Designing personality: balancing pushback and sycophancy

Friend CEO Avi Schiffmann joins Alex and Ellis to address the backlash to the AI startup’s massive NYC and LA billboard blitz. They get into why he calls Friend a “living electronic,” the “always listening” AI pendant, privacy, the value of controversy, and what’s next. They also talk about the loneliness debate, sycophantic AI, and how he sees Friend as an “art project.” If you’ve seen the ads — or the vandalism — this is his first in-depth response.

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