My main source of income is my main website, but I'll share what I'm doing as far as investing:
1.  A few years back, I dropped $500 each into Prosper and LendingClub.  Prosper account value is now at $559.63, with an annualized return of 4.19%.  LC account value is now at $600.03 with a Net Annualized Return of 7.29%.  I just set an auto-invest plan that is fairly conservative and let it sit.  I was actually just thinking about dumping a lot more money into this, however it sorta locks your money away for the duration of the loans.
2.  Stocks - I max out my SEP IRA each year, and then essentially "gamble" with stocks.  I basically buy things I hear a lot about, like silver, gold and other precious metals, but also things I think are going to be the way of the future - apple, google, Whole Foods, Netflix, retirement homes, etc.  Finally, I play with penny stocks from time to time just for fun.  I wouldn't say that I'm an expert at stock investing by any means.
3.  Foreclosure Flipping - I'm an investor in an LLC in California that buys foreclosured homes in a specific market, rehabs them and then sells them on the market.  I don't do any work except keep a spreadsheet of the profits.  We've averaged about 10%+ per year.
4.  Rentals - I own a few 4-plexes in Reno, NV along with a house.  Property is EXTREMELY cheap there, but the rents aren't great.  I have a great Property Manager handling EVERYTHING.  The house is cash-flowing, the the 4-plexes are not because there are still a few vacant units, and we've spent a lot on maintenance.
5.  Websites - I spent a few years acquiring websites, but spent the last year selling them off.  I've tripled my money on each website on average, but it has taken a bit of work to find them, make offers, transfer everything, fix them up and then finally list them at auction after I get some good stats.  Since my main website is taking up all my time, I've given up flipping websites because I don't have the time.I've been sharing my whole strategy with everyone in a series of posts on my blog: TomsAdventure.com   

Hmm, I'm in a similar boat having tried my hand at internet marketing and other ventures with little success and would ideally have some side income of ~1k-2k and not have a job then. Still looking at drop shipping and other possibilities. I have one tiny site devoted to an author that makes a very tiny income but a bunch of them could do well.

I don't really consider myself an entrepreneur or hustler but been trying to see if i can develop the muscle 

I've used Prosper for micro p2p loans, but I never put any money in that I wasn't worried about losing. There have been a few defaults, but they were the really high risk, high yield loans. The rest are doing fine. But, I've stopped putting money in there since I don't like the idea of my cash being locked up for 3-5 years and it could always go bust at any moment.

I've purchased some stocks and done well. Usually when I really felt something was undervalued like Google <500 or Amazon when it was below 200. At the same time, I've been screwed every time I purchased a company with incomplete knowledge like a Chinese dating website stock that tanked. It's the really wild swings where an established company (Apple, Exxon, Google, etc) that make no sense where money can be made. But even here, I've been cautious about putting in more than I'm willing to lose.

I've been moving more towards the direction of being a web developer and getting more freelance projects in the future or releasing my own programs but still working on my skills. Also thinking about leaving tech completely and pursuing a field like psychology.

Then there's always things like real estate, poker, and buying/fixing/selling goods. A FHA loan would require 3.5% downpayment, find a seller willing to pay the closing costs, and you could get a home for 10k and rent out the other rooms. Could also learn how to repair bikes and cars and do that as a side business. Especially with vehicles that still have a lien on them, you can often buy them in cash from the bank at a 20-50% discount and then just flip and sell it. Or be the IT guy for local small businesses. All things I've thought about but kinda hard to do while on the road

Hey Jwes, I need to try the lending club.  I have 100K in a CD getting 2.9%, since I have no faith in the market right now.  Do you have a blog? I have been telling everyone to sign up for amazon associates.  Mine is at http://thecaptainpower.blogspot.com  I've been looking at real estate also with the 3.5% fha, but where I live in Brooklyn we are looking at $750K+ for anything.  If you have any good idea's let me know, I also make an easy $500-$1000 a year just rotating checking accounts and credit cards....

hmmm, very interested in lending club and prosper.  Prospers homepage says its offering $100 for referrals, anyone want to refer me? thecaptainpower.gmail.com  If either offers a decent promotion I might jump in.  I heard there are several ways to get a free cash advance from some of the no-fee credit cards.  If I can get 10K out of a card for 15 months and drop it on P2P lending for 5-15% thats a pretty good hustle.  Only problem major risk I see is that Im not very upbeat on the market, so if the market tanks again might see a lot of defaults. BUT, sure beats having your house go down $100k in value.

