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Tax Man, Tax Relief Podcast

Jonathan Donenfeld

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Welcome to The Tax Man, Tax Relief Podcast that helps guide you through the process of resolving your tax debt, taking overall communication with the IRS or the state and finding the best possible outcome for your situation, with your host, CPA, Jonathan Donenfeld.
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show series
 
Have you made a big mistake on your tax return? In this episode, I explain how a Qualified Amended Return can save you from steep penalties and keep you compliant with the IRS. If the IRS hasn’t yet reached out, you can amend your return to correct it, avoiding the 75% civil fraud penalty and the 25% significant underpayment penalty. As I emphasize…
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Are you feeling overwhelmed by tax debt and unsure where to turn? The IRS can seem relentless, but there’s a lesser-known program that might be your answer. In this episode, I talk about why Partial Pay Agreements are often overlooked but highly effective. Many professionals focus solely on the Offer In Compromise, despite its high rejection rates.…
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Is the IRS losing billions to fraud while taxpayers struggle with compliance? In this episode, I discuss Elon Musk’s recent remarks about government inefficiencies, including how billions are lost annually to tax fraud. From false tax credits to identity theft, the IRS faces significant challenges in preventing fraud. I explore how his vision might…
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The IRS has started leveraging AI to address inefficiencies, and it’s changing the game for taxpayers. In this episode, I explore how the IRS is improving its technology to enhance tax compliance and enforcement. They’ve introduced callbacks to reduce wait times and document uploaders to eliminate the need for physical mail. We also take a closer l…
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Do IRS inefficiencies have you worried about your financial stability? Donald Trump and Elon Musk are making headlines with bold ideas to tackle fraud and revamp the IRS. In this episode, I break down how Donald Trump and Elon Musk’s proposals could significantly impact the IRS. Elon Musk recently highlighted the role of outdated government technol…
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Are you worried that unresolved tax issues could stand in the way of your dream of becoming a U.S. citizen? In this episode, I address how tax compliance directly impacts the citizenship process. Many people don’t realize that the IRS plays a significant role in ensuring your eligibility. I explain why filing all tax returns—even from years ago—is …
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Is the thought of an IRS audit keeping you up at night? Facing an audit can be intimidating, but with the right records, you can turn it into an opportunity to secure your financial peace of mind. In this episode, I focus on the audit records the IRS requires and how you can ensure compliance. From bank statements and receipts to credit card statem…
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IRS debt can feel overwhelming, especially when you're worried about levies, garnishments, or those constant collection notices. But it doesn't have to be this way. In this episode, I’m sharing the proven strategies I use to help individuals and small business owners tackle their IRS tax issues head-on. I’ll explain how I work with clients to negot…
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Financial stress and worries about bank levies or tax liens can feel overwhelming. In this episode, I take you through to resolving IRS tax disputes for self-employed individuals and small business owners. We help clients handle everything from settlements and protection holds to getting levies released. With so many unqualified advisors offering e…
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The fear of losing control over your finances due to tax disputes is stressful and exhausting. In this episode, I share how to help individuals and small business owners handle tax disputes with the IRS and state taxing authorities. We know how distressing it is to face collections and potential levies, and the fake promises you see online. Many pe…
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Are you up at night, worrying that the IRS might seize your bank account or garnish your wages? In this episode, we dive into real solutions for the self-employed, middle-aged men and women dealing with IRS issues. I discuss crucial topics like payment plans, penalty abatements, and the strategic options available to resolve these taxing matters. F…
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Business tax debt can feel like an insurmountable challenge, but with the right approach, it’s possible to reduce your liability and regain control. In this episode, we get straight to the point with practical tips and real-life examples of how you can slash your business tax debt and protect your financial future. The most effective strategies for…
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The IRS has brought in a wave of new agents, and while that sounds like it should speed things up, it’s actually causing delays for many taxpayers. In this episode, Jonathan Donenfeld talks about how the influx of new IRS agents is creating bottlenecks in the system, especially for cases involving more than $50,000. This lack of experience is pushi…
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The IRS is relentless when it comes to trust fund recovery penalties, which can leave you personally liable for the taxes you collect from employees but fail to remit. In this episode, Jonathan Donenfeld discusses the IRS trust fund recovery penalty and how it affects business owners like you. This penalty isn't limited to the business owner alone—…
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If you're self-employed or own a small business, you're likely on the IRS's radar. In this episode, Jonathan Donenfeld talks about why the IRS is targeting self-employed individuals and small business owners, focusing on unpaid payroll taxes. This makes it easier for the IRS to collect. If you’re a business owner, not paying your payroll taxes coul…
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Are you losing sleep over the possibility of the IRS draining your bank account? The IRS has been making big moves lately, and it’s essential to stay ahead. In this episode, I discuss the latest IRS actions, including the reintroduction of LT11 notices. This LT11 is an intent to levy notice, meaning the IRS has the right to seize your bank account …
