# Sam Clemens

> Sam Clemens is the Boston-area co-founder and CEO of Reprise, a software demonstration platform. Previously he co-founded InsightSquared and held product leadership roles at HubSpot, BzzAgent and Elance, now Upwork. He has also worked in venture capital at Greylock and Accomplice and taught entrepreneurship at Harvard Business School.

- **Role:** Co-founder and CEO at Reprise
- **Organizations:** Reprise, InsightSquared, HubSpot, BzzAgent, Elance / Upwork, Accomplice, Greylock, Harvard Business School
- **Education:** BS, Applied Mathematics/Economics, Yale University, MBA, Harvard Business School
- **Known for:** Co-founded Reprise and serves as its CEO., Co-founded InsightSquared and served as chief product officer., Held product leadership roles at HubSpot, BzzAgent and Elance.

## Career timeline

- **Before Reprise** — Product leadership at Elance, BzzAgent and HubSpot; co-founder and chief product officer of InsightSquared; venture capital work at Greylock and Accomplice.
- **2004** — Earned an MBA from Harvard Business School.
- **2019** — Appeared as an Accomplice partner on thoughtbot’s podcast to discuss startup stages and product development.
- **2020** — Co-founded Reprise with Bryan Stevenson and Evan Powell.
- **2021** — Reprise announced a $17 million Series A in February and $62 million Series B in November, putting announced total funding at $82 million.
- **2022** — Named a Harvard Business School Rock Executive Fellow for 2022-2023.
- **2025** — Discussed AI, demos and the continued importance of trust in enterprise sales.
- **2026** — Interviewed as Reprise co-founder and CEO about AI, automation and systems design.

## Achievements

- Co-founded Reprise and serves as its CEO.
- Co-founded InsightSquared and served as chief product officer.
- Held product leadership roles at HubSpot, BzzAgent and Elance.
- Reprise announced $82 million in total funding in November 2021.
- Appointed a Rock Executive Fellow at Harvard Business School for 2022-2023.

## Latest updates

- **2026-01** — A January 29 Authority Magazine interview identified Clemens as Reprise co-founder and CEO and explored his views on automation and designing systems around human variability.
- **2025-10** — Appeared on Software Leaders Uncensored and discussed AI and trust in an October 23 Venture Lens interview, later republished by Reprise in January 2026.

## Links

- LinkedIn: https://www.linkedin.com/in/sclemens/

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Profile page: https://yespress.io/sam-clemens
Published by YesPress — https://yespress.io
Last updated: 2026-10-22