pennyWRENNM E D I A

101 Things I'd Do
If I Were You

I used to manipulate search results for a living. White hat — but that's not the point.

The point is what the job taught me: nothing on the internet is about good or bad, deserving or undeserving. It's about how things are packaged — and for twenty years, packaging took a team you couldn't afford and hours you didn't have.

Then the machine showed up. I've watched it collapse the distance between knowing better and doing better — in my own work, on a public livestream, with receipts. The raise case that never got written. The business that never got named. The pivot that never got tested. The bottleneck was never your judgment. It was throughput. That's over.

So here's my judgment, offered the way an editor offers it: below are two questions. Answer them and I'll show you the ten things I'd do if I were you — starting with one, free, in full.

Why me

Penny Wrenn — magazine editor (the real kind), search-marketing insider, and the person your friends already ask before they hit send. I've spent 20+ years being paid for judgment about how things land: in print, in search results, in rooms. Now I do it in public — livestreamed, timed, and documented — using AI as staff, not oracle. Everything on this page was built that way, this week. That's the proof, and you're standing in it.

Question 1 of 2

Forget your job title. What do you actually do?

Pick the verb that pays you.

You manage

People, operations, projects — you keep the thing running

You sell

Clients, deals, relationships — revenue walks in with you

You count

Money, books, rules — the truth lives in your spreadsheet

You care

Patients, clients, communities — the work that holds people up

You make & move

Product, plant, logistics — real things, on time

You tell

Words, media, story — you put the pieces together

You build & investigate

Systems and cases — find out, then make it work

Question 2 of 2 ·

Now — what's the itch?

Be honest. Nobody's watching. (I am. Kindly.)

Leverage

I mostly like my work. I want it to pay more, cost me less, and count for something bigger.

Pivot

I'm circling something else — out, up, or sideways, before the decade decides for me.

Your results

You manage × Leverage

Five deliverables I'd ship if I were you — the ones nobody asked you for, anchored to the work AI is actually measured against.

    Get the whole magazine — free.

    101 Things I'd Do If I Were You: a full 25-page issue, made with AI on Day 3 of a free 5-Day Activation Plan (you get that too).

    Opens an email to Penny with your answers — she'll send the issue directly.

    $5

    The Adventure (IIWY CYOA): all five of your deliverable specs plus every other path — anchored to the 220 real-world tasks AI was measured against.

    Unlock my 5 →
    $50

    The Session + Blueprint: "You've seen what I'd ship if I were you. Book the session and I'll pick your path, order your moves, and write the Blueprint."

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