GameStop CEO Ryan Cohen shared his best and worst investments with Business Insider. Neither of them inv...

Billy Odell Tucker-Robinson Founder & Host — Banking With Billy Network • Financial Intelligence • Markets • World News • Independent Analysis
Published: 2026-10-05 • Permanent link

GameStop CEO Ryan Cohen has revealed his best and worst investments, shedding light on his investment strategy and decision-making process. According to Business Insider, Cohen's best investment was his stake in Chewy.com, an online pet supply retailer, which he acquired in 2019. The company's shares have more than tripled since his investment, generating significant returns for Cohen. Meanwhile, his worst investment was in GameStop itself, which he has been trying to turn around since his appointment as CEO in 2021.

Cohen's investment decisions have significant implications for investors and the broader gaming industry. His success with Chewy.com demonstrates the potential for savvy investors to generate substantial returns through strategic acquisitions and growth initiatives. Conversely, his struggles with GameStop highlight the challenges of turning around a struggling company. As investors and analysts closely follow Cohen's future moves, they will be watching for signs of progress and potential turnaround.

Cohen's investment approach is rooted in his experience as a successful entrepreneur and investor. As the co-founder of Chewy.com, he demonstrated a keen understanding of the e-commerce landscape and the importance of strategic acquisitions. Industry experts praise Cohen's ability to identify opportunities and drive growth, but also note the challenges he faces in turning around a company like GameStop. "Ryan Cohen's success with Chewy.com is a testament to his investment acumen, but GameStop presents a tougher nut to crack," said one analyst.

As Cohen continues to navigate the challenges of GameStop, investors will be watching for signs of progress and potential catalysts to drive growth. The company's recent partnership with Microsoft to develop cloud-based gaming services has generated excitement among investors, but it remains to be seen whether this initiative will drive significant revenue growth. Meanwhile, Cohen's continued focus on cost-cutting and operational efficiency will be crucial in determining GameStop's future trajectory.