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May 2026 // Volume 15 // Issue 2
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Hello Clients and Friends,
Welcome to the Spring Edition of The Essential!
In this issue, we cover some best practices addressing topics from new Form I-9 violations to purging information in personnel records past their retention dates. While we typically report on any mid-year legislative changes in California (and thankfully, there are none!), readers in other states may have legislative changes that are set to take effect in the coming months that are not covered here.
Enjoy the Spring blooms and we’ll be back with our next newsletter in the Summer!
Enjoy and be well,
Sonya L. Kemp-Willson
Founder and President
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Trump Accounts:
Compliance Headache?
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At first glance, the new “Trump Account” (via the One Big Beautiful Bill Act) looks like a slam dunk: you get to help your employees save for their kids’ futures with a $2,500 tax-free contribution, and the government even chips in a $1,000 pilot seed. Contributions start July 4, 2026. It’s great PR and a solid benefit.
But before you start the July 4th fireworks, there is some serious fine print that Finance, HR, and Payroll need to hash out. Here’s the “real talk” on why this isn’t as simple as it looks.
The “Waiting Game” on Rules
The IRS recently put out some regs, but they basically only told us how to open the accounts. They totally skipped the stuff employers actually need to know, like:
- How do we coordinate this with our existing cafeteria plans?
- Who is responsible for double-checking if a kid is actually eligible?
- What happens if we make a mistake?
Right now, HR is essentially designing a program with half the rulebook missing.
The Nondiscrimination Trap
This is the big one. These accounts follow the same “nondiscrimination” rules as Dependent Care FSAs. Essentially, if your executives and high-earners love the plan but your hourly staff doesn’t sign up, the plan fails.
If you fail that test:
- The tax-free status for high-earners vanishes.
- Those contributions turn into taxable wages.
- The company gets hit with a surprise payroll tax bill that wasn’t in the budget.
In a workforce where lower-wage earners are already stretched thin, getting them to participate is the biggest hurdle to keeping the plan legal.
The “To-Do” List for Your Teams
- Finance: You need to run the “what-if” numbers. What does the budget look like if participation is lopsided? Don’t just model the best-case scenario.
- HR: You’re on deck to design the plan. You might have to consider capping what higher-paid employees can put in just to make sure the plan passes the IRS tests.
- Payroll: Brace yourselves. If the plan fails testing, you’ll be the ones fixing W-2s and manually reclassifying wages. You need a system to track these contributions separately now.
The Bottom Line
July 4, 2026, will be here before you know it. Don’t wait for the IRS to finish their homework before you start yours. Get Finance, HR, and Payroll in a room now to stress-test this benefit before you commit to it.
Source courtesy of HR Morning
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Update on “No Tax on Tips”
Regulations
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As we reported in our August 2025 edition of “The Essential,” starting with the 2025 tax year, workers in 71 qualifying jobs can deduct up to $25,000 in tips from their taxable income — no matter whether they itemize or not. The IRS and Treasury finalized this rule on April 10, 2026 as part of the “One Big Beautiful Bill Act,” and it runs through the 2028 tax year.
Key Requirements for “Qualified Tips”
To qualify for the deduction, tips must meet the following criteria:
- Voluntary: Payments must be determined solely by the customer. The customer must have the option to leave zero (e.g., a “no tip” button on a POS device) or they don’t qualify.
- Exclusions: Automatic gratuities (like an 18% charge for large parties) and tips from illegal activities do not qualify.
- Form of Payment: “Cash tips” include physical currency (including foreign), checks, debit/credit cards, and casino chips. Digital assets like stablecoins are currently excluded pending future regulations.
Eligibility and Restrictions
- Occupations: Only workers in the 71 designated occupations that “customarily and regularly” receive tips are eligible.
- Managers: Tips from shared pools are ineligible for managers. However, managers may claim tips received directly for services they personally performed.
- Anti-Abuse: To prevent wage-shifting, tips paid by an employer to an employee or tips received by a business owner are not deductible.
Employer Impact
The deduction applies only to individual income tax. Employers must still follow standard payroll tax withholding and reporting requirements. Both employers and employees are responsible for verifying that their specific occupation is included on the official IRS eligibility list.
For the list of occupations, please refer to this source article courtesy of Ogletree Deakins.
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ICE Redefines ‘Substantive’
Form I-9 Violations
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Recent updates from U.S. Immigration and Customs Enforcement (ICE) are raising the stakes for employers when it comes to Form I-9 compliance.
Mistakes that were once considered minor, such as missing hire dates, missing signatures, incomplete preparer or translator information, or failing to properly date sections are now being treated as substantive violations, which can lead to immediate fines.
In addition, employers may no longer have the same opportunity to correct errors. Previously, certain I-9 mistakes came with at least a 10-business-day window to fix them, but many of those errors may now be penalized right away.
The changes also impact remote verification practices. Oversights like failing to indicate that documents were reviewed remotely or not being enrolled in E-Verify at the time of verification are now considered substantive violations.
Even businesses using electronic I-9 systems are not exempt from risk. If systems lack proper audit trails, electronic signature compliance, or required security features, employers may still face penalties.
Overall, these updates significantly reduce the margin for error, making it more important than ever for businesses to ensure accuracy, review their processes, and stay compliant.
The margin for error is much smaller. Employers should review their hiring processes, conduct regular internal audits, and ensure staff are trained to complete I-9 forms accurately.
For convenience, ICE has provided an inspection fact sheet online, which you can access here.
Source courtesy of SHRM – May require a subscription to access
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Automatic Termination Policies
Following Set Leave Periods
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Automatic termination policies for employees who don’t return after medical leave — typically after 12 weeks or when Family & Medical Leave Act ends — may seem straightforward, but they often run afoul of the Equal Employment Opportunity Commission.
