Expensing real estate mastermind fees?
Hey team, I own two STRs that I actively manage. What is the best way to defensibly expense real estate mastermind fees? Are there important book keeping and entity structure considerations that affect the defensibility of the expense in the case of an audit? In my specific case, I’m looking at joining a mastermind that involves education, coaching, and hands on support analyzing real estate deals, operations, and networking opportunities. The mastermind is definitely real estate investing acquisitions and operations focussed, however it is not strictly related to the short term rental asset class. Is there any complication there with the mastermind involving expansion to a new asset class within real estate investing? My entity structure is such that each of the two MI based STRs is owned by a separate MI LLC. I also have a Wyoming holding company. ChatGPT recommended using the holding company to pay for broader real estate investing mastermind fees. A CPA friend recommended against doing that and recommended using one of the two MI LLCs that holds an STR expense the mastermind fee against. I want to make sure I’m doing it legitimately and as cleanly as possible. Thanks!