Is it advisable to have an account for each property?

Have you bought commercial multi out-of-state before?

That could help manage tax liabilities while keeping the property in the family.

House hacking is often promoted as the easiest way to get into real estate—buy a property, rent out part of it, and let tenants cover your mortgage.

.: Wondering if losses from passive rental income (I.e. long distance property managed by third party) could offset capital gains from stocks? 

I am looking to buy my first investment property and have heard a lot about  Fort WayneAs an out of state investor, I am looking to connect with investors/agents in the area to build further knowledge on specifics with the markets and hopefully bring business to in the future!

To get to the next property, or any property.... you need cash.

The other contributing factor was the poor property management and sponsor asset management of the properties.

Your tenant profile for a furnished rental is going to be different than if the tenant has to furnish the property.

From a financial standpoint, the key is to ensure you're purchasing properties at a price low enough to make rehab costs and refinance achievable.