I would love to do this at the small firm I work for. The biggest problem is the attorneys and staff not willing to learn new systems or methods. It is not a software capability or compatibility problem.
I remember working as a Systems Analyst for city government. It was always super hard to predict who would and wouldn't like change. for the most part it didn't matter what the change was, they either had an affinity for it or not.
Our 70-odd year old archivist learned how to use the new OCR software and was ingesting tax documents faster than with the old system in under a week. The 30 year old finance guys would dig their heels in. The mayor always followed instructions, the city manager had no clue how computers actually worked but had no clue they had no clue. You just never know.