We’re conditioned to believe that success means moving up. One promotion at a time, a bigger job title title, and more people working under you.

But for Meg Gowell, reaching Director level at Typeform meant spending thirty hours a week in meetings, managing a team of eleven, and watching her own technical skills start to rot. On paper, she’d made it. In reality, she was becoming so far removed from the craft that she was losing her edge just as AI began rewriting the industry rules.

In this episode, Meg explains how the linear career path wasn't right for her, and why she did the unthinkable: walking away from the status of a big leadership role to get her hands back on a keyboard as a solo operator.

We discuss:

The identity crisis of management: Why the traditional ladder inevitably turns you into a professional meeting-attendee.

The challenges of breaking into SaaS: How Meg used her background as a luxury wedding planner to bypass traditional tech gatekeepers and get into the room with hiring managers.

The value of staying dangerous: Why staying close to the plumbing of your tools is the only real safety net left in marketing.

The reality of the modern job hunt: Why 'Easy Apply' is a black hole, and how to build a public presence so companies source you instead.