Michael Leibovich
Business unit leader at Adobe overseeing product, design, support, and business strategy who built a personalized AI "chief of staff" during paternity leave; experienced in growth and marketing with expertise in tooling for creative professionals.
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Apr 6, 2026 • 1h 1min
#105: How I built my AI “chief of staff” | Michael Leibovich (GM, Behance + Adobe Portfolio @ Adobe)
Michael Leibovich, an Adobe business unit leader who builds tools for creative pros, spent his paternity leave creating a personalized AI “chief of staff.” He breaks down the simple folders-and-markdown architecture, session memory, people files that auto-update from transcripts, Obsidian as a visual layer, and scheduled tasks that turn meetings into action. Practical playbook for busy operators and nontechnical builders.
