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Making purchasing decisions
Hmm...should I group this with decisions that don't involve spending money, but involve spending time? It seems like those are kind of equivalent.
General ideas
It seems the amount of time/money that you spend researching the decision should be proportional to the amount of time/money you will be spending based on the decision.
My purchasing decisions
2015.12 - I bet ~$800 that Trump would win the Republican nomination.
I spent a lot of time monitoring this bet after I made it. That extra time reduced the value of the bet. In hindsight it might be best to make the bet and then not monitor it so closely(?).
2016.02 - Interview Kickstart
I suspect this was not a great decision, but I'm not totally sure. I think the anxiousness / procrastination I felt was part of what motivated me to get my auto-remoteok program working, so it may have had an unintended benefit.
2016.09.13 - I bought a headset that had a microphone attached.
I had just started at Service Fusion and my new boss suggested I get a headset with an integrated microphone so that during our daily 'stand-up' on Skype I would be easier to understand. I was initially going to spend ~$90-$110 on a gaming headset as that was what one of my coworkers was using, but I then spent about an hour doing research and thinking about it, and I ultimately decided that for my purpose I only really needed a ~$20 call-center headset, as a gaming headset is really designed so that you can simultaneously 1) get very-high-quality audio and 2) communicate frequently 3) for many hours at a time. But I only need the microphone for short periods of time, and I already have a pair of expensive headphones (and so buying another pair would be something of a waste). I think this was a good use of time.
Checklist for making purchasing decisions
Ask for previous customers that you can talk to?
Examples of purchasing decisions to learn from
The van
the CFA
Interview Kickstart
I didn't really do a whole lot of due diligence
it turned out that the majority of the students already had programming jobs
the class was assuming a level of knowledge a little ahead of what I had.
Buying food
How do you know whether it's worth extra to get a fancier kind of food?
Example: I can buy $14/lb salmon or I can buy sardines.
I'm assuming that the social aspect of the food is held constant; i.e. you aren't choosing between eating alone for less money or eating with others for more money.
I suspect the answer is based on the actual nutrients in the food.