speaker photo

Roberto Cipriani (he/him)

Executive Coach | Founder, Paper Education

I am a technology leader, passionate entrepreneur, and innovator who co-founded a startup and grew it from an idea into a category-defining company and industry leader.

In 2014, I co-founded Paper Education. As COO/CTO, I led the technology, product, people, and operations teams to bring our vision to life—ensuring every student had access to the help they need to reach their full potential. Our business grew into a robust educational support system powered by a talented team that reached over 3 million students.

Now, I’m channeling my experience into coaching startup founders, helping them navigate growth, leadership, and the challenges of scaling a company. My passion lies in pushing high-potential leaders beyond their comfort zones so they can unlock their full potential and build enduring, impactful businesses.

Sessions

Mentor Office Hours

Office Hours: MVP & First Product

Build the minimum product that validates your core idea, know when to launch versus when to keep iterating, and avoid the trap of over-engineering before you have customers. See More.
Mentor Office Hours

Office Hours: Lean Product Development

Iterate efficiently when resources are limited, manage technical debt strategically rather than letting it accumulate accidentally, and know when to pivot versus when to persist through difficulty. See More.
Mentor Office Hours

Office Hours: Founder Mental Health

Recognize the signs of burnout before it's too late, cope with the isolation that comes with leading a company, manage stress without it consuming you, and find sustainable pace in a culture that glorifies founder mode. See More.
AIFest

When Execution Is Free, Judgment Is Everything

In this talk, we will explore why the leaders who win in the AI era will be those who slow down to think deeply about the problems they are solving, design the right experiments, and cut through the noise to guide their organizations toward meaningful outcomes. See More.