Maximum wealth would come from creating (or being and early member of) a startup that succeeds. This also has high risk, but the worst-case outcome for a paid early employee is still pretty good relative to the average (non-tech) salary.
I think IH switched to collecting sign ups too soon -- and they push it too hard. It used to be one of my favourite websites, now I do not visit at all.
If someone made a new version of IH that was more about the content and less about being a business, I would visit often.
I'm in the same situation, and I agree. On some level it could be good for Canada to have all the TN folks back. Maybe bad for us in the short term, but the effects could ripple.