🧠What I Learned About Hiring in the AI Era from Microsoft's Copilot Director

The AI transformation isn't theoretical anymore; it's reshaping what skills matter and how teams operate. I caught up with Callie, who leads marketing for Microsoft Copilot, to understand what's actually changing on the ground at one of tech's biggest players.

Watch the full conversation:

For Those Who Want the TL;DR 💡

The Big Shift: Microsoft marketing team is prioritizing broad marketing skills over hyper-specialization. Why? Because AI can help you access specialized knowledge, but it can't give you strategic breadth.

How does she use AI:

• Meeting notes and transcription (she's stopped taking notes entirely)

• Document reformatting across stakeholder formats

• Initial email drafting from rough notes

• Data analysis busywork

What's Becoming Essential:

• Critical thinking and source validation

• Communication clarity (knowing what to ask AI for)

• Analytical and people management skills

• The habit of asking: "Can AI help me with this?" before starting any task

"Vibe Working" (Not Just Vibe Coding): Microsoft's newly coined term for working iteratively with AI using natural language. It's less about technical skills and more about developing the muscle memory to recognize AI-appropriate moments and articulate what you need clearly.

The new must-have skill: Being a strategic generalist who can identify problems, articulate requirements to AI, and validate outputs—not just execute specific tasks flawlessly.

How are you building AI habits into your workflow? What's working or what's holding you back?

Until next time,
Kushank @digitalSamaritan

(This post includes my voice notes reformatted into this newsletter using AI)