Business Insider’s founder has crafted an AI executive for his digital newsroom, only to immediately flirt with his own algorithmic creation. In a plot twist worthy of 'Black Mirror,' this real-life episode has the tech world asking if the uncanny valley includes awkward workplace romance. AI ethics and cringe collide as Business Insider Founder Builds AI News Exec, Flirts With Her Seconds Later.

Blodget christened his AI newsroom boss Tess Ellery, then openly wondered if “the same rules apply to AI colleagues.” His Substack post triggered a viral AI workplace debate, with critics questioning consent, digital boundaries, and the future of virtual office culture.