deepdive.

The reporting requirements for Form 1099-DA officially take effect for the 2025 tax year, with brokers sending the forms to taxpayers and the IRS in early 2026. Before this change, reporting digital asset transactions was largely dependent on self-reported data, which often led to inconsistencies and underreporting.

The IRS has introduced proposed regulations that outline the eligibility criteria for deductions on interest paid on loans for qualified passenger vehicles intended for personal use.

To prevent taxpayers from selling a security to claim a loss and then immediately repurchasing the same or a “substantially identical” security, the tax code has a “wash sale” rule: the loss is disallowed if the repurchase occurs within 30 days before or after the sale that resulted in the loss.

If margins are thin and cash flow feels unpredictable, pricing is often the real issue. Here’s why pricing is a CFO advisory conversation — not a guess — and how it shapes long-term stability.

The IRS just released its Top 10 Tax Crime Cases of 2025. These real cases show how small tax issues can quietly grow into serious problems, and what taxpayers can do to avoid them.

As the tax season gets underway, scammers are plotting to take advantage of your fear of the IRS to steal your identity, your tax refund, or even to dupe you into sending them money to pay for made-up tax liabilities. Don’t be a victim of these scams. Stop and think before being caught in a scammer’s web.

Social media serves as a hub of information on almost every topic imaginable, from cooking recipes to financial advice, including taxes. However, as accessible as these platforms are, they pose a significant risk when used as a source for tax advice. Misleading or just plain wrong tax advice on social media can result in serious consequences for taxpayers.

Designated Roth accounts provide a compelling retirement saving strategy for those seeking tax-free income in their golden years. With no income restrictions with respect to making contributions to this type of account and the flexibility to make combined traditional and Roth contributions, these accounts cater to a broad range of financial strategies.

With so many people talking about moving for tax reasons, it’s easy to miss the full picture. Before you pack up, here’s the tax conversation every family should have — and why it’s one you shouldn’t have alone.

Navigating the tax implications of scams and theft losses can be complex, especially considering legislative changes that generally limit casualty and theft losses to those associated with a disaster.  However, if you've fallen victim to a scam, there is still an important tax avenue available for you.

A simple profitability check can reveal hidden risks and opportunities in your business. Learn how to review KPIs, prioritize problem areas, and identify top revenue generators to build a stronger, more profitable 2026.

Start 2026 with clarity and confidence. Learn seven simple, tax-smart financial habits anyone can adopt to make the year easier — no investment advice required.

As people begin to have their 2025 tax returns prepared, this is a reminder to avoid unethical ghost tax return preparers whose sloppy, uneducated or fraudulently prepared returns could cause you to miss out on the many new tax deductions and leave you holding the bag if the IRS comes knocking. Who are you going to call then?

2025 brought significant changes to pension contributions by introducing an additional catch-up amount for taxpayers aged 60 through 63, followed in 2026 with a requirement that catch-up contributions for higher income taxpayers mandatorily be Roth contributions.

Many small and mid-sized businesses are profitable on paper but still feel cash-strained. Here’s why cash flow behaves differently from profit, and why it’s a CFO advisory conversation worth having.

Most business owners track revenue closely — but overlook the number that actually determines sustainability. Here’s why gross margin matters more than you think, and why it’s a CFO advisory conversation worth having.

In recent years, the financial landscape has seen tremendous shifts, with rising participation in the gig economy and increased online sales activities. Accompanying these changes is the heightened need for transparent income reporting. One tool designed to aid in this pursuit is Form 1099-K, which has become a crucial part of tax documentation for many individuals and businesses.

Your business is profitable, but cash feels tight. Discover how tax timing, debt, owner compensation, and entity structure can quietly drain cash flow.

Scholarships and grants are essential for many student-athletes, providing financial support for tuition, fees, and other educational expenses, plus student-athletes, thanks to some recent court cases, can now receive both NIL income and direct payments from colleges. The tax treatment of these types of income can vary.

Beneath the surface of the One Big Beautiful Bill Act’s touted benefits lies a complex web of provisions that may not deliver on all political promises, especially no tax on Social Security, tips and overtime.

Inflation hangover, payroll creep, tariffs, subscriptions, and tax surprises are draining SMB cash flow. Learn what to watch and how to respond.

Modified Adjusted Gross Income (MAGI) often emerges as a silent yet powerful factor that can dramatically influence a taxpayer’s tax outcomes. This amount, which determines eligibility for key tax benefits, can stealthily transform anticipated tax savings into liabilities, leading to what is commonly referred to as a "tax torpedo."

Navigating the complexities of drug and alcohol addiction poses not only profound personal and health challenges but also significant financial and tax-related hurdles. As individuals strive towards recovery, understanding the intricate web of tax issues becomes crucial in managing the economic impact of addiction.

The year 2025 marks a pivotal moment for taxpayers across the nation as sweeping changes take effect, ushered in by the One Big Beautiful Bill Act (OBBBA) and the delayed implementation of other significant legislative provisions.

Generally, individuals are required to file a tax return for a year if their income exceeds the standard deduction for their filing status for that year. But even if they are not required to file, it may be beneficial to do so. They could be missing out on huge refundable tax credits and carryovers of tax benefits.