Author: Milton Law Group

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Is the IRS Fresh Start Program Real? A Tax Attorney Explains

https://www.youtube.com/shorts/I6uA_44yQCI If you listen to the radio or watch cable news, you have undoubtedly heard the commercials. A very serious voice tells you about a "new" IRS program that can resolve your back taxes for "pennies on the dollar." They usually call it the "Fresh Start Initiative" or something similar. If you are struggling with tax debt, these ads sound like a lifeline. Unfortunately, they are often misleading. In this week’s edition of "5 on Fridays," Managing Attorney Mark Milton debunks the myths surrounding these marketing claims and explains the reality of settling debt with the IRS. Is the "IRS Fresh Start Program" advertised...

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5 Tips to Beat the April 15th Tax Deadline

The April 15th tax deadline is fast approaching. Whether you are working with a CPA or a tax attorney, being prepared is the best way to ensure your filing process is smooth and stress-free. In our latest 5 on Fridays video, managing attorney Mark Milton breaks down five essential tips to help you get your taxes done on time and accurately. https://youtube.com/shorts/Vn-oFOyUt7o?si=awNrSJTzD2jgHWGu 1. Complete Your Organizer Almost every tax preparer or CPA sends out a tax organizer. It is vital to complete this as thoroughly and quickly as possible. Don’t leave sections blank - especially when it comes to your banking information. The...

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Struggling with IRS Tax Debt? Here Are 5 Ways to Resolve It

Facing the IRS can be overwhelming, but you don’t have to do it alone. In our latest 5 on Fridays video, managing attorney Mark Milton breaks down the five primary methods for resolving your IRS tax debt. Whether you can afford to pay in full or need a fresh start, there is likely a path forward for you. https://www.youtube.com/shorts/OSGtBn2kvS0 1. Pay in Full (With a Catch) It’s the option no one wants to hear, but if you have the assets and income, paying the debt in full is the fastest way to stop the accrual of interest. However, before you write that check,...

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Small Business Tax Tips: 5 Ways to Avoid IRS Liability

Running a small business involves juggling a dozen different responsibilities at once. However, there is one ball you simply cannot drop: your tax obligations. The IRS is notoriously aggressive when it comes to business compliance, particularly regarding monies held in trust. https://youtube.com/shorts/XyQGzyw3jXw?feature=share In this week's edition of "5 on Fridays," Managing Attorney Mark Milton speaks directly to small business owners about how to stay profitable, compliant, and—most importantly—out of trouble with the IRS. 1. Know Your Numbers (Income & Expenses) You cannot effectively run a business—or plan for taxes—if you don't know where you stand financially. Mark’s first rule is simple: know your monthly...

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2025 Tax Season Guide: Our Process, Deadlines & Checklist

It is tax time again! As we head into the busy season, the team at Milton Law Group is ready to assist you with your 2025 individual tax return preparation needs. Whether you are a returning client or looking to hire a tax professional for the first time, we believe in a transparent, streamlined, and secure process. Our goal is to provide convenience while ensuring your returns are accurate and compliant. Below is an overview of our tax preparation workflow for the 2025 tax year, along with critical deadlines you need to know. Our Tax Preparation Process We leverage a secure digital workflow to...

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5 Dangerous IRS Myths Debunked by a Tax Attorney

https://www.youtube.com/shorts/h_b2aRduBfs There is perhaps no government agency surrounded by more misinformation than the Internal Revenue Service. Between misleading radio advertisements promising pennies-on-the-dollar settlements and advice from well-meaning friends, it’s easy for taxpayers to get the wrong idea about how the IRS operates. Believing these myths can lead to severe financial consequences. In this week's "5 on Fridays," Milton Law Group Managing Attorney Mark Milton cuts through the noise to debunk five of the most common - and dangerous - myths about dealing with the IRS. Myth #1: The "Fresh Start Initiative" Will Wipe Your Slate Clean You hear it constantly on radio and TV...

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Student-Athlete NIL Taxes: 5 Essential Tips for Compliance

https://www.youtube.com/shorts/zYjgcHlIZS0 The landscape of college sports changed forever with the introduction of Name, Image, and Likeness (NIL) deals. Student-athletes finally have the opportunity to profit from their hard work and personal brands. However, there is a critical financial reality that many young athletes overlook: the IRS is watching the scoreboard, too. Many student-athletes mistakenly believe NIL money is simply "free money." In this edition of "5 on Fridays," NILTaxLawyer Mark Milton breaks down the hard truth: NIL earnings are taxable income. Failing to plan for Uncle Sam's share can lead to serious financial penalties down the road. Here are the five essential tax...

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5 Critical Tax Deadlines You Can’t Miss in 2026

"Five on Fridays" is back for 2026. As we kick off the new year, it is vital to get your financial calendar organized immediately. Missing a tax deadline can result in unnecessary penalties and interest that compound quickly. https://www.youtube.com/shorts/iAPbRxX0oEg In this week's video, Managing Attorney Mark Milton outlines the five critical tax deadlines you need to mark on your calendar right now to ensure a smooth tax season. 1. January 15th: 4th Quarter Estimated Tax Payments For business owners and independent contractors, the tax year isn't quite over yet. January 15th is the deadline for your 4th Quarter estimated tax payment for the 2025...

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Montana LLC Vehicle Registration: Risks & Tax Consequences

What Is the Montana LLC Vehicle Registration Loophole? For years, the so-called 'Montana LLC loophole' has been touted as a clever way to avoid paying hefty sales and personal property taxes on luxury vehicles, RVs, and exotic cars. The pitch sounds simple: form a limited liability company in Montana, a state with no sales and/or personal property tax, and register your vehicle under that entity. Suddenly, you've saved thousands, maybe tens of thousands, in sales and personal property tax. While this approach may appear to offer substantial tax savings, recent events highlight the serious legal risks involved. The WhistlinDiesel Arrest: A Wake-Up Call Earlier...

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Mark Milton Named Missouri Rising Star by Super Lawyers for 7th Straight Year

Managing Attorney Mark Milton, Esq., has once again been recognized as a Missouri Rising Star by Super Lawyers, marking his seventh consecutive year on this prestigious list. What Is Super Lawyers? Super Lawyers is a nationally respected rating service that identifies outstanding lawyers across more than 70 practice areas. Selection is based on a rigorous, patented process that includes: Peer nominations Independent research Professional achievement evaluations Being named a Rising Star is a distinction given to attorneys who are either 40 years old or younger or have been in practice for 10 years or less. Mark’s continued presence on this list is a testament to his...

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