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The IRS Fresh Start Program has been around for over ten years, yet many tax relief firms claim it's a new initiative to attract clients. In this episode, I address the importance of getting tax advice from licensed professionals. We’ll debunk the myths surrounding the IRS Fresh Start Program and highlight the dangers of relying on unqualified advi…
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You've probably heard the news: the IRS is hiring thousands of new employees. But what does this mean for taxpayers, especially those with complex tax situations? In this episode, I break down the recent developments at the IRS, focusing on the hiring of new employees across three main areas: general customer service, compliance officers for audits…
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Why is setting up a payment plan with the IRS incredibly difficult???? In this episode, I explain why setting up a payment plan with the IRS is so challenging. We'll discuss the main issues, including the influx of new and untrained IRS agents, the complexities for those owing significant amounts, and the slow processing times. Learn practical tips…
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Did you know that failing to update your address with the IRS could lead to serious issues? It's a common problem that can be easily avoided with the right steps. In this episode, I discuss the importance of keeping your address updated with the IRS. We’ll explore a real-life case where a client missed critical IRS notices because they moved and di…
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Has the IRS just levied your bank account? It's a scary situation, but there are steps you can take to address it. In this episode, I explain what to do if the IRS has levied your bank account. We'll cover the essential actions to take immediately, such as checking your bank account, confirming the levy, and understanding your tax obligations. Lear…
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An Offer in Compromise is a complex process. Knowing if you qualify before you start is crucial. In this episode, I discuss the intricacies of qualifying for an Offer in Compromise (OIC). We'll explore why it’s essential to evaluate your eligibility before applying, how the IRS collection statute impacts your case, and what alternatives might be be…
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Offer in Compromise sounds like a great solution to resolve your tax debt, but the reality is that most people don’t qualify. In this episode, I discuss why the widely-known Offer in Compromise may not be the best option for many taxpayers and introduce an alternative called the partial payment installment agreement (PPIA). Learn how a PPIA can pro…
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Are rising costs and tax issues threatening your construction business? You're not alone. In this episode, I discuss the tax challenges that are currently affecting the construction industry. We'll explore why inflation and 1099 payments are causing many construction professionals to fall behind on their taxes, and I also share the crucial steps to…
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What kind of tax problems do people face and how can a tax resolution specialist help? In this episode, I share insights into the typical cases I handle as a tax resolution specialist. Discover how self-employed individuals, often hit by divorce, business slowdowns, or medical issues, can find themselves behind on taxes. We'll discuss the steps to …
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You've heard the saying: death and taxes are the only certainties in life. But what happens to your tax debt when you die? In this episode, I delve into the complexities of dealing with tax debt after death. We'll explore what happens to your taxes when you pass away, the responsibilities of the estate's executor, and how to avoid common mistakes t…
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Wondering if you could be personally on the hook for your business's tax debts? The answer isn't always straightforward. In this episode, we explore the different types of business structures and taxes that can impact your financial responsibility. We’ll discuss payroll tax, sales tax, and the specific liabilities for C corporations, S corporations…
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Ever felt like your tax problems are a shadow hanging over your life? You're not alone. Many people find their IRS issues to be more frightening than anything else they face. In this episode, I discuss why tax problems are such a burden for so many people. We'll explore common fears, such as the IRS seizing your bank account and the embarrassment o…
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Struggling to file your taxes because you can't find your records? You’re not alone, and there are solutions to get you back on track with the IRS. In this episode, I discuss what to do if you don't have your tax records. We'll go over how to obtain IRS transcripts, reconstruct your financial history, and use industry standards to estimate expenses…
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Are you aware that the IRS is now leveraging advanced technology to track down unfiled tax returns? The game has changed, and ignoring those letters from the IRS could cost you dearly. In this episode, we explore how the IRS is using technology to identify individuals with unfiled tax returns. Learn what happens when the IRS files a Substitute for …
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Feeling cornered by an IRS audit that doesn't seem fair? You're not at the end of your rope. Knowing your rights and options can be your best defense against an aggressive audit. In this episode, I delve into what you can do if you disagree with the IRS's audit assessment. We'll cover everything from understanding the initial audit process to navig…
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Receiving an audit notice from the IRS can be intimidating, but knowing how to respond can make all the difference. Are you equipped to handle an IRS audit without fear? In this episode, I'll guide you through the initial steps to take when you find out you're being audited. From understanding the types of audits to preparing your documentation, le…
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Are you losing sleep over the fear of an IRS audit? You're not alone. With recent increases in audit activities focusing on high-networth individuals and businesses, understanding the IRS's criteria and preparing accordingly is more crucial than ever. In this episode, I break down the latest IRS tactics targeting those who appear to have high earni…
