Picture a general counsel at a mid-sized company in Chicago, staring at a stack of vendor agreements that landed on her desk the same week as a board meeting, a data breach scare, and two new hires who still need onboarding paperwork. She has three lawyers on her team. She has four hundred contracts sitting […]
I sat in on a sprint planning session a while back that was scheduled for an hour and stretched well past two and a half. Not because the team was lazy or disorganized, quite the opposite actually, but because every single estimate turned into a debate. Was this ticket a three or a five? Did
A sales director I once spoke with told me about the deal that got away, not because the prospect wasn’t interested, but because nobody on her team noticed they were interested until it was too late. The lead had visited the pricing page four times in a single week, downloaded two technical whitepapers, and had
A friend who runs a mid-sized skincare brand told me about the week her best-selling moisturizer disappeared from her warehouse shelves entirely, right in the middle of a marketing push she’d spent months planning. The ads were live. The influencer posts were scheduled. The demand was real and growing fast. And her inventory system, a
Somewhere between your third back-to-back call of the day and the moment you realize you’ve forgotten what was actually decided in the first one, you’ve probably had the same thought every other executive has had at least once: “I need to stop relying on my memory for this.” That thought is exactly why AI meeting
A colleague of mine once pasted an entire client contract into an AI chatbot to get a quick summary before a meeting. Names, figures, terms, all of it. It saved her maybe ten minutes. It wasn’t until later that evening, lying awake, that she started wondering exactly where that document had gone, who might be
A friend who runs a small AI-powered analytics startup told me about a call she had with legal counsel across three different markets, the US, the UK, and the EU, all in the same week. She asked one simple question: is our product classified as high-risk under current rules? She got three completely different answers,
A few years ago, a friend of mine sharp, experienced, ten years in marketing applied for a job through an online portal. She never heard back. Not a rejection email, not a “thanks but no thanks.” Just silence. Months later, she found out the company used an automated screening tool to filter resumes before a
Picture this: you spend an afternoon prompting your favorite AI tool, and out comes a genuinely striking piece of art, a punchy marketing blurb, or even a short story that makes you laugh out loud. You post it online, proud of what you made. A week later, someone in the comments asks, “Wait, who actually
AI Bias and Fairness A few years ago, a friend of mine applied for a credit limit increase through her bank’s app. Her husband, with a nearly identical income and credit history, applied the same week and got approved for a limit twenty times higher than hers. Same bank. Same zip code. Same financial picture,
