I already located land, but I heard from a friend that the process in CA is difficult. I

For this reason, VA loans are heavily beneficial for investing.Since this next primary residence you will only be residing in for 6 months, you may have some difficulty with getting a primary residence loan IF you do not disclose to your mortgage professional the nature of your job.

I am having difficulties with my tenant (The property is in California). 

@Carl Fischer we are aiming for it, just having difficulty justifying to underwriting that Florida will be a permanent residence despite our current income in California. 

On the downside it can be a bit of a pain getting to and from Vancouver Island though, so if your investing on the mainland and your investment approach requires more hand on/in-person work that might be a difficulty situation. 

I'm having difficulty determining true ARV.

Also, it's in the same format so it takes the guessing and difficulty out of scrubbing down a list after you download it.Feel free to reach out to me if you have any other questions!

What would you say are the difficulties of managing a C- property?

From the research I've been doing, cash flowing seems to be very difficult. I

The arbitragers in general had no assets to go after when they broke their lease early (they may have had some assets prior to encountering the difficulties but there was no collecting from them for lease termination during Covid).