Structuring handyman IC/1099/insurance etc headache...

[Jonny Morris]

Dear all, 

Know my numbers, got the deal, closed...planned, written detailed SoW for the project. 

I plan to contract the roof and other aspects of the job however, initially I will be using a handyman for some basic demo, drywall & landscaping on the property. 

My headache comes from the steep learning curve as I have purchased property through my LLC and want to create systems and structures I can replicate.

My question is (acknowledging this will not be taken as concrete legal advice): 

- What do I need to do in order to have the handyman begin work at the property?

* He is insured (I will ask for copy of valid insurance). 

* Owns the business. 

* Explained he previously operated under a 1099 (I would supply him with a W9). 

* I have a detailed Scope of Work.

* I have an Independent Contractor contract for him to complete. 

What am I missing? Any insight and information you can provide will be very much appreciated. 

Thanks,