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Weekly Quote: Scott Galloway on Taking Uncomfortable Risks

"Nothing really wonderful can happen to you unless you take uncomfortable risks." -Scott Galloway

This week’s quote comes from professor, author, and podcaster Scott Galloway on a recent episode of Pivot when asked to offer advice to someone turning 30.

After my second child was born, I adopted a bias toward action. I have a family that needs me to take calculated risks, and I know that ideas I think are worth exploring will go nowhere if I don’t act. What’s the worst that will happen? I might fail or be embarrassed. Who cares? I have more perspective now, and I often consider the words of Kara Swisher, Scott’s cohost on Pivot and a well-regarded journalist, that we will not be here in 100 years.

Take Galloway’s advice. Don’t be foolish, but know that being uncomfortable can be the ticket to transformation.

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Weekly Quote: Morgan Housel on the Journey of Ideas

"If you have an idea but think someone has already done that," just remember there are 1,010 published biographies of Winston Churchill

This week’s quote comes from Morgan Housel on LinkedIn. Morgan is the author of The Psychology of Money: Timeless Lessons on Wealth, Greed, and Happiness.

Remember this quote the next time you’re setting out to do something. You are rarely “first” to a concept, and your work isn’t immediately invalidated if it’s been explored previously. People interested in you want more of you, and you’ll undoubtedly bring that through your perspective. Part of the success in anything is how you get to the result. Act as an authentic guide for your reader or audience on the trip; it won’t matter how often the road has been traveled because you are there with them.

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Weekly Quote: The Daily Creative on Communicating Expectations

"The vast, vast majority of conflict in the workplace is the result of missed expectations." The Daily Creative by Todd Henry

At the end of 2022, my friend Jim Eagar, the writer behind the Original Mac Guy, shared a few quotes from the Daily Creative: Find Your Inspiration to Spark Creative Energy and Fight Burnout by Todd Henry. The ideas resonated with me, and I started the new year by adding this book to my daily reading habit.

Except for my current hiatus from work as a stay-at-home dad, I've spent the last couple of decades leading people. One of the most important lessons I have learned about developing team dynamics and reducing frustration and confusion is if expectations aren't shared with clarity and agreed upon by all involved, it's mostly down to luck whether the message will get through. I've yet to speak to a senior leader or read any books on leadership and personal development that follow that technique, and unsurprisingly don’t recommend it here either.

If you’re asking someone to do something, it is your responsibility to make sure there is a conversation and the expectations are clear, otherwise any conflict that may arise is on you.

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Weekly Quote: Philip Glass on Getting Better

Here’s a helpful reminder as we approach the new year from the composer and pianist Philip Glass. If you have things you want to start doing or get better at, pursue them. Be consistent and work towards small growth over time. When you fail or make a mistake, keep going.

Practice makes progress has been a recurring theme for me this year, and I know it will be on my mind in the year to come. I encourage you to adopt that mindset too.

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Weekly Quote: Ralph Waldo Emerson on the Urgency of Kindness

This week’s quote comes from the influential 19th century American poet, essayist, and philosopher Ralph Waldo Emerson.

This is a fitting quote to share as we celebrate time with family and friends, some of whom we only see a few times each year. Remember that being kind can change the trajectory of someone’s day and can make you feel pretty great in the process.

Happy holidays, everyone!

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Weekly Quote: Simon Sinek on Influencing Human Behavior

"There are only two ways to influence human behavior: you can manipulate it or you can inspire it'". Quote from Simon Sinek's book Start with Why

This week's quote comes from the book Start With Why by author and public speaker Simon Sinek.

Manipulation is the antithesis of compelling motivation. It is the betrayal of someone's trust and the intentional misunderstanding of empathy. At its worst, it is lazy and mean-spirited. When it's happened to you, you remember. How did it make you feel?

Inspiration is built through meaningful connection. It takes time and transparency. You build it by showing up consistently, listening, and taking action based on what you hear. You grow it by delivering on your promises and apologizing when you make mistakes. It is offering grace while being tough and fair. It's giving everyone an extra break during that really tough week regardless of whether you are supposed to. It's knowing those around you and advocating for them in the meetings they aren't invited to.

As you read these words, you probably already have a picture in your mind of at least one person who has inspired you. See, you remember these people too, and for much better reasons. Now consider this idea: they became better because you allowed them to shine and help guide you.

The best part of inspiration is that it is omnidirectional, and people thrive within its proximity. If you authentically inspire those around you, get ready. You will earn a reputation, and people you don't know will start showing up at your office door because you are a rare gem, and they want to see you shine too. Welcome them, and know that you will be made better every time you do.

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Weekly Quote: Ryan Holiday on Preparing for the Hard

This week’s quote comes from Discipline is Destiny by Ryan Holiday.

