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The Hard Work of Being Human

In “Is People Pleasing Your Leadership Blind Spot?” by Eric Kaufmann in Real Leaders Magazine, a 2022 YouGov poll found that 49% of adults see themselves as people pleasers, and 92% say they act in people-pleasing ways.

When I read about common people-pleasing habits, these stood out to me:

  • Avoiding conflict at all costs
  • Softening strong messages to make them easier to hear
  • Feeling responsible for other people’s emotions
  • Struggling to set boundaries
  • Not knowing how I really feel about something

These habits have been a challenge for me and often kept me from being true to myself. It was only after facing big family conflicts and discovering the Art of Accomplishment courses that I started to see my patterns and work on them.

Now, as an interim team lead at Automattic, I have another chance to face these challenges and practice showing up as my authentic self.

It’s a journey that never really ends, but every step counts.

As Simon Sinek said:

Cats don’t have to work very hard to be good at being a cat, but it turns out that people have to work pretty hard to be good at being human.

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Ice, Ice, Baby

Recently, two of my colleagues visited Iceland for the fifth time. We chatted about our travels, and I asked about their favorite country. They turned the question back to me but I couldn’t answer.

The best I came up with was, “the one I haven’t visited yet.” I’ve been to 38 countries, and my wanderlust is still strong. The place I’m most excited about visiting is Iceland.

I’ve only glimpsed it from a plane, flying from Europe to the US. But I want to feel its raw nature: fewer people, majestic waterfalls, hot springs, glaciers, and maybe even the northern lights. I’d love to swim in the Arctic Ocean and, if I’m lucky, witness a volcanic eruption.

I recently reviewed my bucket list, removing items that no longer resonated and adding new dreams. Iceland remains, of course. I don’t yet know when I’m going to visit it but the anticipation is exciting!

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Reflections from Jerry Colonna’s Q&A

I recently watched the recording of Jerry Colonna’s Q&A session with Automattic.

Just like the first one, it was full of great questions.

A few really resonated with me.

If you were to envision the values as a voice, what do your values tell you?

What’s important for me is to have the discernment to know if my call to action is coming from my need to do something in order to make my childhood situation better or is it really a call to action make my childhood situation better? Or is it really a call to action? Or is the better course of action no action? And discernment is the ability to see clearly.

It is very difficult to know when you are taking action or doing a thing to avoid a feeling you don’t want to feel and when you are doing a thing because it’s your thing to do.

Maureen

What matters is what matters. And what I mean by that is the further, to quote Lao Tzu again, the further I get from what matters, the less I’m doing the thing I’m supposed to do.

The session made me want to read Jerry’s two books even more now — Reboot and Reunion.

P.S.: Universe, I know you are listening. I really want to do Reboot’s Foundational Leadership Training which is offered by Automattic. Please help me make it happen.

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Between the Panels: The Art of Blogging by Seth Godin and Tim Ferriss

Discovering the recent podcast episode featuring Seth Godin and Tim Ferriss was a delightful experience for me. Their combined wisdom created a synergy that far exceeded the sum of its parts. As I listened, I found myself uncovering one good insight after another.

Here are a few quotes that resonated with me:

Comics work because something happens between the panels. In panel one, Superman sees a problem. In panel two, Superman is with the villain. We don’t see how Superman got from panel one to panel two. That happened in our brain.

[…]

So what a blog post does is it says, “Here’s a sketch over here, and now I’m over there. You figure out how I got from here to there.” And by you figuring it out, the reader, you will grow, you will explore, you will be a voice in this dialogue.

— Seth Godin

What is this post for?

[…]

And the idea, if I just say to somebody, “Biceps are temporary, baseball helmet sizes are forever,” they visualize that immediately and then they’re like, “Hmm, what?” And then they want to think about what you meant by that. It’s a haiku. It’s a puzzle. It’s a shadow. Where is the light and what is being reflected?

