Your insights and advice on the financial implications, potential hurdles, and lender considerations associated with this approach would be immensely valuable to me as I navigate this decision-making process.Thank you for sharing your expertise and contributing to this discussion.

However, it's essential to consider other factors such as the potential for future appreciation, rental income, and overall investment goals.

So, that can potentially limit your buyers when/if you go to sell. 

I am currently booked about 2-3 months out with a potential 3-4 months for the studs rehab project in the works.

Try looking into zillow/Redfin and see what your potential rents you can get near the neighborhood by filtering the bedrooms/bathrooms of the intentional property that you are planning to buy.

Looking to potentially sell or 1031 that eventually.

If it's an (A) location you do not need 1.5 years especially to land a franchisee restaurant tenant.When I look at a property I look at the current value, the dark value, and the re-potential value.Lot of commercial developers sell off marginal tenants at market rents.Example me buying a Wal-mart with 10 plus years left at a 7 cap is way different than trampoline or workout place at a 9 cap.On its face the 9 cap may be appealing but then you find out for that box size the crap tenant is paying 1 dollar below what national tenants pay.

It might be more of a headache than potential. 

Again, it's crucial to consult with a financial advisor or tax professional to understand the specific rules and implications of withdrawing funds from a Roth IRA, especially within the context of a SDIRA and any conversions involved.In summary, while the strategy of using a SDIRA to lend funds for real estate investments can offer potential tax advantages, it's essential to fully understand the tax implications, including the taxation of earnings and any restrictions on withdrawing funds, before proceeding.

Similarly, mountain retreats and ski resorts with increasing popularity for outdoor activities offer strong seasonal STR potential worth considering.