2026-05-05: Sierra raised $950M at a $15B valuation, hitting $150M ARR in eight quarters

Show Notes - 2026-05-05 Stories Covered: - Today: (https://zapier.com/blog/ai-subscriptions) - Google Gemini API adds event-driven webhooks. (https://blog.google/innovation-and-ai/technology/developers/event-driven-webhooks/) - Google Colab now has Learn Mode. (https://blog.google/innovation-and-ai/technology/ai/google-ai-updates-april-2026/) - DoorDash launches AI onboarding and photo tools for merchants. (https://techcrunch.com/2026/05/04/doordash-adds-ai-tools-to-speed-up-merchant-onboarding-edit-photos-of-dishes/) - OpenAI and PwC are building AI agents for finance teams. (https://openai.com/index/openai-pwc-finance-collaboration) - Sierra's revenue growth shows enterprise AI adoption is real. (https://techcrunch.com/2026/05/04/sierra-raises-950m-as-the-race-to-own-enterprise-ai-gets-serious/) - AI subscriptions are now worth the money. (https://zapier.com/blog/ai-subscriptions) - Google Vids now generates 10 videos per month for free. (https://blog.google/innovation-and-ai/technology/ai/google-ai-updates-april-2026/) - Anthropic and OpenAI both launched joint ventures for enterprise AI. (https://techcrunch.com/2026/05/04/anthropic-and-openai-are-both-launching-joint-ventures-for-enterprise-ai-services/) - OpenAI sales leader James Dyett leaves for Thrive Capital. (https://www.cnbc.com/2026/05/04/open-ai-executive-leaves-thrive-capital.html) - Image AI models now drive more app growth than chatbot upgrades. (https://techcrunch.com/2026/05/04/image-ai-models-now-drive-app-growth-beating-chatbot-upgrades/) - Use Google Colab's Learn Mode to finally understand Python. - Try DoorDash's AI photo tools if you run a restaurant. Full brief: https://carolinacleartech.com/ai-brief/2026-05-05/