I’ve also heard from a few people that investing in a property that you can’t manage yourself isn’t usually worth the investment… just want to make sure I’m making the right moves. 

This is usually an issue with condos, not quads...happy to take a look and see if I can come up with anything for you if you'd like to connect.

Single family rentals are not usually insured on a business owners policy.  

If you all don't move in I'd install locks on the doors to empty rooms with cameras you can monitor remotely, you don't want them moving in any extra people or having extra space to damage.  

I know it is tempting as the agent to jump on some good deals and market it to make some extra but for long term, it is best to stay away from wholesaling in MD.

You Usually don't want to sell your property... maybe see if it's worth doing a heloc or cash out refi to invest in another property.... meanwhile, try increasing rent by getting new tenants.

This means hosts have to work extra hard to make their unit unique and stand out so that they can charge a high enough nightly rate and remain occupied enough for the property to cash flow well.

Direct with seller (Through their own marketing)  they typically have more control of the seller and also more often have a reputable title company the usually work with . ..   

But since there is a limit to how much money the bank has access to....their rate will be higher...and usually a shorter term.

By reducing your tax liability, this increases your cash flow and extra liquidity you have to reinvest in your real estate portfolio to help create exponential growth.