Hey guys,Looking for some advice from folks who’ve dealt with the New York Workers’ Comp Board (WCB).I have an S-Corp that owns a rental property.

I am a traveling healthcare worker and have been for three years.

It’s a creative thought, but probably tough to implement in a way that adds real value.

Affordability is tough here, and I feel like I'm in a push/pull between cash on cash return and long term ROI (including appreciation).

The challenge: Record-high labor and material costs, a sluggish resale market, and a shortage of skilled labor are squeezing spreads.
The opportunity: Tighten operations around three levers—Cost, Time, and Revenue—w...

Kinda like telling a rude worker at the drive-through of a fast food restaurant that you won’t come back due to cold fries. 🍟 (In reality, the worker could care less if you came back and probably hoped you didn’t.)

Having this guy and his 1099 workers with no workers comp on your property was high risk. 

STRs near national parks do see heavier weekend demand, but weekdays can fill too especially during peak season, school breaks, or if you market toward remote workers and international travelers who aren’t tied to weekend schedules.

If you can't withstand 2 months without renters, you're putting yourself in a tough spot to withstand any weakness.

If I hire him as an independent contractor, what should I require—proof of workers' comp. insurance or anything else?