Why Do Some Business Owners and High-Income Earners Not Want to Work with a Tax Strategist?

by | Jun 3, 2025 | News

Working with a tax reduction CPA firm will help most high-income earners and business owners considerably lower their tax liability. Some clients save tens of thousands of dollars; some save hundreds of thousands of dollars. It’s a bit ironic when the people who stand to benefit the most from working with a tax strategist are often the ones who hesitate to do it. Despite having complex finances and big tax bills, they delay or dismiss tax strategy altogether. Sometimes they’re expecting a different kind of tax reduction solution. Other times, they’re unsure what a strategist really does, or they’ve heard strategies that sound too good to be true. There’s also fear of audits, of the IRS, or of wasting money on something they don’t fully understand. But the hesitation can come at a cost, literally. Let’s unpack eight common reasons high-income earners and business owners don’t work with tax strategists, and what it could be costing them in missed opportunities, overpaid taxes, and peace of mind.

Misconceptions About What a Tax Strategist Actually Does

1. “I was expecting a different kind of solution.”

Many business owners and high-income earners enter a tax strategy conversation with a specific  solution already in mind. Their hope is for a tax strategist to confirm these expectations. Maybe they heard they should invest in short-term rentals to lower their tax liability via depreciation and maintenance costs. Or they assume that putting all their money into retirement is the only solution.  So when a tax strategist suggests a different approach, one that doesn’t align with what they were expecting, they feel let down or even skeptical. But here’s what they might be missing: a tax strategist will offer solutions anchored in tax law, with the best possible ROI, tailored to fit the needs of a particular situation or goal. Rentals and retirement accounts might not be the full solution, or even the right one. It’s OK to change your expectations when presented with new data! Being open to strategies you haven’t heard before is often the key to unlocking real savings. Sometimes, the best move is the one you didn’t know existed.

Fear and Distrust Hold Them Back

2. “I don’t understand the strategies.”

Tax law isn’t exactly user-friendly. It’s full of complex rules, exceptions, and language that feels like it’s designed to confuse. In fact, many CPAs avoid a deep dive into tax reduction strategies, which is why few  professionals specialize in proactive tax planning. The IRS always sets the bar high and makes taxpayers jump through multiple hoops in order to receive tax benefits. That’s where a good tax strategist comes in. Their job isn’t just to crunch numbers, it’s to walk you through the possibilities, explain what each strategy means for you, and make sure you’re not blindly following a plan you don’t understand.

Business professional reviewing tax forms with a calculator and “TAX” note, symbolizing fear and distrust that keep some from hiring a tax strategist.

Always work with a tax strategist who is willing to do a deep dive with you and be as transparent as possible during your initial discovery call. A walkthrough of various tax strategies is always a great start. You should leave your discovery call with a clear understanding of how the strategy works, what it could save you, and whether it fits your financial goals and comfort level. You don’t need to become an expert in tax code. It’s impossible to understand every single law and provision that goes into tax planning and strategizing, just like it might be impossible for the average person to understand all the intricacies of YOUR profession. It’s OK to put your trust in your tax reduction planning professional while having a good grasp of the strategy in question. The real win: You get a customized plan you actually feel confident about, and that confidence translates into long-term savings.

3. “I’m afraid of an IRS audit.”

This is one of the most common concerns, and it’s completely valid. No one can guarantee that a taxpayer will not get audited. This must be clear. A certain part of the population is more prone to audits (especially high-income earners), and some people are even randomly selected for an audit each year. But here’s the good news: working with a knowledgeable tax strategist can actually reduce your risk and give you peace of mind if you ever are audited. A great CPA/tax strategist should ensure recommended tax reduction strategies follow all IRS regulations and are suitable for the client. Not all home office deductions, S Corp elections, or commercial solar purchases lead to audits, and even if you do get audited, your CPA/tax strategist should have all the necessary compliance documentation to keep you in the green. After all, they will only be recommending legit strategies. They should also discuss their procedures and fees in the event of an audit. Even if you do get audited, most IRS audits are what we call “correspondence audits”, meaning an IRS agent will send you a notice regarding questions about your tax return (e.g. the reason for a certain deduction.) That’s where a great strategist really shines. They’ll be prepared to respond on your behalf and help you navigate the process smoothly with all the necessary information. Bottom line: Tax planning shouldn’t create more risk. It should give you more clarity, confidence, and control.

4. “I don’t trust tax strategists.”

It is a terrible idea to work with a tax or financial professional you do not trust. If something feels off, listen to your gut. Want to find a trustworthy CPA firm?  Look for credentials, years of experience, and genuine client reviews. Ask questions. Pay attention to how they communicate. In the end, if a tax strategist and you don’t click, don’t work with them. But if it does? You could gain a long-term partner who helps you keep more of what you earn.

