I work for a large NVOCC/freight forwarder that has a large IT department and builds nearly all it's software in-house. My part of it has been building migrated

I work for a large NVOCC/freight forwarder that has a large IT department and builds nearly all it's software in-house. My part of it has been building migrated applications for various customer service functionalities and the kinds of systems we're migrating from are beyond shockingly bad. Today, moving a shipment requires the operator to go between 4-6 different applications and fill out the same information in multiple places. The data doesn't go anywhere and is often recorded in terse 3-letter codes that result from ancient databases that can't be upgraded. In fact, it's a custom database server running in an emulated environment because none of the hardware has long since stopped being supported. It's pure insanity. Flexport looks like they're making a lot of the right moves and I've been following them with equal parts interest and trepidation for my company's future with competitors like that on the rise. If I lived in San Francisco, I'd apply there in a heartbeat because I think this industry is overdue for some serious competition and I'd rather be the disrupter than the incumbent. So many of the processes are done manually because of 25-30 years of process cruft building up and the pain of doing it differently isn't greater (yet) than building a proper system to do it. The bigger the ship, the slower it is to turn and I'm not sure the solution is more tugboats.