Marking up repairs & maintenance, farming out customer service to people that can barely speak English, charge a lot of junk fees, etc.I'm just not comfortable doing any of that.  

They can save time, reduce waste, and ensure that guests always have a comfortable stay with all necessary supplies available.

Regarding your options, both have their unique benefits, and your decision might come down to your personal goals and comfort with managing properties.Continuing to House Hack: Staying in your current home and purchasing another single family or duplex to rent out can be a great way to expand your portfolio while maintaining the comfortable cash flow you’re accustomed to.

I do trust this partner very much and feel very comfortable that the outcome will be good no matter how the deal runs because of our relationship. 

Yes, they provide some level of comfort, however, I've never known a tenant to put up a big fight over a ceiling fan or lack thereof.

This could be 30, 60, or 90 days, depending on the market and your comfort level.Rental Terms: Specify any minimum terms for the lease, such as rental rate, lease duration, and tenant creditworthiness.2.

Level of comfortability.

3,6,9 months….it all depends on your personal comfort and if you want the risk of running low of cash and risk of loosing/damaging your property.

To be honest, unless your area has super relaxed laws, I would either negotiate the unit to be vacant prior to acceptance or just skip it altogether.

This is very desirable since you can comfortably live with a girlfriend/dog/whatever, and not lose comfort.Buying a SFH, building rooms, renting every room and sharing your room will almost certainly cashflow in most markets (outside of VHCOL cities).