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AI Readiness Project

Building Income Resilience with AI: A Conversation with Trudy-Ann Armand

26 Nov 2025

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๐—ฆ๐—ต๐—ผ๐˜„ ๐—ข๐˜ƒ๐—ฒ๐—ฟ๐˜ƒ๐—ถ๐—ฒ๐˜„Layoffs, hiring freezes, reorgs โ€” even women with โ€œgood jobsโ€ are feeling how fragile a single paycheck can be. Trudy-Ann Armand is on a mission to make sure that when work shifts, women arenโ€™t starting from zero.In this episode of The AI Readiness Project, hosts Anne Murphy (She Leads AI) and Kyle Shannon (The AI Salon) talk with Trudy-Ann about why income resilience canโ€™t wait, and how AI can become a quiet teammate in your corner โ€” from the commute brainstorming session to your first โ€œfive to nineโ€ offer.Trudy shares the story behind HER-MINE, the aunt who inspired it, and what sheโ€™s learned working with hundreds of women founders and professionals who are tired, overextended, and still carrying a lot of financial risk. She walks us through her new Five to Nine Freedom cohort, where women admit (often for the first time) what theyโ€™re really capable of and start turning years of experience into paid, sustainable work.We also get into the messy middle: imposter syndrome, AI that โ€œsounds wrong,โ€ chatbots giving bad answers, and why judgment and community still matter more than any model.๐—ž๐—ฒ๐˜† ๐—ง๐—ฎ๐—ธ๐—ฒ๐—ฎ๐˜„๐—ฎ๐˜†๐˜€โ€ข Income resilience as Plan B, not a panic moveโ€ข Finding your hidden, billable skills with Trudy-Ann's GPT, Revaโ€ข AI as a practice -- and a confidence builderโ€ข Imposter syndrome reframed as "the monster"โ€ข What AI is not good at -- and how to stay safeโ€ข AI readiness: pick one tool and play๐—ข๐˜‚๐—ฟ ๐—š๐˜‚๐—ฒ๐˜€๐˜๐—ง๐—ฟ๐˜‚๐—ฑ๐˜†-๐—”๐—ป๐—ป ๐—”๐—ฟ๐—บ๐—ฎ๐—ป๐—ฑ is the โ€œIncome Resilience Bestieโ€ behind HER-MINE.AI and the creator of the Five to Nine Freedom community. A longtime entrepreneur, corporate leader, and published author, sheโ€™s spent over a decade running an e-commerce company with her mother and mentoring women through programs like Goldman Sachsโ€™ business initiatives. Now she helps women use AI to spot their hidden skills, build a real plan B, and create income resilience without burning out.๐—Ÿ๐—ถ๐—ธ๐—ฒ, ๐—ฆ๐—ต๐—ฎ๐—ฟ๐—ฒ, ๐—ฆ๐˜‚๐—ฏ๐˜€๐—ฐ๐—ฟ๐—ถ๐—ฏ๐—ฒWant to explore Trudy-Annโ€™s work ahead of time? Visit ๐—ต๐˜๐˜๐—ฝ๐˜€://๐—ต๐—ฒ๐—ฟ-๐—บ๐—ถ๐—ป๐—ฒ.๐—ฎ๐—ถ/๐—ฟ๐—ฒ๐˜ƒ๐—ฎ to learn more about her Income Resilience Bestie work and the Five to Nine Freedom community.The AI Readiness Project airs every Wednesday at 3pm PST, where Anne and Kyle talk with guests who are putting people first while they figure out how AI fits into real lives and real work.

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