# Troy Pospisil

> Troy Pospisil is the co-founder and CEO of Ontra, the private markets legal technology company he started in 2014 after working at Monitor Deloitte and H.I.G. Capital. Built around recurring contract workflows, Ontra combines software, AI and a network of independent legal professionals. Pospisil spent five years bootstrapping the business before institutional investment, and is also a Big Brothers Big Sisters mentor in Los Angeles and a board advisor to Mosaic.

- **Role:** Co-founder and Chief Executive Officer at Ontra
- **Organizations:** Ontra, Mosaic, H.I.G. Capital (former), Monitor Deloitte (former), Big Brothers Big Sisters of Greater Los Angeles, YPO Santa Monica Bay
- **Education:** Bachelor of Arts, New York University
- **Known for:** Co-founded Ontra in 2014 and led it through five years of bootstrapping., Led Ontra as it expanded from routine contracting into obligation and entity management., By year-end 2025, Ontra reported more than 1,000 private markets customers, over two million documents processed and more than 400 employees.

## Career timeline

- **—** — Founded and sold a business while in college.
- **—** — Worked in management consulting at Monitor Deloitte, focusing on M&A due diligence and integration.
- **—** — Worked in private equity at H.I.G. Capital, including middle-market buyouts in financial technology and logistics.
- **2014** — Started InCloudCounsel, later renamed Ontra, with Ben Levi and Lane Lillquist.
- **2016** — The company added proprietary machine learning to Contract Automation.
- **2018** — The company opened its London office.
- **2019** — After five years of bootstrapping, completed a $40 million Series A with Battery Ventures.
- **2021** — Launched Insight, rebranded InCloudCounsel as Ontra and raised a $200 million Series B led by Blackstone.
- **2023** — Ontra launched Atlas for legal entity management.
- **2024** — Ontra marked its tenth anniversary and reported more than 1.2 million documents processed.
- **2025** — Ontra announced $70 million in SVB financing, bringing combined financing and equity investment to approximately $325 million.

## Achievements

- Co-founded Ontra in 2014 and led it through five years of bootstrapping.
- Led Ontra as it expanded from routine contracting into obligation and entity management.
- By year-end 2025, Ontra reported more than 1,000 private markets customers, over two million documents processed and more than 400 employees.
- Ontra’s Legal Aid Alliance reported more than $1.3 million in cumulative donations in February 2026.

## Latest updates

- **2026-02** — Ontra announced more than $1.3 million in cumulative Legal Aid Alliance donations.
- **2026-02** — Ontra’s review of 2025 reported more than 400 employees, more than 1,000 private markets customers and over two million documents processed.
- **2025-11** — Pospisil shared a London team photo and described visiting the company’s European office and customers.
- **2025-06** — Announced $70 million in financing from Silicon Valley Bank to accelerate product development.

## Links

- Website: https://www.ontra.ai/
- LinkedIn: https://www.linkedin.com/in/troypospisil

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Profile page: https://yespress.io/troy-pospisil
Published by YesPress — https://yespress.io
Last updated: 2026-10-25