Locally there are not enough houses in the low, medium or high end for our market.  

With the season in Sarasota County considered November - April, what is the best way to market the property as a Medium Term Rental (at least 30 days)? 

. - there are a ton of options out there, you can also possibly look into furnished finder as an alternative that is more medium term rental (MTR)

Explore FHA or conventional loans based on your eligibility and current market rates.For a medium/longer term strategy, keep an eye on interest rates for potential refinancing opportunities for Property 2 when rates are more favorable. 

For any of you medium to high volume flippers, I'm curious as to how you compensate your Project Managers.

I’ve had some great medium-term tenants from that site.

We have medium-term rentals in Colorado Springs and Denver and have always just used the big platforms.

I specifically want to expand on Chris's point by discussing capital risk buckets, which help set a target return range for IRR.At my company, they are as follows:Core: Lowest risk, Class A product, in Central Business Districts, ranging from 7-10%+ levered IRR (since you're in development, I assume this is most of the asset class you handle).Core Plus: Still low risk, strong location with potential upside, 10-13% levered IRR.Value Add: Medium-high risk, Class B+ or B-, mediocre to strong location with operational or physical upside, 13-15% levered IRR.Opportunistic: Highest risk, major upside potential, varying locations, 15-20% levered IRR.As for the GP/LP split on promoted interest, GPs can choose an aggressive split, but the decision should be strategic and consider the preferences and risk tolerances of potential investors.

Medium term opens up my property options. 

I'm Isaac from Southern California, passionate about real estate investing for the medium and long term.