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I am a CPA specializing in saving people from crippling tax debts and problems. Pivotal moments like these are as unexpected as they are life-changing. In this episode, I dive into the heart of why I started in the tax resolution business—a field where stakes are high, and the rewards are deeply personal. Discover how a surprising client visit spur…
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When someone approaches me with a back tax problem, we follow a simple three-step approach to find a resolution. The initial step, which I like to call 'stop the bleeding,' involves assessing their accounts, determining what filings are necessary, and quantifying the amount owed. Once we have a clear understanding of the situation, we move on to th…
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Many individuals I come across often feel scared and embarrassed about their tax problems, but let me assure you that you are not alone. Countless people experience issues with the IRS. There are various reasons why these problems arise, such as family circumstances, medical emergencies, divorce, business setbacks, or even receiving poor advice or …
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Hello, I'm Jonathan Donenfeld, the President of JLD Tax Resolution Group. I started my own business in 2015 with a focus on helping other small business owners resolve their tax problems. As a business owner myself, I understand the struggles and the overwhelming nature of dealing with the IRS. Many business owners lose sleep, worrying about the IR…
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Do you know that the IRS is primarily hiring individuals for three key positions? Firstly, they're bringing in people to conduct audits on partnerships. Secondly, they're hiring auditors for s-corp businesses. Lastly, they're also recruiting revenue officers who will focus on pursuing individuals and companies with unpaid taxes. In order to enhance…
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Handling an audit and responding to the IRS are crucial steps that require attention. Typically, the IRS will provide you with a list of requested items and the scope of the audit. It is essential to carefully assess what you have and determine what is accurate, incorrect, or improperly filed. Based on this evaluation, you can craft your response a…
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Have you heard of the Partial Pay Agreement? It's a little-known yet fantastic way to save a ton of money with the IRS. We refer to it as the back door Offer in Compromise. The great thing about it is that it's much easier to get accepted and involves way less paperwork. Plus, it takes into account your assets to a lesser extent, making it a truly …
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Why is the Partial Pay Agreement with the IRS referred to as the 'back door' Offer In Compromise? The reason behind this is simple - it has proven incredibly effective in allowing you to settle your tax liability for less than you owe. Unlike the offer In compromise - a partial pay agreement is relatively easier to have accepted. It saves you time …
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Have you recently received a letter from the IRS regarding a proposed adjustment of your income? Wondering how to handle it? It's important to demonstrate the accurate cost basis for your stock or crypto purchases. The best approach is to submit an amended return through the appropriate channels. Even if you don't owe the tax, failing to address th…
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Many lawyers work for themselves, especially if they are a partner or own their own firm, and their income can vary greatly. Like many other self-employed individuals, they often struggle to withhold enough money for taxes. Issues also arise when lawyers want to maintain a certain image and lifestyle, resulting in high personal expenses and falling…
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It has been a little over a year since the Senate approved IRS funding of $45.6 billion for enforcement. And what we have noticed is that the IRS has made hiring more higher-level professionals a top priority. It seems like they are determined to recruit additional accountants, lawyers, and experts with advanced knowledge. This will enable them to …
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The IRS is targeting many self-employed individuals who earn six figures or more. It's interesting to note that we're witnessing an increase in audits for small business owners who file Schedule C and fall into the same income bracket. Among those being audited by the country’s tax bureau are professionals like doctors, lawyers, real estate brokers…
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A lot of people want to do an offer in compromise (OIC) but are not qualified to get one. But in fact, it is much easier to qualify for a partial pay installment agreement (PPIA) than OIC. There are two things to consider before doing either an OIC or a PPIA. First, know your income and expenses and assets and liabilities. Second, check when your t…
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The IRS only issues a civil fraud penalty when they are certain you owe tax and can prove your intent to fake an expense, a dependent, or a business in an audit. When you are charged with a civil fraud penalty, you should not fight against it. Instead, focus on getting it removed because it will cost almost the same amount as the tax. Tell the assi…
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We go to appeals on almost all of our tax audits. This is because you normally get a better deal when you file an appeal to tax court. What happens when you appeal is that the case goes to a settlement officer that will settle the case before it goes to tax court, which the IRS dislikes. Cases in tax court involve more time and money and judges do …
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Getting your lien removed is possible. If the IRS placed a lien against your account, you need to decrease your tax debt to under $25,000. Then, get into a direct debit installment agreement (DDIA) for the remaining balance. After three payments in your DDIA, apply for lien removal. Let’s say your property has a lien. If you are trying to refinance…
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A partial pay installment agreement (PPIA) is what some call the “backdoor offer in compromise.” This involves not paying your tax liability in full. For most people, a PPIA is a much easier way to get a settlement with the IRS than an offer in compromise (OIC). The reasons include the less time needed to process, the fewer assets it takes into acc…
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