What It’s Really Like to Put 50 Percent of My Income Into Sub-Savings Accounts

I'm clever enough with math to understand that this means chopping off 50 percent of my income as soon as it hits my checking account and stuffing it somewhere else, but I hadn't quite realized what that would feel like in practice.

Are You Ready For Some Fully Taxable Football?

Big news for NFL fans: in a move that multiple news sources call "largely symbolic," the National Football League has decided to eliminate its tax-exempt status and become a fully taxable entity.

An Update From the Wealthy Retiree

"I agree that my federal taxes are too low. I don't think someone living off of dividends and capital gains ought to be paying a lower rate than a middle-class wage earner."

One Way the Tax Code Punishes Domestic Partners

At the beginning of 2014, I put my partner on the medical coverage I receive though my full-time employer. It was a godsend, as going without health insurance and trying to buy your own health insurance in New York City are both surefire paths to the poorhouse. For domestic partners who aren't married, or for those forbidden from wedding by law, it is perhaps the best work perk you can come by.

When Paying Taxes Leaves You Temporarily Broke

In which I share my 10 emotional responses to paying my taxes and having $41.51 left over.

How to Pay April 2015 Estimated Taxes

I think the answer is: pay what I can on April 15, pay 20 percent over the rest of the year, and keep my eyes open for places to catch up, because I'll need to catch up at some point.

Heavy Taxes On The Rich? 52% Say Yea

"redistributionists" are a plurality of this country, outnumbering almost 2:1 the free-market true believer Ayn Rand-types.

If You’re Doing Your Taxes at the Last Minute, You’re Not Alone

I was walking home from work the other day when I realized that it had finally happened. I had reached the day where I couldn’t reasonably put off doing my taxes any longer. That got me thinking, how many other jerks are in the same boat? So, in an almost perverse fit of procrastination, I started digging around online for somedata. Instead of, you know, firing up TurboTax.

Adjusting My 2015 Budget To Accomodate Freelancer Estimated Taxes

Every month, I need to put 20 percent of my income towards taxes, 20 percent towards debt, and 10 percent towards savings.