I've worked with some Canadians buying  here in Ohio.Indeed, rather than selling your stocks to fund investments (and lose out on any potential price appreciation and dividend payments, as well as incurring capital gains taxes), a nice alternative is to borrow against some percentage of the holdings.You would start with the brokerage where you hold the stocks and see what their loan program looks like for the account you hold. 

Palak,Many online tools like RentSavvy, Avail, Turbotenant, RentRedi, Apartment.com help you do this process. 

Like 5 people where like "call your attorney" I was like uhhhhhhhhhhhhh, you knock on his door yet?

Looks like no one hopped on this thread so I figured I'd answer.

This is a marathon and not a sprint, so look at it like that so that you can have a long and fruitful career.  

When we bought it, we made sure there were no leasing restrictions in the HOA rules.Now, we’re are notified that the neighborhood is pushing for new leasing restrictions, and it’s not just about Airbnb—it seems like they’re trying to limit long-term rentals as well.

I’m a business owner and aspiring real estate investor looking to learn, grow, and connect with like-minded people.

Welcome to the those with like minded thinking. 

I know that there are some extra requirements of the USDA loan like the property needing to be in move-in ready condition, but assuming I would be looking at move-in ready properties, are there any other hurdles I am overlooking in using USDA financing? 

New construction properties can qualify for significant insurance discounts, but otherwise, I generally expect insurance in this area to run a little over 1% of the property’s value if it’s in decent condition.Feel free to DM me if you’d like a good insurance contact to shop around for a better rate.