Roth or traditional or combination.  

With STNL if you have about 10 years left on the primary lease you tend to still get good debt on the property.

I work with a lender that allows that as long as we can document some explanation that the borrower doesnt plan on occupying the home as a primary residence.

I’m guessing the ski community is highly seasonal and has deep-rooted family traditions of return vacationers.

It is typically your primary job.The 40 hr/week W-2 worker is going to have a hard time convincing an IRS agent they are meeting this threshold.STR loophole is a better path for my friends in this category.Once you finally cross the pro hurdle, you're not done!

@Valentina Manzati Because financing an investment purchase is going to require at least 15% down, you're going to need to focus on a property that you can call your primary residence, meaning a 1-4 unit home you live in while renting out some of it, or a 1-4 unit home you live in for a year and then convert it to a rental.

Since I am out of state, the plan is for us to buy it together and he will make it his primary residence to get the lower down payment.

The Taxable Value is uncapped and equated to the SEV upon a sale or other transfer of property ownership, with limited exceptions.Homestead versus Non-Homestead Millage RatesCounties & cities in Michigan are allowed to set their own millage rates, with one restriction – a primary residence (Homestead) is exempt from up to 18 mills of school taxes on their Homestead property.

Definitely looking to start smaller, in the 2-4 unit range, but seeing what you put in your buy box helps me think about narrowing mine.Plan is for funds to primarily come from saving from my W-2 work and possibly utilizing equity from my primary residence, though that is something I would need to really plan out.  

@Roopesh KrishnamoorthyFinding cash flowing SFR is going to be a challenge (especially since you are looking for a primary at this point) and if you leave (H1B lottery) then do you plan to continue to fund any shortfall from India?