You bet big, you can lose big.If your wife is onboard with all this, start slow and see how you both like it.Find out how much your current home will rent out for - and then use 90% of that for your estimates.

I would bet that 99.99% of agents you might work with are not going to know that or know much about how to guide you to buy one that would be on the 10%  (I am not an agent nor an STR expert).

@Airon BurkeObviously, a local attorney who deals with these is your best bet. 

I don't mind the type of place, as long as its safe, clean and in relatively good repair with some amount of sunlight being the only hard requirement.

If it's not an option I will just wait to be safe with the investment I've already made. 

Is it a  safe and good neighborhood to buy investment properties?

I have been enjoying the podcast I started it there days ago and I am hooked but it’s kinda hard to take notes while driving hahah jk I don’t do that wouldn’t be safe.

Your best bet is measure each room and add up your actual square footage.

If he or she is just handing someone some keys or call a repairman for you, then you are probably fine, but better to be safe than sorry for not hiring a professional property manager to oversee and manage everything on your behalf

Just listen to the sales pitches by the hundreds of different companies that sell health insurance and every company had so many options for health plans the average person cannot remember more than 10% of what a health insurance salesman tells them and I will bet money on that because I know for a fact that when sitting with health insurance salesman no normal person can remember and compare all the different plans without looking at the charts, brochures, schedules, different co-pay plans and then compare the benefits and cost for PPO vs, HMO and my list can go on forever.