Paige Chilson joins Check In to Check Out days after a layoff and refuses to spin it. She talks about stepping back to remember who you are outside the dashboard, why e-commerce feels like you’re “in trouble” 24 hours a day, and the simple superpower most leaders ignore: knowing your limits and hiring around them. We get into funnel-based org design, the line between agency and in-house, the interview red flag nobody mentions, a painful failure story that changed how she escalates risk, and a clear-eyed take on where the next 6 to 12 months are headed with social selling and buying inside AI assistants. If you lead revenue online, this one will feel uncomfortably familiar in the best way.

What you’ll learn

A practical way to spot team gaps by mapping skills to your funnel

When agencies outperform in-house and when they absolutely don’t

How to hire in the age of AI-polished resumes

The interview red flag that separates learners from passengers

How to communicate risk without becoming an alarmist

Why social selling is still early and how AI will reward brands with clean data