Mrs. Dress Pockets and I have been working on a cyber cleanse project to pass the cold short days of winter. We have been moving at our own measured pace rather adhering to the strict 21-day regiment. It was her proposal to do the project and my obsessive tendency to race ahead with technology change … Continue reading Digital Asset Protection

When oldest daughter was home from college on Christmas break, she opened a new Capital One checking account solely in her name and closed the joint MONEY Teen Checking that we opened together a few years prior. This finally got me down to 2 checking accounts, one joint checking with Mrs. Dress Pockets and one … Continue reading -2 Accounts; +2 Accounts

We need a new tagline for the blog (and someone to write more timely posts). When the price of Bitcoin crossed $100k in early December, I sold my 3.445 ten thousands of a bitcoin. This 0.0003445 BTC came from a Coinbase Super Bowl advertisement of a bouncing QR code in February 2022. Gross proceeds from … Continue reading Pockets for Index Fund

We walked into our local credit union to close our accounts this weekend: a premium money market account yielding 1.85%, a savings account with $5 to keep the membership open and an increasingly isolated checking account both yielding 0.05%. Our last CD had matured the month prior. Mrs. Dress Pockets expressed some reservation in losing … Continue reading Brick and Mortar

Taxes in July has now become taxes in August and September. The IRS reduced our refund and sent us a Notice CP24 in the mail. The refund delta maps perfectly to taxes withheld on closure of an IRA payable to the estate of Mrs. Dress Pockets' father. I tried to call the IRS telephone number … Continue reading Back to School

I just wrapped up our 2023 income tax returns after filing a last minute extension back in April. The extension was needed as we worked to wrap up the estate for Mrs. Dress Pockets's biological father. Final estate tax returns were filed in May and we received an estate K-1 to pass estate income through … Continue reading Taxes in July

I had two arbitrary early retirement number goals: 1) 401k balance of $1m and 2) HSA balance of $100k. I hit neither before cleaning out my office. But I understood with a hand wave market return of 10%, some time, and zero withdrawals that I would get there in a year or two. Turns out … Continue reading Coast FIRE

Happy Belated 529 Day! Another successful school year has come to a close. We had the juxtaposition of oldest daughter graduating high school and youngest daughter finishing kindergarten. One down, four to go! Turns out with a bit of dumb luck and years of $250 per month per child 529 contributions, we have enough education … Continue reading May the 29th be with you!

I noticed in January that my former employer stock was on a bit of a run. I decided to set a sell all limit order at a price of $199 per share. Why $199 and not $200? Because I thought a number of other shareholders would try to get out at $200 and I would … Continue reading Restricted Stock Units

Shortly after my last post on passive dividend income, I ran across an interesting idea from GoCurryCracker to tap dividends in IRAs before age 59.5 without penalty. If I sell $26,000 worth of stock, move that cash into Roth accounts, and then buy $26k worth of stock… I end up owning about the same number of … Continue reading Creative Cash Flow Thinking