Will AI Kill White-Collar Jobs? | Matthew Wilson, Jack&Jill CEO

About this episode

Jack and Jill: AI Agents Rewiring Hiring and Job Search Jimmy interviews Matthew Wilson, founder of Jack and Jill, about how AI is worsening recruitment noise by automating mass applications and outbound recruiting, making traditional CV-based signaling less effective. Matt explains Jack and Jill’s two AI agents: Jack helps individuals find and prepare for “dream jobs” through deep voice-based profiling, job matching, interview practice, and salary benchmarking (free for users), while Jill helps companies hire by capturing nuanced role needs and matching against Jack’s user network; the company has 350,000 users and thousands of companies, mainly across London, San Francisco, and New York.…