At least 2-3 times each week, I get a referral or lead for someone wanting to buy an investment property with 5% down that cashflows $23.00/month with an insurance estimate that is half of what's realistic.

Even the most active moderators tend to stick to specific forum topics.

•Best Neighborhoods: Which areas tend to attract the most renters?

Lending terms on properties owned in LLC tend to require more equity and higher interest.  

Being from Chicago, I'd tend to agree with you @Craig Jones those areas of Wisconson and & Michigan are driveable from a lot of those metro areas you mentioned, but I think the toughest part of any northern short term rental is the seasonaility. 

The right advisor can help align your investments with your long-term goals and ensure all parts of your financial life work together.Since you’re in Canada, I’m not able to help directly, but I recommend starting with BiggerPockets’ search tool to find a real estate-competent advisor who may be able to serve you: BiggerPockets Advisor FinderIt’s great that you’re starting here on the BP forums, as this community tends to have good insights and referrals.

Without proper permits, there’s a chance the city may request you to revert any non-compliant additions (like the extra bathroom) to align with code standards.When it comes to refinancing, banks tend to look closely at the property’s legal compliance.

As much as investors tend to complain about realtors, I'd strongly suggest that YOU need one since you sound very new to the game.

I'm sure the answer is "it depends" but in general, do people that operate medium-term rentals tend to find a better response from a unit that looks pretty or a unit that might have some more perks while someone is there for a short time?

I am in Colorado.I see a few interesting investments, that on paper in a spreadsheet, look to be worth a closer look -->  in St Louis, MO.I'd like a strong referral to a respected agent who is open to talking with me about their availability to work with me.Thank you in advance!