Bebster, there are a couple things I'd look into:
1. How does the power company charge for their work? Mine brought primary to a padmount transformer near my house. They ate the charge for that because the transformer is set on the property line, so it could conceiveably serve another property next to mine. At the time, they told me if the transformer would be located entirely on my land, they would charge me for the 100 yard run from the road. They also ate the charge for the phone company's replacement of several poles along the road to get to my place. Power stopped a distance down the road from my place, but phone lines continued past it. The two utilities work together to some extent, and they decided to have the phone company upgrade their poles so they could run their power wires on them. My total cost was <$1.00>. The power company paid me $1.00 for the right of way for access to the transformer and the HV cable buried across my land.
2. I'd rethink the conduit size if the 4/0 was mine to maintain. In the event of a cable failure, re-pulling the run would be significantly easier with 4" pipe.
3. Making up the run like a "necklace" will be a PITA. If this is how your sparky plans on doing it, make sure he doesn't get sloppy with the solvent cement. Could damage the insulation.
5. There are some other good ideas already posted.
Good luck with your project........................chim