[…]

And that is the form. That is what blogs are good at, but […] the downside is you will be misunderstood. And that is why there are no comments on my blog because people who misunderstood a post would then respond by making me feel bad, so I would overwrite and overwrite so they wouldn’t do that anymore, and then it wasn’t a blog anymore. So I had to stop. And basically, what I’m saying is if you don’t get it, ask a friend. And if they don’t get it either, come back tomorrow and we can discuss a new thing.

And I think the king of this is actually the magic of xkcd, which is a blog in graphic form.

— Seth Godin

Their insights reminded me of the joy of the vulnerability of sharing our thoughts with the world, despite the risk of being misunderstood. But perhaps that’s part of the beauty – the willingness to let go of control and trust in the reader’s ability to make connections.

Interestingly, both Seth and Tim host their sites on WordPress through Automattic, the company I work for. This connection makes me feel even more proud and inspired to be part of a platform that empowers such profound voices.

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Stealing Wisdom, Connecting Dots

I have recently finished reading “Steal Like An Artist” by Austin Kleon. The book was gifted to me in 2023 by my then teammate at Automattic.

It’s been one of the fastest reads for me, but full of thought-provoking highlights.

It’s one of my theories that when people give you advice, they’re really just talking to themselves in the past.

The best advice is not to write what you know, it’s to write what you like.

Google everything. I mean everything. Google your dreams, Google your problems. Don’t ask a question before you Google it. You’ll either find the answer or you’ll come up with a better question.

A hobby is something creative that’s just for you. You don’t try to make money or get famous off it, you just do it because it makes you happy. A hobby is something that gives but doesn’t take.

Do good work and share it with people. It’s a two-step process. Step one, “do good work,” is incredibly hard. There are no shortcuts. Make stuff every day. Know you’re going to suck for a while. Fail. Get better. Step two, “share it with people,” was really hard up until about ten years ago or so. Now, it’s very simple: “Put your stuff on the Internet.”
[…]
You don’t put yourself online only because you have something to say you can put yourself online to find something to say. The Internet can be more than just a resting place to publish your finished ideas-it can also be an incubator for ideas that aren’t fully formed, a birthing center for developing work that you haven’t started yet.

You can’t connect the dots looking forward, you can only connect them looking backwards.

Steve Jobs

Share your dots, but don’t connect them.

Thank you, Nick, for the best1 gift!


  1. The quote “The book is the best gift” is often attributed to Ernest Hemingway. However, there isn’t a definitive source to confirm that he actually said or wrote these exact words. ↩︎
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Connection — the unseen force that drives your life

I enjoyed the recent mini-series of emails by Art of Accomplishment about connection. My first course taken with them was called the Connection Course. And these emails were great reminders of the importance of connection in our lives. Hence I saved a few quotes and stories.

Connection and wonder

Two young fish are swimming along in the ocean. They meet an older fish swimming in the other direction who nods at them and says:

“Morning, boys, how’s the water?”

The two young fish swim on for a bit, until eventually one of them stops, looks over at the other and asks:

“What in the world is water?”

Connection surrounds us so ubiquitously that many of us don’t even realize we are “in the water” — we spend our entire lives swimming through it, yet are hardly conscious of its impact on our lives.

It is so unseen and so unverbalized, that we don’t take the time to understand what connection really is and how to get the connection that we really want.

This personal marriage episode by Joe Hudson is such a gem for me!

Twenty years ago, early on in my marriage, my wife invited me to an event that was really important to her.

I hadn’t realized how important it was, and I also hadn’t wanted to go, so she ended up going to the event without me.

When she came back, she was furious at me. She walked back in through the front door and just started letting me have it. I remember seeing her—and she was looking incredibly beautiful coming from the event—and thinking: “I really don’t want her to punish me.”

I desperately wanted her to stop being angry and to know that I loved her, which was the typical mode I would go into back then when we fought. And when I did that, we would spiral into a back and forth of who was right and who was wrong, both of us getting angrier and angrier.