Skepticism and Mindset Blocks

5. “I don’t think anything can be done to lower my taxes.”

It’s not uncommon for high earners and business owners to assume they’ve already maxed out their options. We often receive calls from individuals who  feel they are already doing everything possible to reduce their tax liability and do not trust any additional solutions. The call is just a formality. Some people really ARE doing everything legally available to them, and there are no further strategies to recommend. A good tax strategist should be able to confirm this during a discovery call.

Middle-aged woman using a calculator while scrutinizing a lengthy tax receipt, illustrating the skepticism and mindset blocks that deter some high-income earners from seeking tax-saving advice.

But more often than not, there are overlooked strategies that haven’t been considered, especially for W-2 earners, 1099 contractors, K-1 recipients, and business owners. The key is working with someone who knows how to dig deeper. Even if you walk away with just one new strategy, that could mean thousands of dollars in savings year after year. Don’t assume there’s nothing left to uncover. A fresh perspective might reveal more than you think.

6. “It just sounds too good to be true.”

When people hear about certain tax strategies, like getting most of your return on investment in Year 1, with long-term tax-free gains, they naturally hesitate. It can sound like a sales pitch, not a real, legal opportunity. If I told you that you can make a tax-advantaged purchase, supported by tax law, and receive an ROI between 115% and 137% over a period of 6 years, tax free, with most of the ROI coming to you in Year 1, as well as an additional chance of an ROI of up to 256% over the course of 35 years, you may think this is too good to be true. It sounds unbelievable! After all, most investments do not have a guaranteed ROI, and your chances of losing money are just as high as your chances of being profitable. Most investment profits are also taxable, and are not written into tax law. However, the above scenario is true for all of our clients who have made a commercial solar purchase. They are enjoying amazing tax benefits, whether they receive a W-2, 1099, K-1, or are business owners. The reality? Some tax strategies are simply not well known. They’re complex, easy to misunderstand, and not something your typical CPA is likely to bring up. But that doesn’t mean they’re too good to be true. It means it’s worth asking questions and getting the facts, because the payoff could be significant.

Cost Concerns and DIY Mentality

7. “I don’t want to spend the money.”

Tax planning is, of course, a paid service. A lot of thought and calculations go into preparing a tax plan for your unique situation and financial goals.  A good tax strategist doesn’t just offer generic advice, and thus, they need to charge for this work. Working with a tax strategist at our firm isn’t just advice, it’s a comprehensive service that includes:

  • In-depth review of your current tax documents
  • Recreation of your tax returns in our software to run accurate projections
  • Detailed savings analysis for each recommended strategy
  • Step-by-step implementation guidance to ensure everything is done right
  • Introductions to trusted third-party professionals (e.g., retirement experts, attorneys)
  • Ongoing support throughout the year for questions, changes, or implementation issues

Most tax strategies can be reused for years to come, and the potential savings often far outweigh the upfront cost. When you look at the five-year impact, the return on that investment becomes clear. Ratio CPA’s fees are based on complexity (How many strategies can we offer you? How difficult are the projections and diving into local, state and federal law in your situation?). If you’re focused on protecting what you’ve built, a customized tax plan isn’t a luxury, it’s a smart move.

8. “I’d rather just do it myself (or let my CPA handle it).”

Some high earners  feel that they themselves are best at reducing their own tax liability, or that all the information they need is readily available online. We fully understand this approach – after all, it’s often easier to Google or YouTube a solution than it is to reach out to several professionals, receive several quotes, and go with the person who seems most trustworthy. But when it comes to reducing your tax liability, the DIY approach has real limits. It is very difficult to dig through the massive amount of information available online, and even more difficult to discern whether or not something is correct and suitable for your situation. Even if a strategy seems promising, it could expose you to penalties if misunderstood or misapplied. Think of your tax liability as a toothache. You can search various home remedies; some will bring no relief, while some might work for a short while. But in the end, you need to see a dentist to relieve the pain. Your taxes deserve the same level of care. Some things are too important to DIY, whether it’s your dental hygiene or your tax strategies. Plus, when done right, strategic planning can free up significant income, not just this year, but for years to come.

The Right Tax Strategist Could Change Everything

Working with an experienced tax reduction adviser can help you keep more of what you earn, not through gimmicks, but through smart, legal strategies tailored to your situation. This might, however, mean you need to let go of expectations regarding strategies, put your trust into the adviser, and set aside your inclination to DIY everything. Ratio CPA specializes in tax reduction planning and tax strategies for high-income earners and business owners, no matter their sources of income (W-2, K-1, 1099, business income). We’ll help you uncover what’s possible, answer your questions, and build a plan that works for you. Aren’t you ready to see what’s possible? Reach out to us to schedule a no-strings call with a Tax Reduction Adviser.