I can second that @Wale Lawal is amazing and knows what he's talking about! 

It sounds like you have a wealth of experience, and I’m confident you’ll do amazing on this new journey! 

There's so much growth potential in Columbus Ohio and the best way I can characterize this market is it provides good positive cash flow but amazing appreciation potential.

I have ~20 doors in OH that I self manage (there are some awesome softwares out there now for self management) and am looking to start investing in Buffalo too.

If I have to manage the property by myself, I am curious which property management software (Hostaway, Guesty, Lodgify, PriceLabs, Hospitable) is better for sending check-in, checkout messages, and other automated messages.

The labor is cheap but is usually terrible quality.You have very little insight into the governments plans for development and i have seen that have amazing impact on some areas and terrible impact on others.If you are going through with the purchase i wish you good luck and urge you to consider traffic patterns.

Lawrence expressway is a sea of stack n paks.Youd be amazed how many apartments in campbell too,  Bascom ave is getting gentrified like crazy I remember taking Grant line road as a back way to get to 50 and then south lake TAhoe. 

That's amazing! 

Yes that would be amazing if you’re able to connect me with him really appreciate that .  

Whether you need a CPA with just three rentals depends on the complexity of your situation and your comfort level with DIY tax prep.If things are pretty straightforward, you might be fine with tax software for now.