We do LTR and MTRs in Anchorage with the plan to transitioning one of the units to a STR.

Do you plan on flipping in Chicago or are you looking out of state? 

This is why having a SOLID plan in place is essential.401(k) - My partner utilized this for our initial round of funding.

So the summer has activities such as moutain biking and hiking and what not but its not too popular. we plan on reopening the business to summer activities.

I use TenantCloud and pay for the highest plan due to having 4 users on the account.

Would you plan to live in one of the units and rent out the others or rent all the units?

I have invested in syndication deals, completed fix & flip residential, I currently own one STR in Mesa, AZ, wholesaled residential properties and small residential developments after completing preliminary planning, built a duplex for rent from the ground up, etc.

Are you planning to invest locally in New York, or are you open to investing out-of-state?

You need to read the law and take it into the planning dept. 

Make sure you don’t put yourself in a position to lose the $2.4m if it’s part of your future plans.