It's been a while! I'm back to say I chose a bag and I'm quite satisfied. It's a Side Kick. I'll bet you didn't see that coming.
I considered a few bags and over the past few weeks came close to purchasing a Maker's Bag, Ristretto and a Medium Cafe Bag. But something wasn't quite right with each. Then, somehow, I got started in to looking at the Side Kick. Something clicked. The essentials would fit quite nicely. Really, truthfully, the bottles and the clipboard are secondary. The rest is what I need to tote full time. Other posts about bags and careful consideration of what I need to carry made it all clear. Now that I have been using the bag for a few weeks I think I made the right choice. I'm a bit surprised by how satisfied I am.
Here's a write-up of my new bag with pictures.
Special thanks to nycwriter, spcanf and everyone else in the thread for your help and careful attention.