If your really needed it one could also consider hard money though that will come with higher rates and getting someone to give you 300k first time might be harder than just getting loan then you could refinance it later.Since your a high net worth person I would also try talking to local/regional and even big bank lenders.

Your best bet is to find and contact all of the top local wholesalers and go to work for one of them and see what they do right and wrong and see if it's even a business you like.

@Robert Kline, I would start by talking with your local building department. 

Also, if you consider the fact that his 30 year mortgage is $100-$200 less per month than what local folks pay for rent, then it's not as predatory as it may sound at first.

*Any red flags unique to the Pittsburgh market.I’m also hoping to connect with fellow investors, agents, or property managers who are familiar with the local market.

Typically the excuses that are given are the same, 1) Property Tax Increases 2) Insurance Premium Increases 3) Adverse local market conditions.

I'm looking to connect with local investors, agents, lenders, property managers and contractors who have experience in these areas. :-) 

The seller offered financing with 20% down, which I used to buy the place.After starting construction and realizing it was going to cost more than expected, I approached a small local bank that knew the property and would offer the rehab financing. 

Should I reach out to local agents, wholesaler like New Western?

This was a local buyer.