I'm currently exploring the process of moving my corporate 401k into a self-directed account with the goal of using it for private lending and potentially funding future deals.Always happy to connect with others doing similar things—especially long-distance investors, Central Oregon locals, and anyone navigating the self-directed retirement path.Looking forward to learning, sharing, and growing with this community!

If it isn't a Bonafide separate entity from you, lawyers can pierce the corporate veil and come for your personal assets. 

Entity Separation and PurposeYour current structure separates activities:S Corporation: Manages third-party STRs.Sole Proprietorship: Holds and operates your personally-owned STRs.This separation makes sense from a liability and reporting standpoint.

Hi Melissa, Columbus shows demand for midterm rentals, particularly from traveling professionals and corporate guests.

Hi Stephen, Freddie Mac is the Federal Home Loan Mortgage Corporation.

Sunshine Title Corporation does a great job with tax deed properties and helping with special title insurance products. 

Corporate retreats, C-suite people staying in town. 

Quote from @Matthew Bernal: Great question — this model is becoming increasingly common, and it’s important to vet both the operator and the structure.I've worked extensively with short- and mid-term rental operators, both as an investor and consultant, and Wanderlust Ventures appears to follow the "master lease arbitrage" model — where they lease properties from owners and profit by subleasing them on platforms like Airbnb or for corporate housing.This structure can be mutually beneficial when the operator is experienced, well-capitalized, and manages properties professionally.

Form a c-corp or LLC and make that entity the owner and you are the property manager.  

I read online that I need to separate my personal and business finance to avoid the piercing of corporate veil.