Quite honestly, excellent help with this one isn't likely to be free.
Are you planning on printing this or cut vinyl?
It's a pretty complex design for vinyl, even in a large version.
You wrote that your boss really liked this version but, you both may
want to work on a simplified rendition of it.
Cut it down to the most important elements.
Are all those ladders or that spider web really necessary?
They're really cluttering the design, IMO.
The text isn't particularly legible either.
I'm not trying to knock it, it's just more of an illustration than a logo.
Gonna take a few hours to make a usable graphic from it.