Yes, I helped swap an 88 R3500 that came with a 5.7l from a th400 to a 4l80e a few years back for my neighbor. The hardest part for us was finding the right PCM for it and gauge cluster as I am beyond OCD about doing stuff so it can be worked on with common tools, and use off the shelf parts. So that meant finding a 7427 PCM to control the engine & trans with a 5.7l/4l80e PROM chip in it, and finding the ever allusive 90-91 electric speedo cluster(if you have a gmt400 this doesn't apply since they were all electric).
The electrical for me wasn't that bad, I repinned from the 7747 ecm plugs into the 7427 pcm plugs, added in the wiring harness down to the trans, installed a vssb, changed the knock sensor, removed the knock module, and connected up the speedo wiring. The front driveshaft had to be shortened 3.5 inches iirc, modded the crossmember since we couldn't move his back, drilled new holes for the shift linkage pivot bracket, and lengthened the shift rod.
All and all not a bad job, just time consuming. And he's beyond ecstatic with the finished product. It shifts better than the th400 ever did and he said his empty mpg's almost doubled.