Does the condo association have enough reserves to prevent future jumps in fees?

I would do a little research as a large number of them are just venues for guru's and pitchmen to sell their class, software, or mentor-ship, all of which is probably unnecessary for you to get.

We put pad locks on our gates to prevent them from coming back in without us being there.Finally his friend contacted us about signing a lease.

Also, the MRI was unnecessary, he has mechanical back pain from lack of movement and poor posture and needs PT, chiropractic, massage and regular exercise (preferably including yoga, not high impact until he is doing better).

Our priorities are 1- fixes for safety or to prevent further damage; 2- fixes that improve the rental income or will draw great tenants (we're turning the studio to a 1Br to increase rent), and 3-things my wife wants for customization/aesthetics (happy wife, happy life).Some specific questions I had so far are:1) We have a modified bitumen roof. 

This seems common sense but it prevents bad landlords from purposefully leaving it empty for the entirety of the lease and claiming the old tenant owes the entire lease amount.

Limit unnecessary expenses to only those items that will translate into higher rents.

It's preventing you from buying a deal you shouldn't.You can settle for a bad deal, look in another market where houses are cheaper, or be patient.

Is there a lien I can put on the property to prevent sale until deposit is paid?

This makes it a little easier to prevent the bank from noticing thus enforcing the due on sale clause