🧭 The New AI Org Chart + Navigating Mid-Career Pivots

+ 📆 Two upcoming events next week: Join our first-ever Pivot Coaches Panel on April 24, and the Intro to Agentic AI for Solopreneurs workshop on April 23

Hi Friends,

I started reading Open to Work: How to Get Ahead in the Age of AI this week, by LinkedIn president Ryan Roslansky, co-authored with “Chief Economic Opportunity Officer” Aneesh Raman.

Although I find LinkedIn’s humble-brag social feed grating, stuffed with self-promotional slop long before AI even existed, I figure these two fellas are pretty plugged into how team members can pivot around rapidly unfolding new developments in Agentic AI.

Even in their earliest days, scheduled agents are now increasingly capable of completing routine high-level white-collar work—quickly and with incredible quality (I am experiencing these results myself in my own business), particularly with roles and tasks relating to monitoring, coordinating, and reporting.¹ They write:

“AI won’t replace you at work, but someone using AI likely will. Maybe not today or tomorrow. Maybe not this year or even next. But eventually. And if you wait for eventually, it will be too late.”

That depends on what field you’re in, of course. Roslansky and Raman offer a Five C’s framework of what will be uniquely human moving forward; not in isolation, but in combination (emphasis mine):

We landed on five capabilities, focusing on the core inputs that each of us can develop individually and that, in many ways, enable everything else: curiosity, courage, creativity, compassion, and communication. We call them the 5Cs. The 5Cs make us better teammates and sharper thinkers. Together, they’re the engine of human innovation.

“These aren’t five separate items on a checklist,” [neuroscientist Vivienne Ming] said. “They feed each other: Curiosity without courage leads to inaction. Creativity without communication remains a private hobby. Compassion gives our work purpose.”

For more on this, I also recommend Jeremy Schifeling’s book, Unbreakable: How to AI-Proof Your Job Search, Career, and Future—thank you to Pivot coach Laura Sheehan for the rec! Jeremy offers the HUMAN acronym for what to focus on in the years ahead, breaking down what makes a role most AI-proof:

• High-stakes decisions: Will someone die/lose millions if you mess up?

• Unpredictable situations: Is there fresh chaos to manage every day?

• Managing relationships: Are there actual humans involved?

• Aesthetics and creativity: Does performance hinge on taste or ideas?

• Needs presence: Is in-person work required?

The AI Daily Brief podcast covered a March 31 post by Block Cofounder and CEO Jack Dorsey, “From Hierarchy to Intelligence,” on what the new org chart might look like, and some companies are already including AI Agents in their org charts, too.

It’s all head-spinning and happening so quickly, requiring ever more agility—what you, Pivoters, who I call high-net-growth, are already best at :)

Join us to talk about all this and more . . .

📆 Upcoming Event: Panel on Navigating Mid-Career Pivots

Friendly reminder that you’re invited to our first-ever Pivot Coaches Panel on Navigating Mid-Career Pivots coming up next week on Friday, April 24 at 12 p.m. ET!

I’ll be facilitating a fireside-chat style conversation with Cherie, Laura, and Taku about some of their biggest blessings-in-disguise, burnout, how they handle work plateaus and setbacks, the unique challenges of making mid-career changes, and how we’re incorporating AI into the work we do while also helping others traverse an economic landscape where the map continues changing under our feet with every step. ​We’ll also revisit the Pivot Method, helping you double down on what’s working so that you can set up small, resonant experiments to help you pilot what’s next.

Speaking of what’s next . . . in addition to the upcoming Pivot Panel, here’s what’s shakin’ over at Free Time with Jenny Blake:

📆 Upcoming Free Time Events

• 🤖 As I shared above, my mind is truly blown with what’s happening in the Agentic AI space, especially as I experience first-hand how much more time we can all set free. If you’re a bit intimidated but curious about the rapid developments in this space (particularly with Notion’s Custom Agents and Claude Desktop’s Code and Cowork), my colleague Alex Sherwood and I are hosting a free Intro to Agentic AI for Solopreneurs workshop on April 23 to help you get dive in with more confidence:

• 🐿️ Back by popular demand! If you have big creative ideas bubbling, but your notes are scattered across various apps, browser tabs, voice memos, notebooks, and forgotten fragments you thought you’d remember but don’t—join the upcoming Create Your Idea Collection Systems course on April 30 and May 1. This course is best if you already use Notion or are eager to learn; I’ll also share how their continuously-evolving AI features can help you tag and process notes in bulk, set up Custom Agents to summarize your weekly saves, and more:

📍Looking for 1:1 support with pivoting with and around AI?

Book a free intro call with one our Pivot Coaches! Here’s how it works:

1. Check out their bios here, then

2. Fill out this interest form letting us know if you have a coach preference

3. We’ll reply with the booking link for a free 30-minute get-to-know-you call :)

If you need help narrowing down the best fit, we’re happy to weigh in! Send us a note at hello@pivotmethod.com.

We’re wishing you well with all of your Pivots-in-progress, and we hope to see you at one of these April workshops!

1. The AI Daily Brief podcast offered a great summary of the Block article linked above, From Hierarchy to Intelligence (March 31):