can tailor their communication to the moment. They know when a detailed legal analysis is necessary and when the client needs a focused recommendation, a clear explanation of risk, or a practical next step.

Fiduciary and Litigation Risk Management

ERISA fiduciary work requires careful process. The Department of Labor explains that fiduciaries must act in the interest of participants and beneficiaries, act prudently, follow plan documents when appropriate, and avoid conflicts.

Law firms value attorneys who can turn those duties into practical guidance. That may mean helping a committee document its decision-making, reviewing plan communications, or identifying litigation risk before it becomes harder to manage.

Adaptability and Client Service

Benefits practices change constantly. New regulations, agency guidance, court decisions, workforce shifts, and business priorities can all change the advice a client needs.

The best Employee Benefits Lawyers are steady in that environment. They know when to give a technical answer, when to frame the business risk, and when to help a client sort through competing concerns without making the issue more complicated than it needs to be.

A Practice for Lawyers Who Like Detail and Consequence

Employee benefits rewards lawyers who are comfortable with detail. At the same time, the work reaches far beyond technical plan advice. It affects employees, executives, fiduciaries, corporate transactions, and employers making long-term decisions.

That scope is part of what makes the practice valuable. In fiscal year 2025, EBSA reported recovering more than $1.4 billion for workers, families, plans, participants, and beneficiaries. BLS projects lawyer employment to grow 4 percent from 2024 to 2034, with about 31,500 openings projected each year on average.

For candidates, ERISA experience should do more than appear as a credential on a résumé. It should show how the attorney helps clients make better decisions. Attorneys who can demonstrate technical range, transaction awareness, sound counseling, and fiduciary judgment will be better positioned for selective Employee Benefits and ERISA opportunities.

Rob McAndrew

About the Author & Atticus Recruiting

Rob McAndrew is President and Co-founder of Atticus Recruiting, Chicago’s Legal Recruiter®. Atticus Recruiting specializes in placing exceptional attorneys in extraordinary opportunities in and around Chicago and the greater Midwest. Our unique grasp of the Chicago legal market derives from our long-standing relationships with managing partners, department chairs, general counsels, associates, law firm lateral attorney hiring coordinators, senior public sector attorneys and law school career services professionals. For more information about our services please contact us.

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