# Nick Stein

> Nick Stein is a Toronto-based technology marketing executive, operator, and go-to-market advisor whose career began in journalism at Fortune and CBC News. After moving into software at Rypple and Salesforce, he led marketing at Vision Critical and became the first CMO at Top Hat, PocketHealth, Maple, and Mosaic AI. Across those roles, Stein has paired an investigative reporter’s appetite for evidence with a brand builder’s belief that a clear story can align teams, earn attention, and move a market.

- **Role:** Chief Marketing Officer at Mosaic AI
- **Organizations:** Mosaic AI, Leaders Fund, Maple, PocketHealth, Top Hat, Vision Critical (now Alida), Salesforce, Rypple, Fortune, CBC News, Columbia Journalism Review, New York University
- **Education:** Master's degree in Journalism; honors graduate and CJR Fellowship recipient, Columbia University, Bachelor of Arts in English, McGill University
- **Known for:** Became the first chief marketing officer at Top Hat, PocketHealth, Maple, and Mosaic AI/Ask-AI., At Top Hat, the company reported 300% revenue growth and headcount growth from 100 to 500 during his tenure., At PocketHealth, built the marketing function from one person to 20 and helped establish revenue operations, sales enablement, HR, and talent functions as the company scaled.

## Career timeline

- **Early career** — Worked as a business journalist, including roles at Fortune and as an investigative/current-affairs producer at CBC News.
- **2011-2012** — Led content and media at Toronto startup Rypple; Salesforce acquired the company in 2012.
- **2012-2013** — Served in senior marketing and communications roles at Salesforce, including work connected to Work.com.
- **2013-2016** — Served as senior vice president of marketing at Vision Critical, leading a global, multi-discipline marketing team.
- **2016-2021** — Joined Top Hat as its first chief marketing officer; during his tenure, the company reported 300% revenue growth and expanded from 100 to 500 employees.
- **2021-2022** — Became PocketHealth's first chief marketing officer and built the marketing function from one person to 20.
- **2023-2024** — Served as Maple's first chief marketing officer, overseeing brand, communications, product marketing, and acquisition and retention.
- **2023-present** — Serves as a go-to-market advisor to Leaders Fund portfolio companies.
- **2024-2025** — Advised Ask-AI on go-to-market strategy.
- **2025-present** — Serves as chief marketing officer of Ask-AI, whose product brand evolved into Mosaic AI.

## Achievements

- Became the first chief marketing officer at Top Hat, PocketHealth, Maple, and Mosaic AI/Ask-AI.
- At Top Hat, the company reported 300% revenue growth and headcount growth from 100 to 500 during his tenure.
- At PocketHealth, built the marketing function from one person to 20 and helped establish revenue operations, sales enablement, HR, and talent functions as the company scaled.
- Led a global marketing team at Vision Critical across brand, communications, content, demand generation, field marketing, events, and customer marketing.
- Worked as an award-winning journalist before entering technology marketing.
- Received a Columbia Journalism Review fellowship after graduating with honors from Columbia University.

## Latest updates

- **2026-05** — Publicly argued that AI in support should solve the root causes of recurring customer issues rather than only make ticket handling more efficient.
- **2026-03** — Led the brand, messaging, and positioning work behind the launch of the Mosaic AI product identity and website.
- **2025** — Became chief marketing officer at Ask-AI, now marketed through its Mosaic AI platform brand.

## Links

- Website: https://getmosaic.ai
- LinkedIn: https://www.linkedin.com/in/steinnick/
- Twitter/X: https://twitter.com/stein_nick

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Profile page: https://yespress.io/nick-stein
Published by YesPress — https://yespress.io
Last updated: 2026-08-25