The Americans with Disabilities Act (ADA) requires employers to evaluate each situation individually before terminating an employee with a qualifying disability. That means considering reasonable accommodations, including brief leave extensions, rather than applying a blanket rule.
Work-related injuries add another layer: state workers’ compensation laws may restrict termination following a claim, and rigid policies can invite retaliation allegations.
The bottom line — clear policies are convenient, but limiting legal exposure requires case-by-case evaluation across all applicable laws.
Source courtesy of Parker Poe Adams & Bernstein LLP
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The End of AI Confidentiality?
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On February 10, 2026, Judge Jed S. Rakoff issued a sharp reminder that technology does not change the fundamental rules of law. In United States v. Heppner, the court ruled that documents created via AI—even those intended for legal defense—are not protected by attorney-client privilege or the work-product doctrine.
The Case: AI is Not a Lawyer
The defendant, a financial executive accused of fraud, used Anthropic’s Claude to draft approximately 31 documents regarding his legal predicament before sending them to his attorneys at Quinn Emanuel. When the government seized the executive’s devices and found these materials, the defense claimed they were privileged.
Judge Rakoff dismissed this argument outright, stating, “I’m not seeing remotely any basis for any claim of attorney-client privilege.” His reasoning was rooted in two inescapable facts:
- Lack of Professional Duty: An AI tool holds no law license and owes no ethical duties to its users.
- Terms of Service: Commercial AI platforms explicitly state that inputs are not confidential and do not create a legal relationship.
Simply put: you cannot “cloak” unprivileged documents in privilege just by forwarding them to a lawyer after they’ve already been created.
Critical Implications for Employers
This ruling serves as a dual-edged sword for companies. Here is how you should adjust your strategy:
1. Exercise Extreme Caution with Internal Analysis If your HR team uses ChatGPT to vet a termination or a manager asks Claude to assess liability for a workplace complaint, those conversations are discoverable. They could easily become “Exhibit A” in a future lawsuit.
- The Fix: Sensitive legal analysis should be performed by, or at the specific direction of, legal counsel. Use only enterprise-grade AI tools with strict confidentiality protections, or better yet, keep high-stakes legal strategy off AI platforms entirely.
2. Turn Discovery into a Weapon If your company faces a claim, you should now proactively request the plaintiff’s generative AI history. Employees are increasingly using AI to draft complaints and strategize. These prompt logs can be a goldmine for impeachment material.
The Bottom Line
Generative AI is a powerful tool, but it offers zero expectation of privacy. In the eyes of the court, a prompt is not a private thought—it is evidence. Be meticulous about what your company puts into AI, and be aggressive about uncovering what a plaintiff has put into it.
Source courtesy of Shipman & Goodwin LLP
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Spring Cleaning for HR:
Employee Record Retention
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Spring is the ideal time for employers to “declutter” personnel records. Transforming an unorganized historical archive into a structured system isn’t just about housekeeping—it is a vital risk management strategy.
1. The Strategy of Separation
One of the most common mistakes is keeping all employee data in a single folder. To ensure legal compliance and confidentiality, records should be categorized into distinct files:
- Traditional Personnel File: Professional history (hiring, performance reviews, promotions, and disciplinary actions).
- Medical File: Confidential documents regarding health conditions, disability accommodations, and leave certifications (Required by the ADA).
- I-9 File: Employment eligibility forms. Keeping these separate prevents government auditors from accessing unrelated sensitive data.
- Background Checks: Reports governed by the Fair Credit Reporting Act (FCRA) must be handled with specific confidentiality.
2. The Importance of Consistency
Uniformity is your best defense. If performance evaluations or warnings are documented sporadically, it suggests bias or selective recordkeeping.
Key Point: In litigation, a “gap” in a file (e.g., claiming poor performance without written proof) is often as damaging as bad documentation.
3. Knowing What to Keep (and When to Toss)
Adhering to federal and state retention laws is non-negotiable. While you shouldn’t hoard data forever, you must follow specific timelines:
- Payroll Records: Generally 3 years (FLSA).
- Personnel Records: At least 1 year or longer if a discrimination charge has been filed (EEOC).
- I-9s: Specific periods based on hire and termination dates.
- Workers’ Comp, Benefit Plan, and Tax Records: Each has their own retention requirements.
4. Avoiding “Cleaning” Pitfalls
- Legal Holds: If a dispute or investigation arises, you have a legal obligation to preserve all relevant records. Destroying documents during a known conflict—even if following a policy—can lead to charges of evidence destruction.
- Digital Data: Apply the same retention rules to emails, messaging apps, and HR platforms as you do to physical paper.
- Avoid Hoarding: Keeping everything forever increases the “surface area” for discovery during lawsuits.
An orderly recordkeeping system eliminates unpleasant surprises during audits or litigation. By shifting from hoarding to intentional curation, employers protect sensitive information and ensure they can respond to legal challenges with confidence.
Source courtesy of Offit Kurman
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We invite you to reach out to us for support on matters such as reviewing your employee handbook, crafting policies, employee relations issues, benefits management, scheduling and training employees on Harassment Prevention Training, or any other HR matters. Please feel free to reach out to us at [email protected] for support.
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- Tuesday, May 5 – Cinco de Mayo
- Sunday, May 10 – Mother’s Day
- Saturday, May 16 – Armed Forces Day
- Monday, May 25 – Memorial Day
- Friday, June 19 – Juneteenth
- Sunday, June 21 – Father’s Day | First Day of Summer
- Saturday, July 4 – Independence Day
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| This publication is intended to provide general information only and is not intended as a source of legal advice. You should not assume that any information included applies to your specific situation. Accordingly, you should NOT use this information as a substitute for legal advice from a licensed attorney. |
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