If so, what would be your argument for that?

@Cloey Green there are so many different ways to think about and evaluate markets.

So I give the bill to my PM and they bill the tenant and they reimburses me.

My method has always been to call every listing that hit 90 days on market in areas that I want to buy.

My biggest mistakes that have cost me dearly have all been contractor related, so my advice would be to vet your contractors as much as possible. 

All of our properties we have had for 5-10 years, so lots of equity.

My wife and I haven't leveraged the 10% second home loan yet, for us currently that is the most realistic path forward for current costs of properties but I'm unsure where and how we can pull that off, been out of the market for a little while so wanted to see what others are doing to make it work in this state as I want to get back into the game this year.Thanks

If you plan on eventually selling, central air would add a significant value increase, so you may consider if that's the case. 

So, again, an opportunity to take on less risk initially to get the learning curve out of the way.Bottom line - your approach doesn't have to start out one or the other. 

The trades didn't pay as well back then so after high school I got an associate of liberal arts ( auto repair ase certification) then continued learn in ng took hydraulic system repair and building pumps included and until an injury in2003 was a journey iron working doing structural installing commercial doors where they originally were not designed to be .always running my own side home repair business and taking any chance to learn anything new or a better way to do things because I feel if you aren't moving forward you are  stagnating .I wanted to just say thank you for accepting me and I am grateful for any and all recommendations,tips or critiques as I strive to become the best version of myself I can .