That in the right hands could take a individual to high wealth in the shortest period of time based on maintaining a extremely frugal life style for X years.

My goals for real estate is to be able to provide my family with a little more than comfortable lifestyle without worrying about money at all.

They get a few hundred or a few thousand extra dollars coming in every month, and they start to expand their lifestyle or splurge a little too often.

@Taylor PattersonThere are a number of things to consider, many of which will depend on your particular lifestyle and goals. 

Also you have to consider if you are getting items that enhance the home, and are current and on trend.

My worry is that this situation is going to arise again... and soon... based off of my knowledge of her lifestyle.

If you're trying to "increase their passive income" thinking that will give them the added cash flow now, and one day you can take advantage of that passive income I'd think long and hard about what they'd be sacrificing in order to achieve that end and the differences in their possible lifestyle in one situation vs the other.  

I was seriously in debt, trying to live some kind of fake lifestyle where it looked like I had money even though I didn't.

Depending on your investment plan, Lifestyles Unlimited may be a good fit for you.

Unfortunately, you will lose control of the type of property in exchange for enhanced motivation to sell.You can hire a VA or use a call answering service, or just accept the fact you need a good voicemail and get back ASAP.That said, that won't really help you target MFH.