My contractor handles paint/tile/cabinets/ basic plumbing/ electrical/ lighting/ trash/ fit and finish / cleaning it up when done. 

Can you lay out the steps?

@Renee R.I've mentioned it in a previous posting, and other people claimed to have good success but LVT (Luxury Vinyl Tile) is a pretty awesome product.

However, we need a place to lay our heads and store our stuff for a month or two while on the hunt.

The plan is to enclose the carport into a garage, swap a small den (that I think used to be a bedroom at one point) into a 3rd bedroom, remodel the hall bathroom (its pink tile everywhere!!!)

Have you talked with an engineer who specializes in laying out subdivisions to review your plan?

I've gotten 3 quotes for an approx 400 sq foot master suite addition (plans already approved by the city) and the least expensive was $150,000 - tile, fixtures, etc not included.  

Removing the last section of peal and stick tile I did find a few patches that I am going to have to deal with.  

Good contractors can be hard to find.Here is my advice.I have had great luck finding them at our local real estate investor meet up group.I agree building supply centres can also be a good source.In my experience it is easier to find people to do a big job, rather than small ones.What I have done is formed relationships, where I give them a good big contract and in return they do the small stuff for me.I also have a couple of handyman type people on my team.They are usually doing repairs on the side, often for cash under the table.I only trust the small guys with minor stuff, maybe laying a floor, or replacing a toilet.The key is to build a solid team, do not nickel and dime them, pay them as soon as the work is done.Build a win win situation.

You can install vinyl plank over your cracked tile, but depending on how uneven the tile floor is now and in the future (it will continue to crack) and how think your selection of vinyl plank, it will show through the floor eventually.The existing tile likely cracked due to instability in the subfloor.