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Messy Middle #028: Zero Click Search
Maya demands a 3,000-word SEO thought leadership piece. Priya tries to explain that Google's AI Overviews just answer the question without linking...
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Messy Middle #027: The Quarterly Offsite
The quarterly offsite that could've been an email. Two days. A hotel conference room. 47 Post-its. One 'breakthrough insight' that everyone already...
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Messy Middle #026: The Meeting That Wont Die
The meeting that could have been a Slack message. The Slack message that could have been silence. The silence that would have...
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Messy Middle #025: The Rebrand That Never Ships Comic Strip
8 months. 47 rounds of feedback. A logo that looks almost identical to the old one because every stakeholder had veto power....
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Messy Middle #024: The 40K Dashboard
The team spent $40K on an AI analytics dashboard with 47 custom views. Nobody has logged in since the onboarding demo. Derek...
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Messy Middle #023: Quick Dashboard
'Can you just quickly build a dashboard?' Five words that have destroyed more weekends than any other sentence in the English language....
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Messy Middle #022: The Pie Chart Has Eleven Slices
You spent three hours on that pie chart. Your boss glanced at it for 45 seconds and said 'can you just send...
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Messy Middle #021: The Model Merry Go Round
Every new model announcement triggers a full stack rebuild, destroying months of prompt tuning and team muscle memory. The model merry-go-round: where...
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Messy Middle #020: The Integration Tax
Your team picked one AI model six months ago. Now 47 better ones exist. Every new model means 3 sprints of integration...
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Messy Middle #019: The Great AI Audit
Finance finally asks: 'what are we actually paying for?' The team discovers they have 11 AI subscriptions, 4 of which do the...
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Messy Middle #018: The Brand Lives in Seventeen Places
Your brand voice lives in 17 different places: a Google Doc, a Notion page, three different AI tools, someone's email signature, and...
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Messy Middle #017: The Copy Paste Tax
A marketer types into ChatGPT: 'Write me a social post for our new product launch.' Gets a generic post that sounds like...