# Roberto Cipriani

> Roberto Cipriani is a Montreal-based executive coach and co-founder of Paper, the educational support company launched with Philip Cutler in 2014. A former software developer, he spent a decade as Paper’s technology and operations leader before stepping away from daily management in September 2024 to focus on board and advisory work. His current practice serves founders and executives; he also lists advisory work with Alloprof and mentoring at Creative Destruction Lab Montreal.

- **Role:** Independent Executive Coach; Founder & Board Director at Paper
- **Organizations:** Paper, Alloprof, Creative Destruction Lab Montreal, StudioWeb
- **Education:** Bachelor of Science in Physiology, McGill University, Graduate studies in Computational Neuroscience; left before completing the degree, McGill University
- **Known for:** Co-founded Paper in 2014 with Philip Cutler., Helped build a platform that his personal biography says reached more than three million students across North America., Led Paper’s technology, product, people, finance, and operations functions as COO/CTO.

## Career timeline

- **2008** — Graduated from McGill with a Bachelor of Science.
- **Before 2014** — Pursued graduate study, then worked in software development; his personal site lists StudioWeb among prior employers.
- **2014** — Co-founded GradeSlam, later Paper, with Philip Cutler in Montreal; the company reached the Dobson Cup finals.
- **2016** — GradeSlam closed C$1.6 million in financing.
- **2020** — GradeSlam rebranded as Paper; the company announced C$10 million in new financing.
- **2022** — Paper raised US$270 million in Series D capital; McGill reported more than two million students served across 30 states in March.
- **2024-09** — Stepped away from daily COO and CTO responsibilities, continuing as a board member and advisor.
- **Current; verified 2026-10-07** — Personal website identifies executive coaching as his current work, alongside Alloprof advisory work and CDL Montreal mentoring.

## Achievements

- Co-founded Paper in 2014 with Philip Cutler.
- Helped build a platform that his personal biography says reached more than three million students across North America.
- Led Paper’s technology, product, people, finance, and operations functions as COO/CTO.
- Paper reached the finals of McGill’s Dobson Cup in 2014 and raised a US$270 million Series D in February 2022.

## Latest updates

- **2025-05** — Appeared on episode 71 of Designing Successful Startups with Jothy Rosenberg, released May 21, discussing Paper, leadership development, and his transition to board and advisory involvement.
- **2024-09** — Stepped down from day-to-day CTO and COO work at Paper, remaining a board member and advisor.

## Links

- Website: https://robcipriani.com/
- LinkedIn: https://www.linkedin.com/in/rob-cipriani/

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Profile page: https://yespress.io/roberto-cipriani
Published by YesPress — https://yespress.io
Last updated: 2026-10-07