OTOH, telling an entire industry to reorganize to accommodate your internal processes is also a fools errand. Just imagine the dilemma this puts on the growth team: "Hmm, spend 1000x effort to land this one customer or fix an obscure bug in the signup page and get an extra 1000 self-serve customers this month. Golly, I don't know..."

This is true, but truly the customer's own benefits are being compromised here. They can obtain better effectiveness at lower prices and push their margins, but procurement policy is not something companies want to mess with too much. It's also how they apply the same procurement policies to equipment purchases and software subscriptions. Some of those forms I don't even have a clue how to answer since it's so irrelevant.

If the means don't justify the ends, let my competition sell to them... Then it will be adding to their failure, not mine.

I do agree with your sentiment though, asking the customer to change is an uphill battle. I have customers with lots of custom billing situations, I loathe then all.