General Discussion

Vanguard pulled a ha-ha funny on me in December. There was a huge slug of sales that month. I had until January 15 to make an estimated payment. I ended up wildly overpaying. I’ll bet I get hit with a penalty anyway, just because.

It’ is seriously impossible to come up with an accurate estimate without going through a Capital Gains worksheet or a Schedule D worksheet. I’d send you an Excel worksheet, but even I was able to write one. Once you’ve got it, it works year after year, with minor changes.

Suggestion: move the discussion to the Personal Finance, where it will get more attention.

Full disclosure: I am not an accountant.

Best wishes.