Rehabbing units, new porches with a grant program in the works and eventually updating siding as well What was the outcome?

One of the first things we say to them is that "We only want to buy if you want to sell" People are coming to us to solve their problem and they've decided well ahead of time that selling the home solves their issue.

I heard I need to change my insurance as well, is there any other items I need to be aware of?

A detached quad consisting of four one bed one bath units will cost significantly more than an infill quad consisting of four one bed one bath units etc..Lastly, there are very few zoning districts in Philadelphia that would allow for a 4 unit building to be constructed in Philadelphia on a parcel that is only 1,000 SF and from a practical standpoint the units will be quite small when you consider the need for open area and common halls/stairs.

The focus points for me right now are deciding what to include in my tech stack that's not going to break the bank in the future as well as includes professional features not just a user friendly interface like some other PMS.I'm between these 3 currently. - Hostfully(seems to be most cheap)- Uplisting(seems to be the most professional)- Hospitable(most friendly UI & the only one I currently have experience with)     Biggest con for me is lacking in ai for messaging which they've denied integrations with developers.

Its majority single family with some multifamily around, you could totally build another unit as well. 

Price materials and labor cost will depend on how large of scope of work but a good company is going to be around 3500 a week plus cost of over head we also pay 30% tax on our income also like you guys but if you anticipate 4 week rehab well be ready for minimum of 14k in labor +14knis low end in my opinion... now I'm currently eating my lunch on a rehab from hell but it's gonna be a work of art from where it came from... this was the worst of the worst in my career water damage to all structural raised the roof on a horrible addition and did it correctly. 

I recommend for out of state investors to buy in a class B or A area and a nice well occupied building.

Lastly, remember, STR is a lot more work than a LTR.  

My experience so far has been SUPER positive, so hopefully you find them helpful as well!