I would say this is actually the norm... In most orgs the leadership is not highly technical and this is always a hard sell. The best you can hope for after a

I would say this is actually the norm... In most orgs the leadership is not highly technical and this is always a hard sell. The best you can hope for after a "hold the eff up" rewrite is for everything to keep working the same "but it's more hardened/scalable/modular/blah blah", and the worst you can hope for is to screw up some critical business process while the kinks are worked out. Also, there is rarely any incentive for anyone from Joe Developer all the way up to C level to even call for this in the first place.