But that night, something new clicked in me: I began to wonder.

I saw that part of me that needed her to change, that needed her to stop being angry, and I realized that I could do something else. I could simply let her be angry, and love her for it.

And so I let her be angry, and she let it out for maybe three minutes (and then she got mad at me for not reacting for maybe another minute), and then that was it. Soon, we were holding each other.

In that moment, something completely new opened up in my marriage. It wasn’t a quick fix, but it was the beginning of freedom. All of a sudden, there was new space for me to be myself, and for her to be herself.

It was this sense of wonder that allowed me to see my wife more fully, even in her anger. It allowed me to appreciate the complexity and the richness of her inner world, and set down my need to not be punished, and for her not to be angry.

How to have productive conflict

Most people shy away from tension or conflict, but tension is essential to life.

Tension is necessary for systems—including the relationships in our life—to function properly. Trust isn’t ever established until a relationship has gone through a conflict and come out better on the other side.

The mistake we often make is attempting to eliminate these tensions and smooth them over without connecting to the deeper wisdom underneath them. We try to solve it instead of connect with it.

Connecting with tension means listening deeply, seeking to understand the needs and wisdom in each viewpoint, and then using that information to build understanding.

A story by Joe Hudson:

When I was pretty young and just starting out as a VC, I found myself at a yacht club event with a guy named Brad — a successful lawyer transitioning into a career in venture capital.

It was a beautiful day and the water along the boat was sparkling, but none of us were quite able to enjoy ourselves out there.
A major disagreement had just erupted within the board of a company we invested in, and accusations were flying left and right. It seemed like certain disaster.

What Brad did next is something I will never forget.

Over the course of an hour, I watched him call up every single person on the board and do nothing but ask questions: “What do you see about the conflict? What would you do? How would you handle it?”

He listened carefully to each person’s responses and said nothing. Outside of asking a few more questions when he was curious about something, he would simply let them talk and tell their point of view.

Then, when he had made sure that he had spoken to everyone, he called everybody up a second time, and said: “Okay, based on what I’ve learned, this is the potential course of action that I see meets everybody’s needs. What might I be missing or overlooking?”

Within two rounds of phone calls around the table, Brad had successfully steered the company away from the brink of disaster.

How to solve problems with connection

Another story by Joe Hudson:

A few years ago, I was part of a men’s group with one important rule: No giving advice.

Towards the end of one of our sessions, I shared a personal problem I had been grappling with.

An old friendship I had was on the brink of collapse. Every time I tried to ask him to talk things out, he would brush it off and tell me that everything was fine. Our interactions were growing more and more tense and awkward, and I didn’t know what to do.

I shared this predicament with the group, and afterwards, asked them to ask me questions about the situation.

Going around the circle, each person took turns asking me one or two questions. By the end of the exercise, no one had shared any advice… yet I was looking at the problem with completely new eyes. I saw through many of the assumptions I had held, and I was looking at twenty new possibilities for action.


In the age of ChatGPT, having an answer is not nearly as important as asking the right question.

It’s not about how you solve it — it’s whether you’re solving the right “problem” in the first place. Getting to the right problem statement requires wonder.

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Insights from a Conversation with Jerry Colonna

I just have to share how grateful I am for what Automattic did! They set up a video call with Jerry Colonna, CEO and co-founder of Reboot and a coach highly praised by Matt Mullenweg.

Let me tell you, it was packed with wisdom!

How have I been complicit in creating the conditions I say I don’t want?

Matt’s favorite question by Jerry

Next, here are some powerful questions:

What am I not saying that needs to be said?

What am I saying that’s not being heard?

What’s being said that I’m not hearing?

What is it I don’t want to know that I need to know?

Now, [if you] hold those questions in mind and then flip over to the question [that Matt was talking about,] how have I been complicit in creating the conditions I say I don’t want?

