I spent a lot of time this year asking questions.

Some were strategic. Some were practical. A few were… let’s call them overly thorough. Out of curiosity (and a sense of humor), I asked AI to reflect back the most “Shannon” questions I asked in 2025.

The result? Equal parts entertaining and revealing.

Here they are. My most on-brand, overly precise, chaotically executive, unhinged-but-productive, and I’ve-had-enough-just-give-me-the-answer questions of 2025.

• “Impactful marketer, influential leader, relentless executor?”

Nothing says Shannon like a three-part power phrase trial balloon.

• “I need something bolder and more specific.”

Classic. Knew it wasn’t landing and already rewriting mid-feedback.

• “Who has the most followers on LinkedIn? …Yes …Yes …Ok.”

Peak Shannon. Ask a question, get the answer, then interrogate it like a congressional hearing.

• What is a tag I can use online with my video if I use an avatar of myself to let people know it was created with AI?

Asked with the earnestness of someone drafting FTC disclosure guidelines for their own clone.

• “How about: Energized by opportunity ahead with new VP Product Marketing role — short and sharp?”

The ridiculousness of proposing a nine-word subject line while asking for something “short and sharp.”  The executive version of: “I know this isn’t short; make it so.”

• “What can you tell me about Company XYZ — business outlook, competitive landscape, recent news, employee sentiment, and executive benefits?”

A full diligence packet, please.

• “Short and sharp.” “Ok.” “Please return back a spreadsheet.”

Short sentence fragments: the universal sign that I’ve concluded the investigation and moved on. Also, don’t explain – just do it.

What I Learned

These questions weren’t necessarily ridiculous, but they do tell a story.

A story of Shannon – decisive, curious, and charmingly extra.

Clarity matters. And if it’s not crisp, it’s not done.

Rigor, standards, and a bias toward thoughtful execution show up consistently. Always intentional. Always precise. Always looking for how it could be better.

Peak operator energy and hyper-specificity, apparently, are my AI love languages.

Champion Leadership & Marketing

Good leaders ask questions. Great leaders keep asking them, even when they already know most of the answer.

The questions we ask shape the outcomes we get.

That mindset is at the core of my work: partnering with leaders and teams to sharpen clarity, pressure-test assumptions, and translate strategy into action.

If that resonates, I’d welcome the conversation.

Let’s start 2026 with sharper thinking, stronger execution, and outcomes that matter!