Besides being illegal in the US?
Apply to be the Apprentice, or just call the Donald and ask. It could work.
How about standing in a busy place with a big plastic dustbin and threatening to hold your breath until someone puts a dollar in it. I think you could probably only do this for 12 hours a day, so it might take longer than the two months.
Hmm. I have a cyber-acquaintance who is a Nevada lady who charges $200 for an hour of her company, and gets to lay down the law about how she’ll be treated, so turn eight not-too-classless tricks a day for two months and you’re golden. Of course, you might need an extra trick or two a day to cover expenses.
Drug runner?
Why couldn’t you incorporate yourself and sell stock? File the appropriate paperwork with the SEC, offer a nice IPO, collect the capitol invested in Winston Smith Inc., pay the “debt” and pocket the “rest”, then file for bankruptcy.
If done correctly you might even be able to get a federal subsidy before going “out of business” to put back against next years “incurred” “expences”.
If this works out please remit a 10% royalty fee.
If not, please expect to hear me say “Winston Smith? Never heard of him. Wait, isn’t he that sheep guy from the boards? No? Then I have no idea who you are talking about.” 
This is what I always love about the dope, dopers looking to help other dopers out. Be it with membership, advise, a move or even a heist.
Sniff Sniff
Well, it’s not Presidential, and it’s not oatmeal, but I’ve got a Nieman Marcus recipe I’ve been told is worth $250.
Pick up 2,000,000 soda cans by the side of the road and turn them in for the nickel deposits.
Strip down, paint yourself all sorts of odd colors, glue bits of feathers and junk to yourself, then go to a modern art gallery and exhibit yourself. Some doofus collector will pay big money for you. Get a photographer to take a life size picture for a standin, and agree to exhibit yourself at parties. You’ll make a lot more than the $100K, and be in ArtNews to boot.
Here’s what you do.
Build a time machine, go back one week armed with all winning lottery numbers for the week just gone.
Voila!
After collecting vast amounts of dosh return to present, send me half of the winnings, pay off your debts and live the life of riley thereafter
Since ethics do not seem to be a major road block, I hear Sylvia Browne and John Edward make at least the kind of money you are talking about. How good are you at guessing names of loved ones from letters of the alphabet?
Or pick up only 1 million and drive them to Michigan!
I think you ought to try blackmail. Think back to all the embarrassing stories you’ve ever heard and get to making some phone calls.
Somehow, Winston’s 11 just doesn’t have the same ring to it as Ocean’s 11.
I got this email about a deal where I could get about 35% share of a hundred million.
I’d have been willing to lend you a hundred grand but I deleted the email. Silly of me I know.
I knew it! Luxor is hiding all those Mideast Weapons of Mass Destruction! How come Dubbya didn’t know that?
…oh that’s right. No oil in Egypt.
I randomly came across this thread and think it’s hilarious!!
I wonder if there are any updates and what ended up happening?
I made it this far (post #52) before I noticed the foul stench of rotten corpses. Fun read tho.
I figure you’ll need about $2,000 a day to reach $50,000 a month (times two months). Really less per day, but I scheduled a couple-five of days off in there to help you avoid burn-out. And, I’m ignoring your regular income assuming it’s spoken for already. So:
Marijuana farm is out- it seems wildly profitable, but the start-up takes too long and there may be problematic legal issues in your state. No ‘breaking bad’ for you.
You can’t donate enough plasma to make that much, so that’s out as a primary source but could be a small secondary source of income. I think you could earn about $200 a month with plasma.
You could donate semen. I saw on-line once that you could earn up to $1000 a month for semen donation.
But there’s $1,200. You just need $48,800 more! You only need about $1,950 a day more!
I guess it’s gonna have to be prostitution. I know I advised against marijuana, but not because it’s illegal, it just takes too long. But I think any person of at least average intelligence (or less!) could pull this off (LOL) and probably be a prostitute.
I figure you are probably going to have to go kinky so you can rake the dollars in with just one customer a day, and you could schedule your sessions for after you get off work from your regular gig. I’d go ahead and charge the whole $2,000 per session just to make it easy to count and to also give you a little overage at the end of the 2 months. Advertising is cheap in the backs of many sketchy magazines in your home town but you may have missed the deadline to place an ad for this month, so go on-line.
Plus, if you do well, there could be a tip involved with every session. Free money! (Customers do tip, don’t they?) You will deserve the little extra to use to splurge on yourself after all that hard work, and even without tips you can still enjoy the 5 days off a month from prostitution that I included in your schedule and meet your goal.
I’d suggest locating customers with benefits such as extreme wealth, diplomatic immunity, high public profiles, and odd tastes, etc- things like that.
I can’t believe I didn’t think of this seven years ago. The answer is:
Love Big Brother.
No, but some men might.