Even though your market might prove expensive, I would exhaust all options before ruling it out.Truth is, you have a unique competitive advantage in your market.  

They are still high due to my lack of experience, but even then its much less.

We are really worried about lack of demand being a continued issue since our town may not even open our lake this summer due to storm contamination 🥲

I don't see a 401k/IRA as a competition with real estate as with the correct setup, you can self-direct 401k/IRA funds into real estate.

I am in a very competitive market here in the Tampa Florida area (Clearwater, Saint Petersburg and beach areas). 

It felt like everyone I found were self-serving, looking to line their own pockets, or not willing guide because of fear of competition.

The challenge we're facing is the lack of short term rental data for the appraiser, and we won't know if it will meet the debt service coverage ratio (DSCR) requirements until the appraisal is complete.Has anyone dealt with a similar situation?

A knowledgeable attorney can advise here.Create a solid operating agreement: Since you own the condo with a friend, a clear operating agreement is essential to outline responsibilities, decision-making, and profit-sharing for the LLC.To save on costs:Look for real estate attorneys who specialize in investment properties and might offer package deals for the retitling, operating agreement, and filing the LLC.Shop around for title companies that can handle the transfer smoothly and provide competitive rates.Research DIY options for setting up the LLC if your situation is straightforward, though I’d still recommend a lawyer for the transfer process itself.Good luck with the process!

Does any of your competition offer it all? 

For forming an LLC in Wyoming, consider these registered agents:Northwest Registered Agent – Excellent service and pricing.IncFile – Competitive pricing and solid customer support.Wyoming Registered Agent – Specializes in Wyoming LLCs.Compare their pricing and reviews to find the best fit for you.