A few weeks ago, I was talking with a client about his 2023 taxes. About the fact that he hadn’t paid estimated taxes in 2023. And that a probably big, but who-really-knew-how-big tax bill was looming before April 15. And that his CPA would give him some recommendations for paying estimated taxes in 2024. And that he should pay those estimated taxes so we’re not in this position again next year.
Continue readingYour 401(k) Match Can Now Be Roth (and Other Changes from the SECURE 2.0 Act)
Congress passed the Secure 2.0 Act in late 2022. Why should you care? You shouldn’t. Much.
Continue readingAvoid These 5 Big Tax Mistakes with RSUs, Stock Options, and ESPP
Stock compensation can be a great pathway to wealth, but they also come with their own set of tax implications. Unfortunately, many taxpayers miss important tax considerations when it comes to stock compensation.
Continue readingHave You Fallen Prey to These Common Misunderstandings in Personal Finance?
Making Decisions Is Exhausting. Rules and Automation Help You Make Fewer Decisions in your Finances.
You and I probably have at least one thing in common: the administrative burden of modern life is exhausting. Overwhelming. Frustrating. Just nothing good about it, but we can’t escape it.
Continue readingHas your tax season sucked? Make some changes now to make next year better (suck less).
If your tax season sucked (stressed out, last-minute activity, uncertainty, unexpectedly big tax payments), then, while the pain is still fresh, let’s think about how to make your life way less stressful next year.
Continue readingHow Could the House and Biden Tax Proposals Affect You? What Should You Do Before Year’s End?
Have you been hearing a lot about the tax proposals coming out of Washington D.C.? First it was President Biden’s back in April. In early September, it was the House Ways and Means Committee’s. And currently, as of the time of publishing, the tax proposal situation in Congress is anybody’s guess.
Continue readingYour Company Is Going Public. The Power of a Good Question. Or 5.
Much of the work of personal finance isn’t objective. There isn’t An Answer. Because it’s “personal” just as much as it is “finance.”
Continue readingHow many of my RSUs should I sell?
How many of your RSUs should you sell when they vest?
I have long given the advice, “Just sell ‘em all, ASAP.” But I’ve grown a bit soft in my old age (hush your mouth).
Continue readingA Collection of The Most Important Bits About Restricted Stock Units (RSUs)
Your paystub can be very informative. And also wrong. When’s the last time you double-checked yours?
In the last month, two of my clients have looked at their paystubs and realized that their 401(k) contributions were going into Roth instead of pre-tax. This wouldn’t be a problem except for the fact that both of these clients had, months earlier, changed their 401(k) contributions away from Roth and into pre-tax. And somehow it didn’t “take.” This caused an administrative pain in the butt and higher-than-planned taxes.
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