Taxes

Potential Pitfalls of Over-Reliance on AI in Sales Tax Mapping

As automation and AI become more integrated into sales tax systems, many businesses assume these tools can completely replace human...

FT Profile of Fidelity Investments: Culture, History, and Future Prospects as Primary Brokerage

The Financial Times (a British newspaper) has a rare profile of Fidelity Investments (paywall, archive) with the title “Can Fidelity...

How to Apply for the IRS Fresh Start Program 

Key Takeaways   The IRS Fresh Start Program offers multiple relief options to help taxpayers settle or manage back taxes...

Default Glide Path vs. Custom? — My Money Blog

My last post on treating your kids’ 529 plans as the equivalent of Roth IRAs had me thinking again about...

The Limits of Machine-Managed Sales Tax

AI can analyze your data, reconcile reports, and process transactions, but can it be trusted to file your taxes? Some...

Savings and Checking Account Bonuses — My Money Blog

E*Trade (Morgan Stanley Private Bank) is running promotions for new customers on both their savings and checking accounts: Savings promo...

What You Need to Know About the Tax Underpayment Penalty

Key Takeaways: Pay taxes as you earn: The IRS operates on a pay-as-you-go system, requiring withholding from paychecks or quarterly...

“Junior Roth IRA”? Maximizing the 529-to-Roth IRA Rollover — My Money Blog

A new automated investing app called FutureMoney is advertising something called the Junior Roth IRATM with some pretty awesome “key...

What’s New in Sales Tax?

(Sales Tax Updates and State Legislative Changes) (more…)

$300 Bonus w/ Direct Deposit — My Money Blog

Bonus is back, now $300. Ally Bank has a new checking account promotion for their “Spending Account”. You must open...

What Happens If You Ignore IRS Collection Letters? The Worst Case Scenario  Optima Tax Relief

Key Takeaways  Ignoring IRS letters will not make your tax problem go away; it triggers escalating collection actions and financial penalties. ...

$175 Bonus w/ Direct Deposit — My Money Blog

Bonus increased to $175 for limited-time. Current is a fintech, with banking services provided by Choice Financial Group, member FDIC....