Absolutey - I only buy new myself and I'm morally against anyone else buying tools down the pub/car boot sale etc, as you become part of the problem and 'do as you would be done by'
Ebay/gumtree, there's some trace-ability i guess, buts that another story.
I have 'tools in transit' insurance -...
Doesn't detract from stealing gear out of it, but sign writing usually knocks a bit off your insurance, on the basis that it's more difficult to 'clean up' prior to reselling on.