We don't have any issue getting it booked up for the season.

Seasoned investors typically have contingencies in place and work to diversify their portfolios to mitigate these risks.4.

Our season is too short to justify a pool but if I owned property in the south I look into these partial inground pools: https://www.poolandspadepot.co...

Points I can roll into the cost and don't mind a buy down if necessary.My primary concern is the bleed rate monthly for the build, Airbnb stabilization and the year after while we season it and prep for final financing for long term hold.

Being fairly new to land lording I felt the need to gather a bit more insight from other seasoned professional with how to proceed, but you're absolutely right. 

You'll be able to meet seasoned investors that can direct you in the right direction.

Considering traveling nurses/workers, as well as seasonal rental for ND home games (also a huge Fighting Irish family).

Nov / Dec are the dead season.

I work with these two:Metro Detroit Property Management - Mark HutterNHL Property management - Howard GenserThere are a tonne of companies and each one has had good and bad experiences, so no one in particular stands out.One part of the equation is that the Detroit market itself is a tough place and is not for the novice investors.Only seasoned and large volume Investors make it successful in Detroit.

Your income needs to be 100x it and you need to invest 10% of your net(so less than $5mil) annually in structured product type investing incl RE, let it season for 3-5 years, re-invest the first bit of profits and by year 8-10 you should be comfortable.$500k annual income is alot for your average folk, but it's not "retire me" income at all.