Checkin to Checkout

Checkin to Checkout
Podcast Description
We tell the stories of e-commerce leaders and let them explain how they got where they are, and where they think e-commerce is going in the next 12 months. In every episode, we uncover something that only this e-commerce leader can explain
Podcast Insights
Content Themes
Explores themes surrounding e-commerce leadership, brand building, and customer engagement with episodes like 'How to Merge the Brand Experience with Trust' focusing on emotional aspects of P&L management and 'Using the Conversion Funnel to Enhance Brand Equity' discussing synergies between branding and conversion strategies.

We tell the stories of e-commerce leaders and let them explain how they got where they are, and where they think e-commerce is going in the next 12 months. In every episode, we uncover something that only this e-commerce leader can explain
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

Disclaimer
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