I would ask the lender, but probably not most lenders want you to have skin in the game, even the seller takes on a lot of risk if you don't pay, because they would not be first loan position. 

I'm excite, I'm a believer, and I would appreciate any feedback on the subject, positive or negative, I'm prepared to receive it.....Thanks in advance!!!

My current plan is to start investing through house hacking while maintaining my job.

I'll need to sit down with a lender soon to discuss what option makes the most sense for someone in my position.

To get positive cash flow and even close to $100, I have to really make a low ball offer, low enough to have seller might throw something to my face. =)  but... i'll try...

I guess I was looking for reassurance that strategically increasing value through renovations is in fact the way to go.Now once I get to the position where its time to talk refi, when you say "a lender," would this be the lender I already have the home loan through, or is that someone I can shop around for? 

In those cases, the tenant gets what they want and feels appreciated and we still maintain control of improvements to the property.

Your property seems too unique to rent quickly with a lot of things to maintain (size of land and pool).

@Matt Matyas To have an actionable plan that will work in your area, you'll need to speak with the Town/county board of health and/or a reputable septic installer/maintainer.

If positive you could redeploy that capital into another asset.