Or should it be on just getting someone in there and dealing with those issues in the future when I go to rent out the main living side?

It's important to ensure compliance with local tax laws and regulations to avoid any potential issues.

Timing or not, I wouldn't sign a lease in my personal name, you have little to no protection in the event there is a liability issue - ie grandma slips on the sidewalk - under LLC they have to sue the LLC if that's where property is owned and the lease is drawn. if it's owned personally they can sue you and everything you you have. bottom line is I say delay and get an LLC but that's just me

When they are late, I follow strict protocol, I issue a late notice immediately, then after 5 days a 10 day pay or quit.

I have scoured this site for advice but nothing specific to my issues popped up.  

They are more likely to lend in the communities they are located in.Cheers!

Call the county you're located in and have a chat with them about how you could use the property.

I haven't payed anything upfront so it is not a money issue, more the fact that there are half done jobs left behind and another gc for sure will quote me more to pick those back up.

Depending on the location, you might be able to make a good bit more. 

I am located in West Hartford CT and have experience investing throughout CT.