If not, then the path of least resistance is to simply adjust your vision so it fits better into the lot, as-is. :) A zoning change can take up to 6 months, approval isn't guaranteed (despite Aldermanic support), and potentially cost a lot of money (architectural site / floor plans & dimensioned elevations, zoning attorney, holding costs, etc.) 

Quote from @TJ Dittmar: @Jaycee Greene correct that is right in line with what I'm looking into. 

Leverage the CPA path: Your auditing and financial background will give you an edge when scaling.

Aim for a path that benefits the current tenants if it's worth it.

Hi Daniel,You’re absolutely correct.

And am I correct in that you are the moderator of this forum? 

Quote from @Daniel Osman: @Stacy Tring@Natalie Kolodij is correct about the step transaction doctrine.

I started down this path years ago, taking our pre-existing lease and adding on and adapting it to this utilization.

You need a correct short term rental policy.

Any insights on correct pricing and any other advice would be greatly appreciated!!!