Jerry unpacks that in this passage:

[…] when you start to do what I refer to as radical self-inquiry, one of the most logical defense mechanisms that pops up is guilt. Guilt and shame. And so what people often mistake that question for is how am I responsible for the miserable conditions of my life?

The question is complicity. And the best way to understand that is the word accomplice, right? The accomplice drives the getaway card, doesn’t stick up the bank teller. So what’s really important here is that this is a question designed to unlock curiosity about our own emotional state, our own challenges, our own struggles in this march towards adulthood. You know, P.S., I’m 60. I’m still marching towards adulthood.

It’s really important to separate out complicity from responsibility. There may be times when you’re responsible, but more often than not, the impulse to feel responsible is, as I was saying before, a kind of defense mechanism.

The second half of the question is that I say I don’t want. It is not how have I been complicit in creating the conditions I don’t want. For example, I say I don’t want to be busy. But this morning I woke up with this cold, and as a result, I canceled a trip to Nashville tonight. And I told my wife that I wasn’t going. And she said, so how do we stop you from working tomorrow? See, part of the structure of me is I say I don’t want to be busy. But boy, am I uncomfortable when I don’t have something to do. This is why it’s radical. Because it is not common for us to ask ourselves these questions. It’s much more common for us to simply complain.

Here are a few more quotes on self-inquiry, needs/benefits, and transformation:

The second level question is what benefit do I get out of the condition in my life I say I don’t want?

Carl Jung once said that until you make the unconscious conscious, it will direct your life and you will call it fate. Personal transformation, a.k.a. growth, a.k.a. growing up, can feel overwhelmingly difficult and challenging. It’s one of the reasons why most people don’t do it.

Behaviors persist because they meet some sort of intrinsic need, either at the individual level, the organizational level, or at the global level, at the community level.

When I am trying to understand why is it that I find myself in the exact same situations again and again, there’s that fate part of Carl Jung’s quote. So this entire process falls under that rubric of radical self-inquiry.

But most importantly, this is actually the path of transformation. See, just noting that there’s a problem doesn’t create transformation, but noting that there’s a problem and moving into this other realm of saying,

How does it serve me?
How does it benefit me?
What would I have to give up that I really enjoy about my life?

Because I enjoy feeling the adoration of being busy from the minute I wake up to the minute I go to sleep. You see the little mind trick I do on myself?

It’s really important to understand that cognitive awareness alone does not create transformation. If it did, none of us would be overweight. None of us would have addictive behaviors. Everybody would be perfect. The thing that creates transformation is repetition.

Here is another Q&A gem:

Q: I don’t have time to stop and reflect and do radical self-inquiry? What would your response be to that?
A: Just ask yourself a simple question as I just sort of tossed off how does it make me feel when I suddenly have two meetings canceled in the middle of the day. I’m too busy allowing life to happen to me than to put myself in the driver’s seat and say, how do I want my life to be?

The more power one has, the greater the responsibility to do the internal work so that we don’t knock over the lamp and hurt somebody over here and just roll over and, you know, create suffering needlessly. And this is true of parents. This is true of both partners in a relationship.

There’s that corollary responsibility to do that radical self-inquiry so that you are less likely to hurt somebody.

The call wrapped up with several wise reminders:

You cannot work at 110% every minute of every day. Sometimes you’re just going to go for a walk in the woods. Sometimes you’re going to treat yourself with grace.

You be kind to yourself. Take it in small steps, in small increments. Just be gentle with yourself. You know, it’s a kind of reparenting of oneself. You got a lifetime of growing up to do.

Thanks to Automattic’s thoughtful gesture, we all could order both of Jerry’s books — Reboot and Reunion — free of charge. The company cares so much about its people.

Now I have two more books to look forward to reading. I’m excited!

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Much gratitude

Today was the last group session of the Great Decisions course.

