I decided a long time ago that I didn't want to deal with lenders, negative title companies, uneducated agents who don't understand, creative financing, options, delayed settlements, subjects to financing deals, seller take back, split notes or JV offers.At 78 years old now and on home lock-Down, I have more time to do Joint Ventures with other investors nationwide and more time to practice my art.this is probably more information then you need to answer your questions.Good luck, be safe and stay healthy,Charlie

(I’m wondering how applicant 2’s score is in the 500’s based on what you wrote since it doesn’t sound like there’s anything negative?

I definitely am not saying this does not appear to be a good opportunity because most properties in San Diego are negative using the 50% rule.  

IMHO, this is going to cause a large reduction in the number of visitors, with negative effects on the city's economy. 

I actually looked them up though and came across a lot of negative reviews on yelp.

Any input or feedback, positive or negative, is very much appreciated!

It sounds like you've been renting it for awhile but only recently realized your cash flow is negative.

There are always reasons it may not work out, so I am leaning towards just finding a property I know will cash flow and doing a house hack -- even though I see a lot of negatives regarding timing and location like I mentioned. 

You will have a negative cash flow.

This, in turn, could create a negative mentality and low confidence going into real estate investing. "... most investors don't steal deals from wholesalers because they have a long term mindset, why ruin a relationship with someone who found a deal (which can be difficult) for one property when they could bring 5 more in the future."