I sat in on a lot of the meetings with owners/city and it seems for the most part to me, the city is just not interesting in AirBnB and as an investor, that's not a good place to be or be right.There will always be probably a few people who skirt the law or think they have a good workaround, but often catch 22. 

Always good to set a goal like that and hit it.

Some months I’ve unfortunately had to pay like $150 out of pocket but I’m Planning on holding long term wise and the let the rental bare fruit later in my life because I’m only 22 and just wanted a base hit or a rental in a great neighborhood.

I just dont understand how people are buying at such low caps ?

It is much easier to hit cash flow goals.

The way I'm looking at it, if my spouse and I only do employer matching for the 10 years we would have more than enough in there and still 10 years out from being able to access it.I do plan on doing 401k loans for deals if the numbers check out, and I've considered rolling over some of our 401ks into roth IRAs to access our contributions but we'd have to pay taxes out of pocket (a big hit to cash flow) and we couldn't touch it for 5 years.  

When it comes to how good these tactics are in my area, it's hit or miss.

Glad you are setting aside money, but if the HVAC is 20 years old, or the septic system has never been pumped, or the roof is 25 years old, etc; you will get hit with a cost before your build up enough set aside.How stable is the other tenant? 

Thoughts and suggestions or too complex and take the hit on capital gains tax as I sell my rentals?

Follow the advice you have been provided by great people and real estate legends below, especially from the likes of @Jonathan Green and @Nathan Gesner and you will buy your first rental property within the next 3 months.Goodluck.