Lukeprog's summary of how to measure anything was helpful.
It talks about the equivalent bet test.
Has anyone made a tool where you can put in the thing you're estimating and set a $ bet amount, and it'll show you two wheels spinning, and then it'll pause the spin and ask you if you like them both equally, or if you need to change your estimate?
That'd be quite neat.
Nice! I don't personally need this since I have my command-line utility (see old comment below) that does the same, but I really like the equivalent bet test and have been using it regularly for a couple of years or so. So I strongly endorse this project nonetheless!