These areas may offer more affordable multifamily properties that fit your house hacking goals.Rochester and other distant markets could work for a BRRRR strategy, but it’s a big commitment given the distance.

I don’t see a space for you to fit in.

Otherwise you are going to be at the mercy of getting information when the sponsor deems fit - anytime something like this happens - does not matter who the sponsor is you need to have an attorney on speed dial and get them involved and advising what to do and make sure you are agressive not passiveI have seen someone who was afraid to file a lawsuit end up at the back of the line and if they would have taken everyone’s advice they would have gotten close to their $250k back but instead they got zero. 

Do you have any contractor recommendations that you think could be a good fit?  

If you want predictability, value hard assets, and like the tax advantages, then investing in a real estate syndication may be a good fit.

Hey @Jordan Northrup check out Buildium, it may be a decent alternative and fit the bill for what you're looking for.

Hey @Trey Holloway, there are products out there that fit the 10% down model, but you will have to hunt for one.I don't agree with @Jaycee Greene that banks don't finance STRs.

Most of our investments we look at IRR (time value of money) to determine which investment is a good fit for us at this time - which factors in returns, risk and time of investment - is it a short term investment we want to get appreciation play or long term fixed income investment.

If market rents are $2400 it fits most lender requirements for cash flow.

Your tenant stayed somewhere with bed bugs and brought them back in their clothes/luggage, or they bought used furniture that already had bed bugs.