Well you’re on the right track but you’re using the meter box wrong IMO.

1. Where’s power coming from for the new power pole?

They're (Oncor) bringing in an arial off the existing line at the road.

2. Putting the 50 dryer plug on the pole is good

Figured it'd come in handy for visitors. Can always adapt it down to 30 for smaller coaches.

3. Don’t bury that Romex

Could you show me a viable alternative if you have a minute?

4. Add a 200 amp main breaker to the box

There's no pic of the inside, but the one I looked at had a 200 amp disconnect, plus the 8 breaker blanks.

5. Add 200 amp panel to barn

*ugh* I was hoping to keep it simple.

6. Use 2” grey PVC buried to new barn panel and pull appropriate wire in.

K. I'm liable to buy a pallet of it for the service to the eventual build site.

7. Be sure to install 8’ copper ground rods at the meter and the barn service and connect appropriate copper ground wire.

That was the plan, didn't put it in above.

If you want some 110 on the pole, install a dual 20 breaker and put 2 circuits there for utility. No fluorescent lights, use led bulbs. Existing fluorescent fixtures are very easy to convert.

Also something I thought about, found some last night that would probably suit my needs.

Sorry if I blew up the plan.

The plan is fluid at this time. LOL.

when I was researching similar to put power out to my shop ... I contacted my electric service provider (PEC) and was really glad I did. They had several suppliers that had the main meter loop built up to their requirements for a pole install, once I purchased the meter loop assembly, they came out, drilled & dropped in a pole, connected from transformer and connected the meter loop turn key. If memory serves me, the box came with a 200 amp main breaker already in place, all the cabling, conduit and weather head with 4-6' leads and it was about $600. I installed all the breakers and pulled wire about 25-30' in gray 2" conduit into the shop to another breaker panel where everything was distributed from there. I also put a 50amp RV plug on the pole.

I started pricing out buying all the components to build out the meter box & service loop and it was only going to cost a little bit more to buy the pre-assembled unit that I knew met all their requirements.