Might be a little bit down the road for me, but that is for sure dream that will come true...One Chicago's best features is the lake, which I'd like more access to.

Not sure about the new build side.

Focus on affordable markets, build a strong network, and continually educate yourself through books, podcasts, and deal analysis to steadily expand your portfolio.Good luck!

Remodeling, painting, carpet, flooring, light or water fixtures - sure, I'm good with that.

Popular markets often include beach towns, mountain retreats, and areas with strong tourism.It’s also important to research local regulations, occupancy rates, and management costs to make sure the numbers work.

But I'm not sure how I would structure these deals or if I could even get these deals!

I use them and they are way more affordable than any other insurance I know of.

I'm not sure I have full confidence in this property management company.

Are there any quesitons that I should be sure to ask or anything that maybe you wished you had asked about sooner?

Talk to your insurance carrier to make sure you have the right policy (may need to switch from regular homeowners to landlord policy) and look into an umbrella insurance policy.