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Gulf Press > Technology > How AI PR startup Clipbook won Mark Cuban’s investment from a cold email 
Technology

How AI PR startup Clipbook won Mark Cuban’s investment from a cold email 

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Last updated: 2025/12/02 at 5:16 PM
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AI-powered media monitoring platform Clipbook announced a $3 million seed funding round on Monday, aiming to bolster its capabilities in tracking brand mentions across various media formats. The round was co-led by Mark Cuban, Commonweal Ventures, and Carpenter Capital, signifying growing investor interest in the application of artificial intelligence to public relations and market research. Clipbook, founded in 2023, provides companies with insights into how their brand and competitors are perceived in the press, podcasts, and social media.

The funding comes after Clipbook’s founder, Adam Joseph, successfully secured investment from a notoriously difficult target: Mark Cuban. Joseph reportedly reached out with a cold email pitching his company. This unconventional approach underscores a willingness to take risks in a competitive funding landscape.

From Bootstrapped Startup to Seed-Funded Company

Prior to this seed round, Clipbook was entirely bootstrapped by Joseph, achieving $1 million in annual recurring revenue (ARR) within its first year. This self-funding allowed the company to demonstrate strong market demand and product viability before seeking external investment. According to Joseph, the success of the initial bootstrapping phase proved crucial in attracting investors.

Joseph specifically sought investors with experience in the media industry, recognizing the unique challenges and opportunities within the space. He compiled a list of top media investors, and through a bold move, sent a direct investment pitch to each one.

Cuban’s Due Diligence Process

Cuban, known for his probing questions on Shark Tank, immediately put Joseph through a rigorous interrogation. He stated that he often invests in companies discovered through unsolicited emails, provided the founders can withstand intense scrutiny. Joseph’s ability to confidently answer a barrage of skeptical questions impressed Cuban.

However, Cuban’s challenge didn’t stop there. He requested Clipbook to generate a comprehensive report on his own venture, CostPlus Drugs, an online pharmacy focused on affordable pricing. The report aimed to assess Clipbook’s ability to accurately and efficiently monitor media coverage relevant to a specific company and its industry – pharmaceutical pricing.

Cuban was reportedly impressed by the depth and accuracy of Clipbook’s analysis, highlighting its ability to uncover a previously unnoticed podcast discussion related to pharmacy benefit services. This demonstration of the platform’s capabilities solidified his decision to invest. The use of media monitoring tools became critical to his understanding of the market.

The Competitive Landscape and Clipbook’s Differentiation

Clipbook enters a market populated by established players, including Sprinklr, Sprout Social, Emplify, and Hootsuite. These companies offer a range of social listening and media intelligence solutions. However, Clipbook distinguishes itself by being built as an “AI-native” platform from the outset.

This means Clipbook’s core functionality prioritizes artificial intelligence to understand context and nuance in media mentions. The system doesn’t simply rely on keyword searches but aims to comprehend the meaning behind the language used. This approach enhances the accuracy of sentiment analysis and reduces irrelevant results, a key aspect of effective brand reputation management. The platform excels in analyzing diverse content, including audio and video from podcasts, where keyword-based systems often falter.

Joseph’s prior experience in public relations, particularly his work with Boston Consulting Group, shaped the development of Clipbook. He identified a significant pain point in the manual and time-consuming process of media sentiment research and sought to create a more automated and insightful solution.

The company currently serves 200 customers, including Weber Shandwick and its former employer, Boston Consulting Group, demonstrating growing adoption and trust in the platform. They focus on tools to help with public relations analytics, streamlining workflows for professionals.

The seed funding is expected to accelerate Clipbook’s product development and expand its sales and marketing efforts. Joseph has declined to release specific updated ARR figures but indicated the company has experienced continued growth since securing the initial $1 million in revenue.

Looking ahead, Clipbook’s success hinges on continued advancements in its AI algorithms and its ability to maintain a competitive edge in a rapidly evolving media monitoring market. Investors will be watching closely to see if the company can scale effectively and capitalize on the increasing demand for AI-driven insights into brand perception and market trends. Further developments in AI technology and its integration with media analytics will likely shape Clipbook’s future trajectory.

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News Room December 2, 2025
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