Group training sessions do not deal with specifics that lead to lawsuits.

They just plug you into the conveyor belt of webinars and canned training that doesn't take them any time to create, but also isn't tailored to your specific situation. 

Based on our experience, we’d be happy to connect and share insights into viable areas, property management options, and financing solutions tailored for cross-border investors like yourself.Cleveland is a fantastic market with solid cash-flow potential, but as with any investment, having the right team in place is key.Feel free to reach out if you’d like to connect further or discuss specifics—I’d be happy to help!

When you re-list the property, it will restart the counter for "days listed" (assuming it is down for a reasonable period of time, I'm not sure their exact specification, I know we've been down for 24-48 hours and it did not restart).

Just because you want to hit a specific number doesn't mean the market will meet you there.Great example of how Class C properties may appear like great cash flowing investments on paper - meaning fully rented, paying on time and normal levels of maintenance.

I started a new post asking people's thoughts about insurance costs in your local area and specifically costs to rebuild and other challenges:https://www.biggerpockets.com/forums/95/topics/1227051-insur...

In many cases bigger banks or lenders have specific programs that cater to first time home buyers and investors. 

Are there specific advantages or potential pitfalls I should consider when structuring these activities through my LLC?

It is specific to the area.

It’s good to budget for unforeseen expenses.Regarding PMI, it’s worth discussing directly with your loan servicer since many lenders require holding the property for a period or reaching specific equity thresholds before removal.If market rents are $2,200–$2,500, hiring a property manager could help you optimize rent while taking the burden of tenant screening off your plate.