I may recommend going 1 by 1 with the redirectsSome users say that they don't feel any advantages, but long time ago, Google stated that this was the exact way to go to avoid issuesDepending on the number of page, minimum I may do this with the top 5-10% visited pages, and the rest, a wildcard to the home.Also you can use some wildcards for categories on redirection.Just check the Regex syntaxis