Looking for advice!!

[Matthew G.]

Hello,

I hope all is well.

I'm in a position that a lot of people would probably love to be in, and I'm trying to figure out what the best strategy is moving forward.  Any advice you can provide would be greatly appreciated.

My wife is an NNP and has an annual W2 income of north of $200k. I own and operate my own business from home, and this year I will probably bring in $300k pre-tax. We've paid off all of our vehicles and credit cards, and basically have cash on hand and lots more coming in every month with which to invest. I always max out my Roth IRA and throw a few thousand dollars in my SEP IRA, but there's lots of extra money coming in that we're trying to decide what to do with.

I am a dual Canadian/American citizen, so I'm able to invest in either country at my leisure.  We currently reside in the Wichita area and could invest in single family homes in that location, and could basically buy one with cash right now if we wanted to.  We could also invest in new builds or single family homes in the GTA (Greater Toronto Area) and maybe get more of a return on investment there?  I know some friends and family in that area that have had their houses double or triple in value in the past few years.

We also own a cottage in the Muskoka, ON region and are throwing around the idea of a tear-down and rebuild in the 2000 square foot range, which would be about a million dollar investment.  It would probably be valued in the $1.5-2M range after the rebuild and we could rent it out on air b&b for 10's of thousands of dollars per year.

We're finding it very difficult to decide which direction to go in, and which order we should do things in.  We know we want to rebuild a fancy cottage on the lake that we can rent out for big money on air b&b.  We know we are interested in single family homes to buy and hold for 10+ years, we're just having a lot of trouble deciding which location would be best and which order to do things in.

Thanks in advance.  I appreciate your time.