Suggestions
Olivia Joslin
Co-founder & COO @ TollBit
Olivia Joslin is the Co-founder and COO of TollBit, a company focused on creating a fluid payment system that connects AI companies with content creators. The platform allows AI applications to pay websites directly for using their content, enabling publishers to monetize their data effectively. Under her leadership, TollBit successfully raised $24 million in Series A funding led by Lightspeed in October 2024.1
Educational Background
Olivia holds a Bachelor of Arts degree in Environmental Science and Africana Studies from Wellesley College, indicating her strong interest in sustainability and multicultural issues.
Professional Experience
Before co-founding TollBit, Olivia held significant roles in various tech companies:
- Fairmarkit: She served as an AI Product Director and Senior Product Manager, focusing on generative AI and automated sourcing products.2
- Attentive: As an Automation Product Manager, she worked on email and SMS automation solutions.2
- Toast, Inc.: Olivia held multiple positions including Automation Associate Product Manager and Rotational GTM Growth Senior Associate, where she contributed to enhancing customer experiences through automation.2
In addition to her corporate roles, Olivia has entrepreneurial experience as the CEO and Co-founder of CliqBit LLC, which focused on providing research participants for Generation Z studies.2 She has also been recognized as a recipient of the "25 Under 35 Rising Young Stars in Tech" title by Boston Magazine.
Thought Leadership
Olivia is active in sharing her insights on the intersection of AI and content creation, participating in discussions about new economic models within the industry.3 Her background as a keynote speaker at various events further underscores her influence and expertise in technology and entrepreneurship.
Overall, Olivia Joslin exemplifies a dynamic leader with a diverse skill set spanning product management, technology development, and environmental advocacy.


