As a purchaser of a lot of enterprise software, I typically start thinking about renewal/cancellation 3-4 months ahead of the contract expiration. Sometimes earlier if we know we want to cancel.
But honestly, I always redline the auto renewal clause anyway so they want to speak with me.
This is it. I’m not sure what manner of business you work in/at/for but I do feel that there is a set and forget expectation with enterprise software in startup land. Once you’ve been around the block a few times on finance/operations, you just expect that things might not work efficiently/automatically and build in safeguards. That isn’t to say that Carta can’t do better…
But honestly, I always redline the auto renewal clause anyway so they want to speak with me.