A low maintenance condo rentable to good tenants sounds like a good starting point to me.I’m 56 and reasonably setup for retirement, so real estate is a stabilizing diversifier for me.

I am a teacher and high school football coach so things have been so crazy, now that football is over I am going to look into this more.

Curious how this will play out in the courts (granted it's LTR) and affect pricing products used for STR such as PriceLabs (which I use but have to seriously manually adjust for very specific reasons).

Quote from @Zeona McIntyre: Hey @Blake Winiecki I imagine you live in Florida but I would reconsider investing the area for one main reason - climate change.

They're hiring PMs for a reason and they fire them for not maximizing cash flow.  

There are 2 big reasons why I never had and would never have.1.

Now, ca n you learn to properly do creative financing from a mentor/coach/investor - of course.

The only reason I chimed in is a lot of folks might take this as gospel for any and all areas.

.- We also negotiate a reasonable completion date, depending on the Scope Of Work (SOW). --- Who gets all the phone calls and wastes time calming a tenant down because the owner's contractor doesn't show up as scheduled after they took time off from work or a 3 day job takes 3 weeks?

Reason is a Heloc generally carries a higher rate on a shorter term and "Can Never" be used as an "Asset, or for PITI reserves" which are both required when you buy an investment property.