John,
As someone who is very much a part-time investor, I can give you a few thoughts on this. First, you need to know that my goal has never been to replace my full-time job so I have a bit different perspective than you may have - I have a good job that I enjoy and RE is merely a place to put some extra money for me for diversification. However, I believe I have some of the same challenges as you.
First off, can you clarify your goal a bit more? Does liberating yourself from employers mean eventually quitting your job? Working less hours? How do you want to do so - by becoming a landlord? Flipping properties?
These answers can be important to how you may want to proceed but another key question is *when* are you looking to spend more time with your family? Now or sometime in the future? For example, I have 2 young kids and for me, *any* of my minimal investing activity takes a back seat to spending time with them. If I were looking to make a career out of this, that would mean trading off quality time *today* for more sometime in the future (1 year? 5 years? 10 years? or possibly never?) - you really need to think about this. How long and how much effort do you really think it might take to get up a RE Investment Business, from scratch with no experience, to a scale that is large enough to give you this extra freedom that you are seeking? Is it realistic that you are willing to make the sacrifice today and for some extended period of time for the payoff in the future? I don't want to sound negative but just realistic - lots of people come to this site seeking freedom in life via RE Investing. I suspect very few actually find it as it's not easy and for most people, I actually think the stock market is a safer place for their money.
With all that, let me tell you how this part-timer has been mostly *un*successful. First, realize that I had the financial resources to protect myself in case of any disastrous moves and I've made some bad choices. We first decided that we wanted to buy an investment property just for diversification and to 'get someone else to pay our mortgage'. With that goal in mind, we targeted the Phoenix area since I know it and just found a place off of the MLS. Bought it, and in spite of the rise and fall there have still made decent equity on it. It would be considered an *awful* deal by anyone on this board but we put down 20% and have managed to keep it rented. As long as there are no major issues (and that's the big if each year), we make a little money on it and of course, someone is paying our mortage as we had planned. However, we're 1 roof repair or something similar from making this a big loser over a several year time period not to mention the big chunk of cash that we tied up with the down payment. Again, that works for us as it moves some money away from stock but this is not considered a good investment by any stretch.
Since then, I've started learning more and ultimately bought 2 more houses - both from contacts made over Craig's List. One in the Portland area has been an ok investment but if the lease-option tenant ever leaves (on their 4th year of very high rent), that one quickly becomes a loser. My duplex in Indiana is the only one that has very solid numbers that would withstand the scrutiny of the experts on this board. That was the first purchase I've made since having what I feel is a good grasp of what makes a good cash-flowing investment.
So my strategy then to leverage my time considering that I can't buy locally and am not willing to output much effort honestly:
1. Assume that I won't find anything good and be skeptical of anything I do see. This is my most important tenet. If something's a good deal, someone other than me probably already bought it.
2. I glance at various areas in Craig's List and occasionally on a couple other areas on the Web. If I find something interesting, fine. If I never find something, that's fine too since I don't expect to based on point 1. I'm not putting in the effort so I don't expect to find much.
3. With that said, I occasionally find something of interest and am not afraid to take action if it pans out. For example, I recently saw a 4-plex in Indiana listed for around $20k I think, bringing in rents between $1300-$1400. If it were in good shape, why wouldn't I do it if I have the cash? On the flip side, see point 1 again as I have to ask myself why someone else hasn't bought this. Landlord pays utilies - that's an issue but could perhaps be remedied. Some minor rehab needed - need to understand the definition of minor. Anyway, ability and willingness to assess and act quickly may get you the occasional deal but I consider something like this the rare diamond in the rough.
One final point, I also tried to partner once on a rehab since it seems that can be where you oftentimes find your best deals. Unfortunately, that ended very badly and was a very expensive lesson. As a part-timer, I suspect I could probably get my hands on more good rehab deals than anything else but since I know nothing about rehabbing, and don't have trustworthy resources aligned anywhere, I have chosen to stay out of that game. You may be able to find a market with lots of rehabs, partner with someone who can commit the time and expertise (since you don't have the time) and share in the profits - just be certain that you have something to bring to the table and that you are protected on the downside.
Not sure if any of this helps but good luck!