Thinking I could reduce my stress level, reduce my workload and enjoy life a bit more while not taking too big of a hit income wise due to the properties being paid off or nearly paid off. 

I stressed the importance of getting all electrical matters resolved to my Agent and the Seller prior to closing.

It seems like my options are to either replace the roof myself (which I didn't budget for since I was told it was a young roof with no defects), or to go after the seller for not disclosing a known issue (which could also be costly and stressful).Any advice on how to proceed would be greatly appreciated!

It is difficult being in those shoes and having the home sell out from under you. it's invasive, it's stressful, and it's expensive. 

Plus, on the HELOCs there’s a time period when you need to pay only the interest, which I do not advocate for for an extended time period, but in the beginning that can reduce the stress while you are acquiring/rehabbing, renting out and refinancing.

Evictions are stressful under any circumstances, and this sounds just awful!

Like I said, I've never pulled a permit before, and bureaucracy stresses me out, so it'd be nice to know what to expect.The property is in Holly Hill, FL btw.Thanks, everyone!

It was a source of high stress for me for years because I moved out and it got trashed by tenants twice.If we didn’t do a fourplex with an FhA loan then we wouldn’t have been able to buy 14 units in the past 9 months. 

The low end is high in stress and management time.

Not only did the Navy and Army move me all over the world, but since my wife and I both got out, we have lived in numerous places and will not be settling in Delaware for more than 2-3 more years due to employment.During our second meeting with the investor, he stressed that "finding deals" is the most important step in the REI process.