Quote from @Michael Plaks:
@John Bernardo
You need to pass the "material participation" test for this business. One of the possible ways to qualify is indeed 100 hours, but it's only half of the rule. You also cannot have any other person, including handymen and cleaners and property managers, work more hours than you. If one of them works 101 hours against your 100, you lose.
Have your CPA explain material participation to you and why he thinks you do not qualify.
Thanks all for the input.
@Michael Plaks material participation is super interesting. With cleaners doing 5 cleans per month at ~1 hour each and handymen taking on maintenance items only, I don't see how they would ever exceed our 6-8 hours average per week.
We also do not have a PM and self-manage, with little/no automation yet.
Between myself and my spouse, we will be putting in at least 6-8 hours per week minimum in the operations of the STR. That includes any hands on operations in the STR, lead generation and follow up, coordination, working with agents, developing and operating marketing campaigns.