Q: When should an enterprise data collection startup hire a VP Customer Success to upsell customers much larger contracts for analytics?
As early as possible.
Once you have even $1m in revenue, you are likely ready for a full-time customer success leader. Maybe even, once you have more than 2 or 3 big customers. Then it can’t just be part of your job, or someone else’s job.
Staff 1 person for every few top logos if you can, as early as you can. Watch magic happen over time.