However, I’m wondering if anyone here has had success investing OOS in locations hundreds or even thousands of miles away and still managed to maintain solid cash flow.Have you been able to overcome the challenges of investing in a distant market, and what strategies or systems have worked for you?

Use the money only to stabilize assets and yourself.

And the rules surrounding replacement are much more relaxed.  

End his lease, and find a tenant willing and able to pay market rate.

Inventory and prices ebb and flow throughout the year.”Congratulations, @Russell Brazil: !

It can be a lot of time and work if doing it on your own.

It's a pretty complicated law with all kinds of tenant and environmental protections. 

I have searched fiver/upwork and posted in RM forums.

The most reliable way is look at other STR's in the area and see what their nightly rates look like over the year and look at their occupancy rates. 

They had carpeted the bedrooms and common areas, and the living room was still original wood...well I decided to pull up the old carpet and lo and behold - original wood in pristine condition.