Setting expectations about something is a big part of managing the outcome. If you assume it will be easy, and it isn’t, that will be much more complicated than if you’re ready for a challenge.

The good news is that most of the time, things aren’t quite as hard as you expect. Still, if you put the time in and study for the test, you’re bound to do better regardless of the actual difficulty level. Over and over, you will find that practice makes progress, and preparation is the winning strategy for most of what you will encounter.

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Weekly Quote: Daniel Pink on Gratitude

"Gratitude - with its mighty combination of meaning and social connection - is a mighty restorative."  Quote by Daniel Pink from the Book When

This week’s quote comes from When: The Scientific Secrets of Perfect Timing by Daniel Pink. It is Thanksgiving week in the United States, and this felt like the right quote to share around a holiday that has turned into a time for reflection and appreciation for so many of us.

Dan ends each chapter of When with a collection of relevant tips called the Time Hackers Handbook, and this quote is pulled from a section dedicated to taking restorative breaks. One way to find restoration is through expressing gratitude, which can be done by taking ten or fifteen minutes to write a few thoughts of appreciation or reach out to friends, family members, or colleagues to reconnect or say thank you. Doing this can improve your mood and strengthen your network at the same time. People want to hear from you, despite what that voice in your head says. Reaching out to someone you haven’t spoken to in a while rarely results in anything but happiness.

At the end of every day, I spend a few minutes writing in my gratitude journal. It’s a small act with outsized results. These short entries sometimes spark a note to a friend or family member or introduce a new way of thinking about a situation that provides clarity and some perspective. There is plenty of science behind this idea too. From a Harvard Health article on the subject:

In positive psychology research, gratitude is strongly and consistently associated with greater happiness. Gratitude helps people feel more positive emotions, relish good experiences, improve their health, deal with adversity, and build strong relationships.

I encourage you to start a gratitude journal. It doesn’t take a lot of time to do, and has the power to help you feel that sense of mighty restoration that this quote references. You don’t need a fancy journal. Just a notebook or even a notecard will do. Every day, record the date and then write about something for which you feel gratitude. After doing this for a few weeks or a month, take a look back, and you’ll feel an extra boost from your collected gratitude and that will fuel your momentum to keep going. Gratitude engages something special inside of you. Make sure you’re listening to what it’s teaching you because you will be better for it.


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Weekly Quote: Ryan Holiday on Good Deeds

"Do the hard good deeds."  Ryan Holiday, from Stillness Is the Key

This week’s quote comes from Stillness Is the Key by Ryan Holiday.

The context here is bravery; the reward for hard work internally is a strong sense of accomplishment and inner peace. Externally, pushing past the easy choices can impact those around you by showing them what you’re made of and how much they mean to you. Be brave, and inspire those around you to follow that path.


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Weekly Quote: Steven Pressfield on Boldness

"Whatever you can do, or dream you can, begin it.  Boldness has genius, magic, and power in it.  Begin it now." - The War on Art by Steven Pressfield

This week's quote comes from The War of Art: Break Through the Blocks and Win Your Inner Creative Battles by Steven Pressfield. If you're trying to accomplish anything, specifically something creative, you should read this book.

The advice to start "whatever you can do, or dream you can" now, is wise. Waiting for the perfect time to start represents your fear, a desire to manage risks and avoid failure. You cannot have any outcome until you begin, whether it is developing your workshop, writing your novel, or building your app. As Pressfield writes, you gain strength through your boldness. There will be failures, and your courage will help you continue through.

Don't wait. Start right now. Show your work, even when it is a little rough, and people will be there for it. They will forgive the inevitable mistakes because what you have to say is valuable, and your voice outweighs some minor imperfections in your video or on your blog. Remember, perfect is the enemy of the good. Get started, and be brave.


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Weekly Quote: Steven Johnson on Where Good Ideas Come From

'Being right keeps you in place.  Being wrong forces you to explore."

This week’s quote comes from Steven Johnson’s Where Good Ideas Come From: The Natural History of Innovation. This title came up during a review of another book in a recent Charter Newsletter, and I decided to check it out.

The quote builds on an idea I’ve been thinking and writing about since I started this site, that you learn and grow much more when things go wrong. The idea that mistakes are the language of growth, that we build ourselves through productive struggle and not when things are easy, is such a big part of our personal development

if you’re doing some form of daily review in your journal, I encourage you to ask yourself what went wrong or was especially hard for the day. You can learn a lot from this, particularly how you react against external inputs, which are often beyond your control.

If you examine those reactions, you’re very likely to learn something, particularly if you look over time at trends that may appear. Taking that information and considering how you can build from it is a concrete step in making positive personal improvements.

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Weekly Quote: Ryan Holiday on Focus and The Muses

It's just a fact.  The muses never bless the unfocused.  And even if they did, how would they notice? - Discipline is Destiny by Ryan Holiday

This week’s quote comes from Discipline is Destiny by Ryan Holiday.

