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68 Jobs Just Became Tax-Free Goldmines (Plus 2 September Deadlines You Can't Ignore)

68 Jobs Just Became Tax-Free Goldmines (Plus 2 September Deadlines You Can't Ignore)

September 08, 20254 min read

Your bartender is about to get a $7,500 raise. Your Uber driver? $3,600 richer. Your hairstylist? Thousands more in their pocket.

And they don't even know it yet.

The IRS just dropped the official list of 68 jobs qualifying for tax-free tips starting in 2025. But while everyone's celebrating, they're missing the fine print that could cost them everything.

Plus, two September deadlines are barreling toward us that most people will completely miss.

Let's make sure you're not one of them.

The "No Tax on Tips" Revolution Is Real

Remember when politicians promised "no tax on tips" and everyone rolled their eyes?

Plot twist: It actually happened.

The IRS and Treasury just released their preliminary list of positions eligible for federal income tax-free tips beginning in 2025. If you're in one of these 68 jobs that "customarily and regularly receive tips," congratulations – you just got the raise of the decade.

Who Made the Cut?

Food & Beverage Winners:

  • Servers and bartenders (obviously)

  • Baristas and sommeliers

  • Food runners and bussers

  • Hosts and hostesses

Transportation Goldmine:

  • Rideshare drivers (Uber, Lyft)

  • Delivery drivers (DoorDash, Instacart)

  • Traditional taxi drivers

  • Moving company workers

Personal Services Jackpot:

  • Hair stylists and barbers

  • Nail technicians

  • Massage therapists

  • Tattoo artists

  • Estheticians

Surprise Winners:

  • Social media influencers (yes, really)

  • Casino dealers

  • Tour guides

  • Pet groomers

  • Golf caddies

Hospitality Heroes:

  • Hotel concierges

  • Bellhops and doormen

  • Housekeepers

  • Valets

The Math That'll Make You Cry (Happy Tears)

Sarah the Server:

  • Base wages: $30,000

  • Tips: $25,000

  • Old tax bill: $16,500 on $55,000 income

  • New tax bill: $9,000 on just the $30,000 base

  • Money back in pocket: $7,500 per year

Mike the Rideshare Driver:

  • Driving income: $40,000

  • Tips: $15,000

  • Yearly savings: $3,600

Lisa the Hairstylist:

  • Salon wages: $35,000

  • Tips: $20,000

  • Yearly savings: $6,000

That's real money. Life-changing money. But only if you qualify...

The Catches Nobody's Talking About

Income Limits (The Dream Crusher):

  • Single filers: $150,000 total income cap

  • Married filing jointly: $300,000 cap

  • Make $150,001? ALL your tips are taxable again

Documentation Requirements:

  • Every tip must be reported

  • Cash tips = YOUR responsibility to track

  • Credit card tips = automatically reported

  • Miss reporting? Lose the benefit + face penalties

The December 31, 2024 Rule: You must be in an eligible position by year-end 2024 to qualify for 2025. Thinking about becoming a bartender in January? Too late.

Who's Completely OUT:

  • Healthcare workers (even if patients tip)

  • Traditional performers

  • Professional services

  • Corporate employees

  • Anyone in industries that don't "customarily" receive tips

September 30: The End of Paper Checks Forever

In 15 days, the federal government stops sending paper checks. Period.

What's Ending:

  • Social Security checks

  • Veterans benefits

  • Federal tax refunds

  • All federal benefit payments

Your Three Options:

Option 1: Direct Deposit

  • Fastest, most reliable

  • Contact your benefit agency

  • Need: routing and account numbers

Option 2: GoDirect.gov

  • One-stop enrollment

  • All federal benefits

  • Takes 5 minutes online

Option 3: Direct Express Card

  • For those without bank accounts

  • Call 1-800-967-6857

  • Works like prepaid debit

After September 30: No exceptions. No extensions. No paper.

Your September Survival Guide

By This Monday (Sept 15): □ Calculate Q3 estimated tax □ Make payment (even if partial) □ Set up EFTPS for future quarters

By September 30: □ Switch to electronic payments □ Verify direct deposit info □ Update any changed bank accounts

By October 2: □ Check final "No Tax on Tips" list □ Calculate your 2025 tip tax savings □ Adjust Q4 estimated payments accordingly

Before December 31: □ Ensure you're in eligible position □ Start tracking all tips □ Plan for income limit management

The Hidden Opportunity

Here's what smart people are realizing: These changes create planning opportunities.

For Tipped Workers:

  • Time year-end bonuses for January (keep under 2025 limit)

  • Maximize retirement contributions (reduces taxable income)

  • Consider filing status changes if married

For Estimated Tax Payers:

  • Adjust Q4 payment for tip tax savings

  • Prepay state taxes for federal deduction

  • Time income and expenses strategically

For Everyone:

  • Update payment methods NOW (avoid the rush)

  • Review withholdings for 2025

  • Plan for the new landscape

Why This Matters More Than You Think

We're witnessing the biggest shift in tip taxation in history. The difference between those who understand these rules and those who don't?

Thousands of dollars. Every. Single. Year.

But it's not just about the tips. It's about the deadlines. The requirements. The fine print that turns savings into penalties if you're not careful.

Don't Navigate This Alone

The rules are changing too fast to keep up solo. This is where expert guidance pays for itself.

September Special:

High-touch, personal strategy session designed for business owners who are serious about saving money and scaling smarter.

Most business owners pay thousands more in taxes than they should. Why?

  • They miss deductions their tax preparer never told them about

  • They don’t have a proactive strategy—only a “file and pray” approach

  • They scramble in Q4 instead of planning ahead

Book your session: Click Here! by September 30.

Because in this new tax world, what you don't know doesn't just hurt – it costs.


Sharon Eason, CPA Making taxes less taxing since 2005

Critical Actions:

  1. Pay Q3 estimates by Monday

  2. Switch to electronic payments by Sept 30

  3. Share this with every tipped worker you know


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100 South Bedford Road, Suite 340, Mt. Kisco, New York 10549

(866) 721-5356