I am hoping to meet the requirements for the STR loophole and offset his income.

Another pro tip- right click on the photo in Chrome and do a reverse image search to see where the item comes from, it is usually way cheaper, and that's probably who Wayfair drop ships it from anyway. 

How's that for your first response?

Any tips would be greatly appreciated.

Here his videos

He’s a retired military in his 40s.  

I could make this a long response but keep it short for simplicity. 

Any tips on getting cheap bulk liens searches would be helpful.

I think your post was too broad to get many responses.  

I suggest working with @Jordan Moorhead and his team.