As a parent, you've likely felt the tension: You want the best for your child: intellectual growth, curiosity, strong relationships, but traditional schooling often feels rigid, especially if your family dreams of travel, flexibility, or simply a more personalized path.
Paul Bennett knows this intimately. After building and partially exiting a successful travel startup (Context Travel, a B Corp on the INC fastest-growing list), he and his wife sailed the world for a decade with their three daughters. "Boatschooling" them from ages 5 to 18 revealed a truth: No single curriculum fits every child, especially when life is full of adventure.
Inspired, Bennett founded Cicero Learning, a platform that matches families with expert private teachers for remote, one-to-one personalized learning. It's built for homeschooling and worldschooling families with kids 10–18 who want to experience the world without sacrificing a world-class education.
At its heart, Cicero draws from timeless principles: Great teachers change lives through mentorship and trust. One-to-one allows educators to build courses around the learner; no teaching to the mean. Benjamin Bloom's research shows this drives results two standard deviations above average, meaning a child struggling in a classroom setting can thrive with tailored guidance.
Cicero emphasizes relational, student-centered learning: Teachers guide and co-discover, igniting curiosity, supercharging engagement, and nurturing growth mindsets. Flexible schedules adapt to travels, interests, and family rhythms. Graduates have attended elite universities such as the University of Chicago and Cambridge, showing that learning can lead to exceptional outcomes anywhere.
Bennett's background as a homeschooler and perpetual traveler brings grounded authenticity. His work in sustainability (as executive chair of Sustainable Travel International) and his advising of diverse startups reinforce a learner-centered view: Education should inspire thoughtful work and authentic challenges.
If you're a family exploring homeschooling or worldschooling, Cicero offers an inviting, supportive option—personalized one-to-one learning that honors your child's unique path.
Discover more at cicerolearning.com.
