ItamarGo

Andrew Wilkinson (@awilkinson) has been waking up at 4 a.m. because he can’t stop building with @AnthropicAI’s Opus 4.5. He started vibe coding a couple of years ago, but it felt like the Palm Treo era of the smartphone—exciting, but not quite there. You could generate an app, but it would get stuck in bug loops or break the moment you pushed it further. Then he tried Opus 4.5 in Claude Code. It felt, he says, like having a “$100,000-a-month payroll of engineers” working for him 24/7. He’s built practical AI automations into every corner of his work and life, including: - A relationship counselor app called Deep Personality that consolidates 20 clinically validated personality tests into a 40-minute assessment, then generates a 45-page analysis. When both partners complete it, it maps compatibility and predicts conflicts—Wilkinson says it laid out every fight he and his girlfriend have. - A custom email client he built by handing Claude Code his Gmail credentials and describing his ideal workflow. It triages emails by priority and sender, handles quick replies via multiple choice, and walks him through complex emails question by question before drafting. - A personal stylist that texts him four outfit recommendations every morning. It checks the weather, pulls from a spreadsheet of his entire wardrobe (photos converted to CSV by Claude), generates four outfit options rendered as images with @NanoBanana, and texts him what to wear down to the watch. - A @getlindy agent that acts as an AI referee of sorts—it records his meetings and texts him if it detects psychological red flags like manipulation or gaslighting. The bar is high—he only gets a notification every few months—but when he does, it usually confirms a gut feeling he already had. Andrew is the cofounder of Tiny, the holding company that owns businesses like @AeroPress and @Dribbble. Earlier in his career, Andrew was a web designer, and he fits one of my predictions for 2026: Designers, who know how to create great experiences for users, are the unsung group most empowered by this AI moment. I had him on @every's AI & I to talk about Opus 4.5, what he’s building with it, and how it’s changing the way he thinks about acquiring software businesses at Tiny. This is a must-watch for anyone who wants to put AI to work in their day-to-day life. Watch below! Timestamps: Introduction: 00:01:07 Why Opus 4.5 feels like the iPhone moment for vibe coding: 00:02:48 Why designers have a unique advantage with AI: 00:08:31 How Andrew built a custom email client with Claude Code: 00:14:10 An AI trained on your relationship that predicts your fights: 00:18:13 Using AI meeting notes to make your life better: 00:30:40 Don't inject your opinion into prompts: 00:35:11 Andrew's Claude Code tips and workflows: 00:40:21 Your personal stylist is a prompt away: 00:47:59 How AI is changing the way Andrew invests in software: 00:53:17

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