Safe & Simple: 50% Cash, 50% What's Real™ (Gold, Silver, Undervalued Land, FAMILY, etc)

If you're young, you should go with your gut and not worry about money. It will come and go with rich & unique experiences. When you get closer to 30, then you should bring more Safe & Simple into your life while constructing your masterpiece. 

When you hit 40, fire yourself. Open yourself to meeting young souls and help them build their masterpiece.

Warren Buffet once said to only invest in things you understand.  Honestly, stock trading is so complicated that not even top analysts fully understand it.  I would say the best way to invest is to find something you understand well and put money and effort into it

JWes, I don't think
you can make proper financial investment decisions without understanding, at least somewhat, what you are doing. You could just
hand your investment money to a financial planner but caveat emptor! You might try following a site I found that is run by someone who knew nothing about investing, lost most everything in the dotcom bubble and decided to learn. Her site is entertaining and chock full of investment strategy.   http://www.kungfufinance.com/  

That being said, here's some of what I do:

  1) I've been invested in Lending Club for about a year. I do loans in $25 increments and don't take the basket of loans Lending Club suggests. Instead, I go through the somewhat laborious  process of choosing loans. I mix it up, but weighted on the Bs & Cs. My criteria is no or very little
negative credit history, a steady job history that pays well compared to what the borrowers owes and is asking from Lending Club and most important (to my mind), I only choose the borrowers who have taken the time to answer the Lending Club questions. I figure if they can't even bother to answer those few simple questions then they are not all that responsible. Also, I don't lend money to people looking for big bucks just so they can have a bang-up wedding or remodel their house. I mostly choose those who are honestly trying to get out of debt by consolidating their high interest rate credit card debt.  So far, not a single default and a return of around 11-12%. However, I would not put more that 10% of my investment basket in Lending Club as if the economy makes a sharp turn south, there will be the risk of many job losses and that will necessarily include a certain percentage of Lending Club borrowers.

2) Gold mining stocks. I am a firm believer that gold mining stocks are undervalued and offer a big upside. But you need to do a little homework on this one. Find companies with a history of good management and if you go for the big cap stocks  paying a dividend, it is a safer bet than the "juniors," but, of course, not as much upside potential. 

3) The stock market is tricky. You must realize that over 80% of the trading these days is done by computers in milli-seconds, i.e. the focus is very short-term. I figure it is fairly safe to go with big cap, dividend paying stocks. Also energy stocks have been a pretty good bet. Here's a good strategy: pick your stocks based on some research (it does take a little work) and set up alerts. If your stock goes up 20%, sell it, no matter what you think it's going to do, i.e., don't be greedy. On the other hand, if it is going down, set a point, say 20% down where you will also sell and take your losses. And, btw,if we experience another crash like 2009, consider buying when everyone is selling. 

4) You must be an accredited investor (which you are not) to make private placement loans but if you have a trusted friend or family member who  needs to borrow money for a worthy endeavor, you might consider that. I loaned a considerable amount to a land partnership (of which I am also a partner) at 8%. Best investment I've made!

5) Finally, I really believe everyone should own at least 10% of their wealth in physical gold and silver. This is more like an insurance policy than an investment. If you understand what the Central Banks are doing, you will understand that fiat (paper) money is being destroyed. However, in order to understand this, it takes some mind-work and if your eyes glaze over after a paragraph of financial print, then I suppose you either have to take this advice or leave it. (and if you leave it, just hope that I am wrong.)

6) For what it is worth - I would avoid U.S. Treasuries like the plague. 

Whatever you do, realize that inflation is eating away at your money "under the mattress" or even in a savings account or CD, etc. You are still young, you can lose a little and it won't really be a big deal. There are good investment opportunities out there but if you aren't going to
put a little work into it, it is like driving your Rialta blindfolded.