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June 26, 2025 50 mins

Ibrahim Mohmed is the founder of CourtSide Media Group and the co-founder & CEO of Taja AI. His entrepreneurial journey began right here in Ohio, where he launched CourtSide Media, a digital media agency that serves influencers with audiences ranging from 1 million to 75 million followers across various social platforms. Through CourtSide Media, Ibrahim has collaborated with high-profile clients including NBA legend Kevin Garnett, Cleveland’s FutureLAND annual conference, and prominent influencer Lauren Fitzmaurice—effectively amplifying their reach and impact through strategic, organic growth.

Building on his success with CourtSide, Ibrahim co-founded Taja AI—a platform designed specifically to empower small businesses and content creators. TAJA AI automates content workflows by optimizing, repurposing, and scheduling content, significantly saving time for thousands of creators while maximizing their audience engagement and discoverability.

Beyond his entrepreneurial ventures, Ibrahim is deeply committed to social impact through his organization, Nile Nights, which curates events to raise awareness and funds for individuals and communities affected by the ongoing conflict in Sudan.

As a founder at the forefront of media and AI, Ibrahim offers powerful insight into where the space is headed and what it takes to succeed within it—please enjoy this fascinating conversation with Ibrahim Mohmed.

00:00:00 - The Shift to Video Podcasting  
00:04:06 - Understanding Taja AI  
00:06:03 - The Entrepreneurial Journey Begins  
00:08:14 - The Drive for Storytelling in Media  
00:11:47 - The Power of Technological Leverage  
00:13:22 - The Vision and Evolution of Taja AI  
00:15:31 - User Experience and Product Functionality  
00:17:36 - Building a Scalable Company with AI  
00:20:35 - The Changing Landscape of Venture Capital  
00:22:10 - Navigating Model Providers in AI  
00:23:30 - Navigating Competition in the AI Landscape  
00:26:26 - Understanding Vibe Coding and Its Impact  
00:27:52 - Product Philosophy and Customer Engagement  
00:29:41 - Common Mistakes Creators Make  
00:32:34 - The Intersection of AI and Human Creativity  
00:35:01 - Sustainable Business Models in Content Creation  
00:36:42 - Personal Impact and Future Aspirations  
00:37:48 - Embracing Adversity in Entrepreneurship  
00:40:28 - Looking Ahead: Growth and Innovation  
00:47:00 - Final Thoughts and Hidden Gems in Cleveland

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LINKS:
https://www.linkedin.com/in/ibrahim-mohmed-982076110/
https://www.courtsidegroup.com/
https://www.taja.ai/


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SPONSOR:

Roundstone Insurance

Roundstone Insurance is proud to sponsor Lay of The Land. Founder and CEO, Michael Schroeder, has committed full-year support for the podcast, recognizing its alignment with the company’s passion for entrepreneurship, innovation, and community leadership.

Headquartered in Rocky River, Ohio, Roundstone was founded in 2005 with a vision to deliver better healthcare outcomes at a more affordable cost. To bring that vision to life, the company pioneered the group medical captive model — a self-funded health insurance solution that provides small and mid-sized businesses with greater control and significant savings.

Over the past two decades, Roundstone has grown rapidly, creating nearly 200 jobs in Northeast Ohio. The company works closely with employers and benefits advisors to navigate the complexities of commercial health insurance and build custom plans that prioritize employee well-being over shareholder returns. By focusing on aligned incentives and better health outcomes, Roundstone is helping businesses save thousands in Per Employee Per Year healthcare costs.

Roundstone Insurance — Built for entrepreneurs. Backed by innovation. Committed to Cleveland.

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Past guests include Justin Bibb (Mayor of Cleveland), Pat Conway (Great Lakes Brewing), Steve Potash (OverDrive), Umberto P. Fedeli (The Fedeli Group), Lila Mills


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