Focus can be hard to find. There have always been distractions, but they’ve gotten much louder thanks to the tiny supercomputer in your pocket or bag.

Modern tech is a wonder. The Internet has changed our lives and given us so much. Yet, it takes effort to avoid the pitfalls of the always-on data firehose, with apps designed to keep you swiping and engaged, watching, and captivated. Sometimes, there's not much difference between being captivated and captured save for a bit of charm.

It may be something else too. Perhaps your time is not your own anymore. You are busy being a parent, working two jobs to pay the bills, or acting as a caretaker for a family member because they have no one else. When the day ends, you are too exhausted to do anything aside from preparing for the next challenge.

Regardless of what is pulling at you, try to find some time that is yours. Doing so will help you manage your stress and gain perspective. Put your phone away, Take a few deep breaths, daydream a little, go for a short walk, or even write in your journal. Give yourself space to think and listen carefully to what comes to mind.

Make this time a priority. Practice putting the distractions and burdens of life in a metaphorical box, knowing that they will be waiting for you when you're done, and gift yourself one of the most priceless commodities, a little time.


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Weekly Quote: Angela Duckworth, Author of Grit, on Potential

"Our potential is one thing.  What we do with it is quite another."  A quote from Grit by Angela Duckworth

This week’s quote comes from the book Grit: The Power of Passion and Perseverance by Angela Duckworth. Duckworth is a professor of psychology at The University of Pennsylvania and a researcher, author, and co-founder of Character Lab, a nonprofit working to advance scientific insights that help children. In addition, Angela cohosts the podcast No Stupid Questions with Stephen Dubner.

Potential is a state of readiness, and you’re probably more prepared than you realize. So, what are you waiting for? It’s time to get up and go do whatever it is that you know you should be doing.

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Weekly Quote: Dan Harris, Author of 10% Happier, on Mindfulness as an Anecdote to Living Reactively

"Mindfulness represented an alternative to living reactively." Quote by Dan Harris from the Book 10 Percent Happier

This week’s quote comes from Dan Harris, author of 10% Happier. I’ve previously quoted the former ABC News Anchor turned founder, author, and podcaster.

The story of Dan’s transformational journey is fascinating. I recommend this one on audio because he narrates the story himself, and unsurprisingly for a former professional broadcaster, he’s pretty good at telling a story, particularly his own!

Reactivity is Volatile

Reactivity is volatile and is rarely productive. You cannot plan for everything, but you do have the ability to understand and make choices about how you react.


This is a foundational element of Stoicism: Your reaction to how you feel when something happens is a behavior that you can learn to largely control. Your anger directed towards a situation at work does nothing but cause you discomfort. The situation does not care how you feel, and while the people involved may, your expression of those emotions typically does little more than inflame a situation.

Practice Makes Progress

You must exercise this ability of control, seek mindfulness, search for perspective, and avoid that volatility. You will not always be successful, but you should try anyway. The saying that practice makes perfect is a misnomer because there is no perfect. Instead, practice makes progress, and progress is meaningful.

In Stoicism, there is an understanding of memento mori, a reflection on one’s mortality. This is not meant to cause despair! Instead, take inspiration because your time is not infinite, and remembering that can help you gather the proper perspective and find a way to stay present.

The Big Idea

Mindfulness is a big idea. It’s a long road to follow. Many more metaphors could fill this space to describe how humans have sought a better understanding of the concept for millennia. Do your part for yourself right now. Read, journal, find some quiet time to think, connect with those who you love or who inspire you, and build your practice.

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Weekly Quote: Ryan Holiday on Consistency and Willpower

"Consistency is a superpower.  Day-to-day willpower is incredibly rare." Quote by Ryan Holiday from Discipline is Destiny

This week's quote comes from Discipline is Destiny, the new book by Ryan Holiday. I wrote about this book and Ryan's impact on my creative journey earlier in the week.

Another complementary theme to this quote I've encountered in Ryan's work is waking up early to get stuff done, to build the habit of consistency. It isn't always easy to wake up at 5 am to write, but it's what I've been doing regularly for the last few weeks. I'm finding real gains, personally and around the content I can create by building this time into my daily schedule. I'm also happier because I want to do this, I enjoy it, and it's meaningful to me.

I get roughly an hour before the rest of the house begins to wake up, aside from the cats who usually join me. Sometimes, one of my children wakes up early, and I only have twenty minutes, but it's still time spent moving the needle, writing a few sentences, organizing some thoughts, and maybe planning for what's coming next.

It is incremental. It is day-to-day. This is becoming a theme for me because it works. Small gains every day result in something more significant, and that is precisely what I'm trying to accomplish.

