Check their communication style - do they respond promptly, comfortable with video calls, and send regular updates?

Trying to make myself more comfortable with hiring help for setup. 

Since I have damage protection waiver in place I feel more comfortable asking for a smaller deposit.

As for leasing, I feel comfortable in that area market to get $14/sf.

I'm having trouble finding a tenant that I feel comfortable leasing the space to.

Then, compare those returns with the stock market’s historical 8-10% long-term gains to evaluate whether the investment makes sense.Also, consider whether you can comfortably cover the $1,000 monthly shortfall.

Of course, YMMV.I would definitely get a good look at the neighborhood around your possbile purchase, and see if you think a nurse would feel comfortable finishing a shift and coming from the hospital to your quadplex alone and in the dark.

Get out of your comfort zone.

But now I feel a little stuck because this experience hasn't been good and I'm stuck in a partnership I'm not comfortable with.

Once you move forward with someone you have vetted and feel comfortable with co-living, you can use the message templates to inform your tenant, upload your lease for e-signing, and collect a deposit and rent.