But I guess it just depends on what you're doing and what you need.

Whether you are getting a continuous stream of income depends on the deal.

HI @Zachary Sakena putting property into LLC in my opinion depends on that strategy you are looking to implement for next property and if you want to leverage property moving out of into LLC.  

The sky’s the limit, however, depending on the sophistication and the amount of due diligence help you request. 

Always trade offs, especially depending on how long that buyer is looking to keep the property, or refinance.

A lot of this process depends on your laws regarding STR and Mid term leases/occupancy?

However, I suppose it depends on your situation.I know some people who borrow from their 401k or use an IRA to pull from.

On an annual basis, the administration is mostly meeting minutes, resolutions, and annual filing of your 990, most of which can be outsourced depending on your budget.

If you are thinking out of state, it really depends.

And this does not include the real world issues, namely are you even allowed to convert this property to a four-unit and taking a single family to 4 unit is very likely going to cost more than $110k (but this depends on the actual layout and work scope).