.* Work Quality: Jenny never showed up to the house, she sent 2 people instead, she never mentioned she would not show up herself, she never asked for approval to send two others instead, they did not complete the job, and there were multiple unauthorized charges on my card.* Receipts and Expenses: Once I brought to Jenny's attention that we were 20k above budget, she refused for days to give me the receipts, saying that I needed to give her my credit card statement first.

The price appears competitive, and the interface seems like it might work well with adding in multiple future properties.

Could you end up finding one or even multiple deals at auction?  

For example, if you're planning a kitchen remodel, get multiple quotes to ensure you have a solid grasp of what it will actually cost.3.

Buying site unseen is a huge risk unless the buyer and wholesaler have a history doing deals together.My buyers trust the deals that I bring them, but I also provide them with in-depth inspection reports along with photos/videos of the inspection along with multiple cost to completes through multiple contractors.

It would allow you to sell your STR and defer all the taxes to reinvest all the proceeds into another property or multiple properties. 

Listing on multiple platforms does affect ranking by platforms but not as much as you think.  

Issues with multiple national carriers leaving the state completely due to state regulations, massive loss ratios, huge increases in replacement cost values/limits due to inflation, etc. 

At the beginning, it may be difficult to get a more expensive property that will appreciate well and so your choice is go with the cheaper property and get cash flow until you can sell and upgrade, or wait for a really good deal which you may be waiting for quite a while and its possible that you will have spent so much time waiting that you could have purchased multiple cash flowing properties by the time you get a good appreciation deal that you can qualify for / refinance after the rehab. i know anyone can go out and get seller financing deals, HML, flip to build capital or whatever the case may be I am just saying sometimes those will be harder and could result in less deals overall. 

Those tend to be the neighborhoods that are gentrifying.Unique stuff to Pittsburgh I would say is don't go based on zip codes since one zip code can be composed of multiple different areas/neighborhoods.