In a recent LinkedIn post, Jason Feifer discusses the ethical implications of using artificial intelligence to simulate human connection in business interactions, particularly in outreach and pitching. Feifer, an entrepreneur and host of the podcast ‘Problem Solvers,’ highlights a recent experience where a potential contact attempted to gain his attention by claiming to have read his work, an assertion Feifer believes was fabricated using AI.
Feifer’s central argument is that while AI can be a valuable tool, its misuse to deceive or replace genuine human interaction undermines trust and is ultimately counterproductive. He shares an example of a direct message he received, which mimicked the style of his newsletter but used outdated phrasing, indicating AI had been employed to generate the message without genuine engagement.
The Dangers of AI-Generated Deception
Feifer emphasizes that presenting AI-generated content as one’s own, especially when claiming personal connection or familiarity, constitutes a form of dishonesty. He points out that the sender’s intent was not to speed up a process but to mislead him.
“New rule: Don’t lie and say you did something — when AI did it for you.”
This principle, Feifer argues, is especially critical in contexts that rely on human connection, such as building relationships with journalists, potential clients, or collaborators. He observes that AI often defaults to certain linguistic patterns, which can be a giveaway.
“AI loves a “it’s not this, it’s that” construction, so here’s some from me… That’s not good business. That’s lying.”
According to Feifer, the sender’s message contained phrases and a structure that were once part of his newsletter but had been retired years prior. This detail revealed the AI’s reliance on older, easily identifiable patterns rather than genuine, current engagement with his content.
AI as an Assistant, Not a Replacement for Authenticity
Feifer distinguishes between using AI as a helpful assistant and using it to substitute for authentic effort and connection. He believes that when AI is employed to fake a personal touch, the opportunity for a genuine connection is lost entirely.
The Intent Behind AI Use
Feifer posits that the sender’s goal was not to understand him or his work but merely to extract something from him, such as press coverage. This instrumental approach, facilitated by AI, bypasses the necessary steps of building rapport and demonstrating genuine interest.
“He didn’t want to understand me. He just wanted something *from* me.”
As Feifer articulates, the core issue lies in the intent behind the AI’s use. When AI is used to deceive about the extent of engagement or understanding, it erodes the foundation of trust essential for business relationships.
“Remember: AI is a fine assistant. But when you use it to substitute for human connection, you’ve forfeited that connection fully.”
Feifer concludes by encouraging readers to engage with content authentically, suggesting that genuine reading and understanding are paramount, even in a world increasingly influenced by AI. He invites his audience to read his newsletter directly, underscoring the value of human eyes and personal engagement.
📝 About This Content
This article is based on insights shared by Jason Feifer on LinkedIn.
📅 Originally posted on September 3, 2026 | View original post on LinkedIn →