@Brayden StevensBrayden: Don't let your economics professor encourage you to attempt timing the market. 99% of the time you'll loose.

You’d be giving yourself some time to build equity (from both market and forced appreciation) and allowing for some (likely) increases in rental rates before turning it loose as a rental.In turn, you are giving yourself a much easier path to profit; whether it be through a sale or monthly cash flow.

If you enter into a term lease, you are bound by it and can not change the terms, terminate tenancy or raise rents unless allowed by the lease.

It's possible for us to loose money on replacing a sheet.

I think that's a big reason why first time flippers often loose money on their first flips.

I know you said you're willing to sit on it but you also have to look at how much you'll loose out in investments if you sit on it another 10 years.

They are not going to take into consideration the cost of what you are providing so you will loose on this deal.You can have a clause to water the grass, but are you going to drive by and enforce that are actually doing it?

Can we simply add him onto my account as joint holder in order for him to have proof of funds to close A.S.A.P and not run the risk of loosing the property?

With a one one, there’s bound to be some desire for storage at some point.

@Gaurav Mehta in general, the cities in bay area are loosing up the rule for ADU.