# Nick Smith

> Nick Smith is the President, CEO and Founder of Sailes, a New York-based AI company that builds personality-driven autonomous Sailebots to handle B2B prospecting for Fortune 1000 enterprise sales teams. A former sales leader at CBS Corporation and iHeart Radio, he sketched the idea for Sailes on his iPhone at the Lake of the Ozarks on July 4, 2018.

- **Role:** President, CEO and Founder at Sailes
- **Organizations:** Sailes, CBS Corporation (former), iHeart Radio (former), WOR New York (former, 'Common Ground'), Forbes Technology Council
- **Nationality:** American
- **Known for:** Founded Sailes, creator of the Sailebot autonomous prospecting AI, Raised $6.45M total funding including a $5.1M Series A, Eagle Scout

## Career timeline

- **pre-2018** — Sales leadership roles at CBS Corporation, iHeart Radio, and other enterprise sales organizations
- **pre-2018** — Co-hosted 'Common Ground' on WOR New York and iHeart Radio, focused on business-labor relations
- **2018** — Conceived Sailes on July 4 at Lake of the Ozarks; wrote 'Sailes' in iPhone note
- **2018** — Founded Sailes
- **2023** — Company launched formal sales team
- **2023-09** — Closed Series A funding round of $5.1M (total funding $6.45M)

## Achievements

- Founded Sailes, creator of the Sailebot autonomous prospecting AI
- Raised $6.45M total funding including a $5.1M Series A
- Eagle Scout
- Two-time CBS New York 'One to Watch' award
- Named to 'City and State Magazine's 40 Future Leaders of New York Politics'
- Member of the Forbes Technology Council

## Latest updates

- **2023-09** — Closed Series A round of $5.1M
- **2023-11** — Featured by Comcast Lift for using AI to supercharge prospecting
- **2024** — Profiled by Pulse2 on Sailes automating the prospecting lifecycle in a $25B+ market

## Links

- Website: https://sailes.com
- LinkedIn: https://www.linkedin.com/in/nixmith/

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Profile page: https://yespress.io/nick-smith
Published by YesPress — https://yespress.io
Last updated: 2026-07-09