I don't think it would be so bad at this scale. If it gets *really* bad, I could easily outsource it, unlike the rest of my work.

I highlight some of my concerns here: news.ycombinator.com/item?id=4519...

A notable change is that I now recommend specific insurers, instead of making you choose from a dozen options. This makes the advice less neutral, but far more useful. I still recommend the same things I would recommend to my closest friends.

I'm currently adding a bit of information to my health insurance guides. Having an insurance expert right in front of you is really helpful!