Hey @TJ Bardossas - you're already ahead of the curve in the sense that you're an experienced broker.

Why are you putting the priority of buying another property ahead of why you are buying another property?

Vacation homes take some planning, I personally think shooting for break even profit/loss with a vacation home is a good tax strategy but if it is a cash cow I would gladly just pay the tax as you still come out significantly ahead and if you have one I probably wouldn't bother with a cost seg study unless you are getting extremely high rents.

This will depend on the lender but plenty will allow you to start ahead of time.

When house hacking it's about comparing it to your current living situation and also thinking ahead. 

All Cash Flow Vehicles High Dividend StocksStock OptionsMortgage NotesReal Estate Debt InvestingLong Term RentalMid Term RentalHigh Yield Savings AccountI had the same amount after I sold off most of my rental properties and paid everything off, now I do all the above. 

You will build experience, you will have a property that builds wealth, and you will be ahead of the curve when the market turns favorable again.

With 30 days' notice, he's still moving out 2 weeks early so in some ways that gives you a head start on some of the things you need to do to get it ready for the next tenant. 

But if the property is empty a protocol in that scenario would call for the removal of the affected area and a thorough cleaning and disinfecting of both rooms.So if you're someone who wants to get ahead of the curve make it a routine task to test for mold before and after a tenant moves.

You can't ask them ahead of time, because it would be the same thing as asking them if they have a disability.I suggest reading up on the emotional support dog laws.