I am very very grateful to:

  • Automattic for sponsoring my participation
  • my course partner for deep and fun 1:1 sessions
  • my course group for intimacy, vulnerability, commitment, connection, and aspiration to blog
  • COVID for making Art of Accomplishment offer courses online and thus creating the very opportunity for me to participate
  • my son for being the best fucking coach
  • my wife for supporting my participation and for our conversations
  • my head for allowing my gut and heart to speak
  • my vulnerability, anger, commitment
  • each AoA staff member for every bit of the whole experience

Being alive is fucking awesome!

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Navigating Vulnerability: Bits from “Daring Greatly” by Brené Brown

My workplace recently rolled out a new perk—a premium subscription to Blinkist, a platform offering key insights from nonfiction books in bite-sized formats via 15-minute audio and text.

The first book I explored through Blinkist was “Daring Greatly” by Brené Brown. The main topic of the book is vulnerability—something I’ve been navigating lately. I highlighted several quotes I wanted to preserve:

When we’re resilient to shame, in situations where we’d normally feel shame we can instead feel the empathy of others. Since we feel shame only when we fear others’ opinions of us, we can become resilient to it by reaching out and verbalizing it. In doing so, others can then understand our fears and emotions, leading them to empathize with us, and we can then replace any feelings of shame with those of received empathy.

The following ones are great to return to as a parent:

Firstly, we must consider that children experience shame as trauma. Shameful incidents early on in children’s lives can influence not only childhood, but the rest of their lives too. Just think about times when you felt shame in your own childhood. Are they still vivid to you? On the other hand, if children don’t experience shame, they feel worthy because they are loved unconditionally and sense that they belong.

Put simply, if parents want to teach their children that they’re worthy, they must first accept their own worthiness. No child can inherit a quality from a parent that the parent does not actually possess.

These insights serve as gentle reminders of the transformative power of vulnerability and the importance of fostering an environment of love and acceptance.

How do you view vulnerability in your own life?

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What emotions are you trying not to feel?

In the second week of the Great Decision Course, I was faced with a fascinating practice. It was based on the golden algorithm (as Joe Hudson defines it) — we invite the thing we are avoiding in the exact way that we are avoiding it.

The homework began with exploring the ways to find the avoided emotions. Here’s the distilled essence:

For anything where you you’re telling yourself you can’t or it’s too hard, look for emotional experience you are avoiding.

Every time you think you have to make a big decision, there is an emotion you don’t want to feel; a consequence you’re trying to avoid.

Every time you are judging somebody or yourself, there’s an emotional experience you don’t want to have and that you can find. If you couldn’t feel judgment at that moment, what emotion would you have to feel?

Every emotional experience we avoid, we invite in the exact same way we try to avoid it.

The exercise followed a clear logic. Pick a starting point – decisions, judgments, problems, patterns, or those “I can’t/It’s too hard” situations. For each, identify the emotional consequence/experience you don’t want to feel/have. Next, describe the strategy you use to avoid that emotional consequence. Finally, recognize how that strategy actually invites the very emotion you’re trying to avoid.

Honestly, the exercise felt like mental gymnastics for me. It was as if my brain needed a serious rewiring.

Later in the week, during the one-on-one session with my course partner, we walked through rounds of that exercise. One of the rounds went something like this:


Course partner: What’s a problem you’re having?
Me: I tend to judge my partner for small things they could do better.

Course partner: What’s the emotion you’re trying to avoid?
Me: Feeling useless or worthless by not offering feedback or advice.

Course partner: What’s the strategy you use to not feel it?
Me: I consistently offer unsolicited comments.

Course partner: How does that invite the emotion you’re avoiding?
Me: Well, my partner doesn’t appreciate those comments, feels annoyed, and tells me to stop. It’s like a rejection, making me feel unnecessary…[laughing] Oh wow! Fuck!


This realization hit me hard! I shared it with my partner afterward, leading to a meaningful moment of connection. She understood that my nitpicking wasn’t about judgment but my way of avoiding feeling unneeded.