How @maggie_hott + team built ChatGPT Enterprise from 0 to fastest-growing enterprise app in history: Early 2023: OpenAI had <10 sales people. No SDRs, no Salesforce, no processes. Just 6 API-focused AEs. "Instead of training existing team on both products, we made a bold bet: build a dedicated ChatGPT Enterprise team from scratch." Why? Speed > efficiency in hypergrowth. The playbook: → Months 1-3: 3 enterprise AEs with vertical expertise → Months 4-9: Added SDRs, sales ops, proper systems → Months 10-18: Scaled to full enterprise motion → Months 19-24: Unified 500 people into one GTM org The integration was brutal. Everyone got new roles, new managers, had to learn the opposite product. API sellers learned ChatGPT, ChatGPT sellers learned API. But it worked. Better customer experience, faster execution, less duplication. Key lesson: In AI, old playbooks don't apply. Design around your products and customers, not legacy org structures. Sometimes the "messy" approach beats the "clean" one.

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