How Agenda Hero Is Using AI to Eliminate Manual Calendar Work

How Agenda Hero Is Using AI to Eliminate Manual Calendar Work

February 11, 2026 · 30 min · Season 4 · Episode 188

About this episode

Caren Cioffi discusses how Agenda Hero uses AI to streamline calendar management and shares insights on entrepreneurship and marketing strategies.

In this episode of Marketing Spark, Mark Evans sits down with Caren Cioffi, co-founder and CEO of Agenda Hero, an AI-powered platform designed to eliminate manual calendar work and save billions of hours. After more than a decade at Brightcove, where she helped scale the company from startup to global public enterprise, Caren made the leap into entrepreneurship to solve a problem she experienced firsthand: the hidden time cost of managing schedules. What began as personal frustration with juggling work, travel, and family logistics evolved into a startup tackling one of the most persistent workplace inefficiencies. Caren explains how Agenda Hero uses AI to convert text, images, and PDFs into structured calendar events across Google, Outlook, Apple and more. She shares how the breakthrough came when AI made it possible to automate tedious form filling that calendars have required for decades. The conversation also explores: • How to validate product-market fit before scaling marketing • Why building a product people genuinely love is the best early marketing strategy • Lessons learned from pivoting within her own product • How she approached raising venture funding for the first…

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