Your point on deciding which sacrifices you want to make seems like good guiding words when considering different investment opportunities.

Would love to hear what’s guiding your decision-making!

I like the Unofficial Guide to Real Estate Investing.

As others have stated, your fit & finish goals should be guided by whether you plan to:1) Rent: tenants don't always take care of a property, so you want to use lower-grade materials and workmanship.2) Flip: higher quality on workmanship and materials is usually required.Regardless, you always want to "Maintain to the Neighborhood".

I am looking for a mentor/coach who can help/guide me through the business.

I manage property in newark but i would recommend you self manage this as its 1 off. i can guide any way i can, shoot me a message.

Yes, this should make a good rental.Here's a guide that describes what good cash flow looks like and how to analyze a property.https://www.biggerpockets.com/blog/rental-property-cash-flow...

I’m looking for a tax pro that will assist with understanding and maximizing deductions and business expenses, but also guide me through the cost segregation and accelerated depreciation process. 

Hope someone expert in Real Estate can guide me1)Who act like qualified intermediary?

They can evaluate your specific case and guide you through the process effectively