# Ivan Tsybaev

> Ivan Tsybaev is the co-founder and CEO of Ten8.ai and the co-founder and original CEO of Trucker Path. His career spans export logistics, the driver-information app and freight marketplace Trucker Path, and Careerist, the technology-career training platform he co-founded in 2019. Ten8, founded in 2025, develops AI voice agents for freight brokerage work.

- **Role:** Co-founder and CEO at Ten8.ai
- **Organizations:** Ten8.ai, Trucker Path, Careerist, Exxon Neftegaz, Art. Lebedev Studio, AmBAR, SiliconNews.Ru, Improvado
- **From:** Vladimir, Russia
- **Education:** Japanese government scholarship study; degree not specified, Hokkaido University, Master’s in Finance / Financial Management, self-reported
- **Known for:** Co-founded Trucker Path and served as its original CEO., Trucker Path reported more than 1.5 million app installs in February 2017., Co-founded Careerist, a Y Combinator Summer 2021 company.

## Career timeline

- **2009** — Moved to the United States.
- **2011** — Represented Art. Lebedev Studio in North America.
- **2013** — Co-founded Trucker Path with early app developer Viktor Radchenko and became its original CEO; active in SiliconNews.Ru and AmBAR.
- **2015** — Trucker Path raised a $20 million Series A.
- **2017** — Renren announced its acquisition of Trucker Path in December.
- **2018** — Flexible Funding acquired InstaPay in March.
- **2019** — Co-founded Careerist with Max Gusakov and Max Glubochansky.
- **2021** — Careerist joined Y Combinator Summer 2021.
- **2023** — Y Combinator announced Careerist’s $8 million Series A in March.
- **2025** — Founded Ten8.ai, developing AI voice agents for freight brokers.

## Achievements

- Co-founded Trucker Path and served as its original CEO.
- Trucker Path reported more than 1.5 million app installs in February 2017.
- Co-founded Careerist, a Y Combinator Summer 2021 company.
- Co-founded Ten8.ai with CTO Aleks Fedorov.

## Latest updates

- **2026-04** — Ten8’s blog published freight-AI articles under Tsybaev’s byline, including a guide to AI agents in freight dated April 28.
- **2025-07** — Began building Ten8.ai; Crunchbase dates his founder/CEO role to July 2025.

## Links

- Website: https://www.ten8.ai/
- LinkedIn: https://www.linkedin.com/in/ivantsybaev/

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