Work Tech Weekly

AI Coaching: The $20/Month Answer to a $500/Hour Problem

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AI coaching has been a promise for years. Aaron Ward, co-founder and CEO of Huckleberry, is the one actually delivering on it — with a voice-based coaching platform you can put in the hands of every employee for $20 a month. In this live conversation from Transform 2026, Work Tech Weekly host Steve Smith and Aaron dig into why privacy is the whole product, why people are more honest with AI than…