How to Build a Ship

I think great leaders inspire those that they lead not with checkboxes nor a list of things to do but instead they effectively cast vision for where they must inevitably go.

And then, with great finesse and care, they allow the desire for the journey to grow and mature to a point where it is no longer borrowed but engendered – those that once followed are now leading and they have made the mission their own.

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No Apologies Necessary

I’ve met a handful of fresh faces and new people @ BDConf and I’ve had a blast getting to know other people’s stories, their background, and where they are headed.

As I mentioned in my talk that I gave yesterday, it’s the stories that keep us all locked in and that keep us moving forward. It is powerful stories that can help excite and galvanize us into action. We need to keep telling them to others without guilt or shame or fear.

They are what they are.

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No Greater Agony

From the brilliant Maya Angelou:

There is no greater agony than bearing an untold story inside of you.

The title and topic of my keynote talk today @ BDConf | Orlando is this: On Failure. The real description didn’t make it on the website, which is somewhat frustrating but not for the reasons that you might imagine.

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The Fear of Missing Out

Something that’s crossed my path a handful of times in the past few months is this idea that I keep seeing passed around: The Fear of Missing Out, or #FOMO as many people have affectionately labeled it.

As far as I can tell Caterina Fake really propelled the idea into the mainstream more than 3 years ago and there have been many blog posts and talks about how our fear of missing out on whatever it is can be incredibly damaging to our own psyche and mental / physical health. Heck, it even has a wikipedia page.

Just think on it for a moment and you’ve probably experienced this fear as well as I have – it’s crazy the moment you name it and say it aloud, right?

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On Raincoats

I didn’t grow up wanting to be an entrepreneur. I, like most children, wanted to be a pro athlete and other such things. I can remember distinctly wanted to be a car mechanic at some point as well as someone who built bridges.

None of those things ever came to pass (at least not yet).

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Software: Never Done, Only Abandoned


I’m iterating on Leonardo da Vinci’s very famous quote about art:

Art is never finished, only abandoned.

And I believe the application (pun intended) for software makes a lot of sense. I have been thinking about this non-stop since I released publicly my small indie app for desktop publishing and blogging, Desk.

I told a friend last night how it’s been humbling me something fierce with this particular app because I have a lot of blogging and writing friends who are using it and for whom I want it to work flawlessly.

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Time Required To Find the Next Job

A long-time friend and mentor of mine once gave me an interesting equation to consider when he was helping me with my next move. I had just gotten my ass kicked as a first-time executive in a Fortune 50 company and was looking to land on my next gig with the assurance that it wouldn’t be like the last time.

My friend, being an experienced executive recruiter with decades of experience under his belt, gave me the following equation to level-set my expectations:

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