He backed Tesla and SpaceX before anyone else — here is the impossible bet he is making now
THE SO WHAT
When a veteran like Tim Draper talks about an ‘impossible bet’ and missed waves, it’s a reminder that even early winners can mis-time bubbles. Use these narratives as prompts to revisit your own thesis drift—where are you clinging to a past conviction instead of re-underwriting based on current data?
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Startups & VentureThe code AI forgot: logcat.ai raises $2.55M to put agents to work on device operating systems
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Startups & VentureSable, which is building an AI agent named Aiden that lives on a company's website to run live product demos and more, raised $45M from Sequoia and 8VC
A $45M round for an on-site AI ‘sales rep’ is a bet that live, interactive demos and Q&A will become the default top-of-funnel experience. If your product is even moderately complex, you should be testing AI-driven demo flows now—before prospects start expecting this as table stakes.
Startups & VentureGrubhub parent Wonder raised a $650M+ Series D at a $9B valuation, bringing its total raised to $3B+ since its founding in 2018, and plans to go public in 2027
A $650M+ Series D at a $9B valuation for Wonder, with an IPO target in 2027, shows late-stage capital still backs integrated food and logistics plays despite delivery fatigue. Restaurant and CPG operators should assume more vertically integrated, data-rich intermediaries between them and the end customer—and negotiate accordingly.