Business Strategies Archives - Page 2 of 32 - Think Outside the Tax Box
By Joshua Youngblood, EA, CTRS, CRETS, NTPI Fellow

Small Mistakes With Huge Costs for Your Client’s Tax Returns

We’ve all been there. A client walks into your office and, somewhere in the conversation, you realize that a seemingly minor oversight, a missed deadline, a form nobody filed, an election nobody mentioned, has spiraled into a five- or six-figure tax problem. In my years of practice, some of the most expensive mistakes I’ve seen weren’t the result of aggressive planning gone wrong. They were small, quiet errors. The kind that happens when a deadline slips, an election isn’t made, or a form gets overlooked entirely. The tax code is unforgiving in these situations, and the IRS has little sympathy for “I didn’t know.” This article walks through some of the most common, and most costly, small mistakes that can devastate your client’s tax situation, along with practical guidance for avoiding them.

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The Strategic Tax Analysis Process: Your Systematic Approach

Early in my career as a tax professional, I thought identifying strategic opportunities was primarily a function of technical knowledge. If I just knew enough tax law, I assumed the right strategies would naturally reveal themselves when reviewing a client's situation. This assumption led to a haphazard approach where I might spot a planning opportunity for one client but completely miss an identical opportunity for another simply because I wasn't methodically looking for it. This inconsistent approach changed when, leaning on my training as an instrument rated pilot, it occurred to me that I should be following a structured process that assures that I won’t miss any opportunities. That observation transformed my practice. I realized that identifying strategic opportunities isn't just about what you know—it's about how systematically you apply that knowledge. Even the most knowledgeable tax professional will miss opportunities without a structured methodology for uncovering them. In this article, I'll share the systematic strategic analysis process I've developed over three decades of tax practice. This methodology doesn't replace technical knowledge—it magnifies its impact by ensuring you consistently identify opportunities across diverse client situations.

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The Brain Rust Effect: 100 Ways Accountants Are Fighting Cognitive Atrophy in the Age of AI

The accounting world is changing fast. Computers and AI now handle much of the boring, repetitive work that humans used to do by hand. This is great for saving time and catching mistakes, but it also introduces a new challenge: "mental rust" or “cognitive atrophy.” If we rely on computers for most of our thinking, our own problem‑solving skills can weaken. Recent studies suggest that heavy reliance on AI tools is associated with lower scores on some critical thinking tests. When we stop practicing how to solve problems ourselves, we may be less prepared when something unusual happens that the computer cannot handle. To stay sharp, accountants need to find practical ways to keep their brains working hard. Here are 100 simple ways to keep your mind strong in the age of AI.

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Kwong v. United States: A Pandemic-Era Decision That Could Reshape Tax Deadlines, Penalties, and Refund Opportunities

The 2025 court decision, Kwong v. United States, is quietly gaining traction among tax professionals for exactly these reasons. Its implications could be far-reaching, potentially opening the door to refund claims, penalty abatements, and revived tax deadlines that many assumed were long closed. But there’s a catch: the opportunity to act may be time-sensitive, and the window to preserve claims could begin closing in just a few short weeks. Here’s what the court actually decided and why it matters now.

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Client Alert

What The Heck Is A Cash Balance Plan?

One of my obsessions is about what we can do for somebody who has high earnings and not much else. When I review multiple collections of year-end tax tips, there is not much for HENRY (high earnings not rich yet) other than a couple of Captain Obvious things like maximizing 401(k) contributions. Henry doesn’t have losses to harvest and is not about to set up a private foundation or a donor advised fund. Charity begins at home. So I got excited when I saw ads about cash balance plans. Was this the great white whale that I have been seeking that is a good answer for Henry? Or is it some sort of scam? As we will see it turns out to be neither, but it is probably something you should consider for some high earners.

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Building a Growth-Minded Team: Empowering Your Team to Think Beyond Compliance

Through every stage, childhood, audit room, controller’s office, or C-suite, the pattern was clear: growth is always a team effort. No single person, not even the owner, can do it all. The firms that thrive are the ones where everyone shares the mission, takes ownership, and trusts each other to play their part.

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Lessons Learned from the Tax Court: An Olive Branch in Tax Court

“Everything is deductible until the audit” is an adage frequently repeated in the tax preparation industry. Generally, it’s mentioned tongue-in-cheek, but today’s taxpayer (and her tax pro boyfriend) may have taken it a bit too literally. Additionally, cutting corners may seem like a time-saving strategy in the moment, but the potential to backfire can’t be ignored. In this case, the taxpayer is about to learn things the hard way.

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Two Tax Systems: The Fundamental Divide That Shapes Every Client Strategy

As tax professionals, we must recognize a profound truth that most Americans never fully grasp: The United States doesn't have a single tax system, it has two fundamentally different systems operating in parallel. Understanding this dichotomy is perhaps the most important insight you can share with your clients, as it forms the foundation for virtually every advanced tax strategy.

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When Your Client’s Business Fails: Easing the Tax Pain

The Internal Revenue Code provides several meaningful tools to ease the tax pain when a business fails. The problem is that many of these provisions require advance planning, timely action, or both. If you’re not looking for them, you’ll miss them, and your client will pay for it. In this article, we’ll look at net operating losses, Section 1244, worthless stock and bad debts, the hobby loss rules, cancellation of debt, and key opportunities to look back at prior years.

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Client Alert
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