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David Sherry

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The Maze of Opportunity Toward Your Goals

When we set goals, we try and navigate our way to them like a maze. In this maze of progress, we are met with a mixture of all types of interesting people, opportunities, insights, and obstacles along the way. When done right, any path, toward any goal, reaps a variety

The Maze of Opportunity Toward Your Goals
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Seeing Your Inbox as a Gift

Email – the dreaded inbox – can be a source of stress for many. You wake up and the first thing you do is see what you need to respond to. Obviously, that's not a great way to own your own time and attention. I was caught doing this myself, leaving emails

Seeing Your Inbox as a Gift
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Life By Invitation

No one is successful alone. Everyone is interconnected and interrelated. The majority of our modern lives are supported by others. The grocery store is a cornucopia of interconnected supply chains, deliveries, crops grown...It's only now that it's breaking down that we're seeing how much comes together to make our

Life By Invitation
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The best (unknown) business books for entrepreneurs: Badass, Making Users Awesome

As entrepreneurs and creators in the market today, we desperately want to stand out. But what is it that differentiates a product or service from its competition? Is it marketing? Is it timing? Is it luck? Is it quality? This book, Badass: Making Users Awesome by Kathy Sierra, pulls back

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Maintaining Boundaries + Independence as a Creative

A few weeks ago, I wrote about how founders can stop micromanaging their creative employees and instead create the conditions for creators to do their best work. Today, I want to talk about the other side of the coin - how creators can avoid being micromanaged and build client relationships

Maintaining Boundaries + Independence as a Creative
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Getting the Most out of Managing Creative Talent Without Micromanaging Them

Creators hate to be micromanaged. I've hired dozens, if not hundreds, of creatives—photographers, videographers, illustrators and other creative types—so I’ve really had to consider how to manage creators so that I get the best possible result and they have a great experience working with me so they

Getting the Most out of Managing Creative Talent Without Micromanaging Them
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Learning (Active) Listening

With all of the distractions we face today, it's tough to truly be present with people. It's common to struggle to really listen and put our full attention on others in a conversation: * We get stuck in our heads unfocused, daydreaming. * We get distracted by things going on around us.

Learning (Active) Listening
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Planning Your Time (Mondays)

If time is your enemy, it plans you. If time is your friend, you plan time.

Planning Your Time (Mondays)
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Career Transitions, and Getting Excited for Work Again

I never was that clear on what I wanted to do growing up. I studied economics, but it wasn't until I found startups that I really started honing in on what I wanted. Actually, it wasn't until I actually ran a startup that I figured out the career path I'm

Career Transitions, and Getting Excited for Work Again
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Online Education and the Reskilling Boom

I have been spending more and more time on Youtube, Skillshare, and other online platforms. A lot of what I’m doing there is learning. If you do it right, you can train the algorithm to work for you [https://davidsherry.substack.com/p/turn-your-filter-bubble-into-a-classroom?s=w] , rather than pull

Online Education and the Reskilling Boom