This article by Joel Spolsky has some good advice related to that: https://www.joelonsoftware.com/2000/04/06/things-you-should-never-do-part-i/ https://www.joel

This article by Joel Spolsky has some good advice related to that: https://www.joelonsoftware.com/2000/04/06/things-you-should-never-do-part-i/ https://www.joelonsoftware.com/2000/04/06/things-you-should-... Tldr: avoid rewriting software. Most likely the gigantic monolith got big because because of all the business logic encoded in there.