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Weekly Quote: Jan-Benedict Steenkamp on Leading People

Leadership is fundamentally about people, and people are messy creatures.  A quote from the book Time To Lead by Jan-Benedict Steenkamp

This week’s quote comes from Jan-Benedict Steenkamp’s 2020 book Time To Lead: Lessons for Today’s Leaders from Bold Decisions that Changed History. Steenkamp is a marketing professor, keynote speaker, and author. He is also the co-founder and executive director of AiMark, a global non-profit foundation focusing on sustainable brand growth.

Perspective can come from understanding that everyone has days, weeks, or even months where things aren’t going well. So the mess that Steenkamp writes about in this week’s quote isn’t necessarily the product of a malcontent’s wish to cause trouble; it can come from bad luck or a challenging situation.

People go through stuff, and it isn’t always their fault. It could be that a family member is sick and the medical bills are piling up, their child is struggling with depression, or they get injured working around the house. A leader should consider the situation as they try and help the person get through it. That person won’t always make it; some problems are too much or too overwhelming, and the job can’t and probably shouldn’t compete. If you can’t help them find the path through, allow them dignity and offer some grace as they find their way out.

Trying to help is noble. It’s not always easy and sometimes requires more from you than you might like. Remember that giving of yourself in a measured way to someone who is hurting and still wants to show up might be what keeps them going.

Regardless of what happens, you have a choice. You can be someone who helps, even if, in the end, things crash and burn, or you’re just another part of the mess. The choice seems like an easy choice to me.

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Weekly Quote: James Clear on Being Proud

"Are you proud of what you are choosing to do?" - James Clear

This week’s quote comes from a thought James Clear shared on his Instagram. James is the author of Atomic Habits (3) and the 3-2-1 weekly newsletter.

This quote created some deeper thinking about pride and how it fits into daily life, particularly in the professional realm. I’m traveling this weekend for a wedding, and look forward to sharing more in a future entry when I have some time to develop the idea further.

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Tony Fadell on Leaders Taking Ownership During a Crisis

"It doesn't matter if the crisis was caused by your mistake or your team or a fluke accident: accept responsibility for how it has affected customers and apologize." From Build by Tony Fadell

This week’s quote comes from Build: An Unorthodox Guide to Making Things Worth Making by Tony Fadell. Tony is a longtime entrepreneur, the founder and one-time CEO of Nest Labs, and the co-creator of the iPod and the iPhone.

It’s important to remember that if you are the leader, you are the one who is responsible, especially when things go wrong. In chapter 4.6 of Build, appropriately entitled Crisis, Tony lists some helpful tips for getting to the other side. The above quote is number 5, and here is the complete list with a brief description for each:

  1. Keep focused on the problem. Blame comes later.

  2. Instruct the team on the what and how, and then let them do it. Do not micromanage.

  3. You are not alone. Ask for advice from people you trust who may have experienced something similar.

  4. Constantly communicate with all stakeholders.

  5. Accept responsibility and apologize.

Making excuses or even denying that a problem exists does nothing but make the situation worse and will quickly lose the confidence of everyone around you. Crisis management has become a profession, yet anyone can benefit from having Fadell’s experience-based list. The best way to learn is through experience, so the next time you are in a crisis at work or home, grab this list. You can bookmark this page, or better yet, get the book and highlight the chapter. If you do as Tony suggests, you have a fighting chance of surviving the crisis and learning something from it.

I have two decades of operations management experience, and I can’t think of a time when saying “I’m sorry” to someone for a mistake my team or myself had made caused the situation to get worse. Apologizing humbles you, and that’s a great way to start the process of fixing the mistake and finding your way through the crisis.

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Weekly Quote: John Kenneth Galbraith on Changing Minds

"Faced with the voice between changing one's mind and proving that there is no need to do so, almost everyone gets busy on the proof." -John Kenneth Galbraith

This week’s quote comes to us from John Kenneth Galbraith. Galbraith was a professor of economics at Harvard University, United States Ambassador to India under John F. Kennedy from 1961 to 1963, and an advisor to President Johnson. He was also a prolific author of dozens of books, including several memoirs and highly regarded books about history, the economy, and society.

It’s easier and more comfortable to reinforce your current beliefs than question them. So you probably seek out information that helps support and reinforce the things you believe. Most people do this occasionally, and it takes effort to overcome.

Despite the challenges associated with rethinking, the next time you have an opportunity to do it after collecting new information, you should. It may feel difficult in the short term, but it’s worth it because you stand to gain a new and potentially more valuable perspective that can help you grow as a person.

I recommend reading Think Again by Adam Grant if you want to learn more about this idea. Adam does a lot of research on how useful it is to think like a scientist and not a prosecutor or a preacher when searching for the truth. As is usual with his books, the narrative is compelling and the argument is sound. The audiobook, narrated wonderfully by the author, also an experienced podcaster with a talent for telling stories, is worth listening to as well.

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