deepdive.

Learn how PLESA accounts work, who may benefit, contribution limits, and why this SECURE 2.0 emergency savings option may help workers.

Treasury and the IRS finalized backup-withholding rules for third-party payment networks. Learn what the $20,000 and 200-transaction thresholds do—and don't—mean.

Financial flexing can make expensive spending feel normal. Learn how social media, lifestyle pressure, and easy credit can quietly interfere with long-term financial goals.

New federal disaster tax rules may affect casualty losses and wildfire relief payments. Learn what changed and who may qualify.

A 2026 CFO survey shows cash management is a top finance priority. Here are five cash-flow metrics business owners should monitor before problems appear.

The October 15, 2026 deadline is approaching for extended 2025 tax returns. Learn why early filing and complete documents matter.

Learn how life insurance can affect taxes, including cash value growth, MEC rules, policy loans, life settlements, and accelerated death benefits.

As college athletic departments face rising costs and multimillion-dollar athlete payments, some states are using tax revenue and public funds to help schools compete. Here's what's changing.

A living inheritance can help children when they need it most, but large gifts can create tax and estate-planning consequences. Here’s what to consider before transferring wealth.

A new rule may let eligible taxpayers use retirement funds to pay qualified long-term care insurance premiums without the 10% early-withdrawal penalty.

Supporting children, helping aging parents, and protecting your own retirement can turn you into the family CFO. Here’s how to manage the financial overlap.

Business expenses can reduce taxable income, but many learn too late that a deduction is only as good as the records behind it.

Should you pay off debt or invest? Higher interest rates have shifted the balance. Learn how to evaluate high-interest debt, emergency savings, retirement planning, and taxes when making important financial decisions.

An executor of a decedent’s estate must administer the estate and distribute assets in the statutory order of priority; failure to follow those legal requirements can expose the executor to personal liability.

If you make or receive income that is not fully covered by withholding, September 15, 2026, is an important date on the tax calendar. It is the due date for the third installment of 2026 federal estimated tax payments for individuals who are not paying enough through withholding during the year. 

Your final decade before retirement can have the biggest impact on your financial future. Learn the key planning opportunities at ages 50, 55, and 60—and why proactive tax planning matters.

Donating long‑term appreciated stock (publicly traded shares held for more than one year) to a qualified charity is a high‑impact way for donors to support causes while obtaining favorable tax treatment.

If you inherited a Traditional IRA after 2019, the rules are not always what people expect. The SECURE Act changed the way many inherited retirement accounts must be paid out, and now who inherited the account and whether the original owner had already started required minimum distributions, or RMDs, controls. In some cases, a surviving spouse still has the most flexibility. In other cases, the mo...

The holiday season starts earlier than many business owners realize. Discover seven proactive financial moves to strengthen cash flow, manage inventory, and optimize taxes before Q4.

Under the Internal Revenue Code Section 61, gross income generally means all income from whatever source derived, and unless a specific rule says it is excluded, it is taxable. In simple terms: if you got something of value and the tax law does not carve it out, the IRS probably sees it as taxable.

As kids head back to school, give your business a mid-year report card. Discover seven key areas every small business owner should review before year-end.

Explore Treasury’s 2026 Priority Guidance Plan, OBBBA implementation, regulatory changes, and what evolving IRS guidance could mean for tax planning.

Interest rates remain elevated, making every borrowing decision more important. Learn when to refinance, finance equipment, lease, or pay down debt—and how tax planning can lower your true cost of capital.

Medicaid waiver payments can create unusual tax issues because they sit at the intersection of health care, social services, and the tax code. For many caregivers, these payments are not just compensation for providing daily care; they can also affect eligibility for the Earned Income Tax Credit (EITC) and the Additional Child Tax Credit (ACTC).

For many taxpayers, cryptocurrency creates more tax issues than expected. You can owe tax even if you never convert your crypto into dollars. You can also have income even if the crypto was given to you “for free.” And if you do not keep good records, it can become difficult to calculate your gains, losses, or income correctly.