This setup allows you to repatriate retained earnings when it is advantageous - when the CAD is weak to the USD - but not have to realise them into your personal income at that time.As you might imaging there is also a downside to a more complicated holding structure - you will have annual business registration/licence fees; tax returns to file in two countries; and more stringent bookkeeping requirements.  

They have a weak reason for moving and if it doesn't work out they will stay put.

The landlords that I find that bow out and hate renting, when I see what business systems they have in place, I almost always find they are really weak in this area. 

As entrepreneurs we want to be in control of everything, it is important to identify what your strengths and weaknesses are and delegate accordingly.

The counties you are most looking for manatee/sarasota is pretty weak with inventory regarding huds.    

I consider the Triad market very linear, minimal value appreciation but lower risk of large property value drops in weak markets.

He has quality training in getting deals under contract, but I have found his marketing materials very weak.

Actually, it says do NOT put fertilizer on a weak plant, but do put water :)See if you can work with your tenant to have them water and restore, or let them know that it will be $1k+ (whatever it is) to re-sod, so them paying for your gardener for $xx/mo as agreed to in the lease, will  end up saving them a LOT of money..

Your weak PM failed to do this so your Tenant sees no reason to leave at the moment.

That being said I bought a pre-built spreadsheet for less than $100 bucks somewhere and it seems to work ok, they all seem to have strengths and weaknesses.