My father (in his mid 40s) recently took up trucking to help pay off credit card debt (my parents claim to be good with money, but I do not predict they'll pay off anything in their lifetimes barring winning a lottery or living much longer than average). He also owns an electrical/construction contracting business, so he only takes a maximum of one load a week (he usually does much less; more like one or two a month). He hauls steel, primarily from Tennessee and Arkansas to Texas (other trips come up, but I haven't heard of him accepting any). I think each trip is supposed to net him $1000, although there isn't a reliable schedule on when he gets paid--basically whenever the people in charge get to him in their list of priorities. (He also wound up working for a business in which one of his high school friends has a lot of status, which probably makes it easier for him to bug them about when he's getting paid--although at any given moment they seem to owe him around $5000, from what I hear.)
So just generalizing from the one datapoint, your $30-40k/year sounds about right.
TL;DR: this is a repository for discussing income generation strategies optimized for free time
I hope I'm not cluttering up LW but maybe enough people are also interested in this? I graduated high school about a year ago.
I have a lot in common with Will Newsome's self description in this post
http://lesswrong.com/lw/2qp/virtual_employment_open_thread/
But it's a dead thread, and there's been some interest in early retirement extreme, (http://earlyretirementextreme.com/) and having repositories for stuff.
The upshot of it is that I want to optimize for free time and mobility. Need about $2,000 to live (1600 expenses 400 savings/buffer) 2nd EDIT: no I don't, I must have screwed something up when I was adding this it's more like $1600. ($1300 to spend $300 buffer). A 20 hour workweek or even shorter is what I'm going for here. Right now I'm barely functional. Even that much is a bit of a stretch for me as I am now. Plenty of advice abounds on optimizing my health and squashing akrasia though, and I'm sure that if I implemented it I could get to the point of handling part time work. But I think I would always find being a 9 to 5er unappealing.
I'd value spending that time reading texbooks or walking around town or lazing around on the beach more than I'd value extra money. I'm also interested to hear about some more conventional part time jobs if they pay enough. I'm ok with doing somewhat boring work if the hours are light and I have time to think.
I've generated some candidate strategies if anyone here has experience at these. I don't have much knowledge of what they would entail or how to break into them. Or they might give someone some ideas I dunno but anyway:
4hww style dropship business (but success at that seems hard to set up and sustain)
freelance work at a site like odesk or elance
Own a popular app or forum
Push carts at wal mart part time (but I don't think that pays enough)
Self employment doing massage therapy (I can set my own hours but I'd need to invest time and money to get trained)
Tutoring (I might like this one. Do I need a college degree? Can I make enough with part time hours? Is it hard to find leads for clients? How would I do that?)
Online poker (but it seems kinda hard)
Does anyone here live in a yurt? And has anyone tried living in other countries to cut down expenses?
edited to add: Did I make a mistake including numbers? They're what would be ideal for me, not strict requirements. I can work a little more or spend less. Err on the side of posting ideas, I'm sure some other people are interested in low stress work but don't value free time *quite* as much I seem to