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When Should You Start Following Your Big Dream?

One of the great gifts that comes with the work I do is that people share some big and tender questions with me. I’m always humbled by the experience of hearing them, because it’s such a vulnerable thing to open up and share the stuff we are wrestling with. I received an email recently from [...]

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Moms Like Crosswords, and the NYT is ON IT.

Picture of someone playing the NYT Crosswords app on an iPad

Dear New York Times Crosswords marketing team, As an avid NYT Crossword aficionado, you can probably imagine the delight with which I opened your email with the subject line, “Announcing the Mother’s Day Collection.” The thought sequence sparked by that subject line alone went something like this: OMG, imagine if on Mother’s Day, my partner [...]

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What Men (and Everyone, Really) Can Do To Support Gender Equity in Tech

Architectural photo of a glass walkway between buildings

A thoughtful reader recently asked about the role of male allies in solving the gender imbalance in the tech industry: As a guy in the tech industry, I honestly don’t know how to fix most of the issues… I do want to help, but like many other guys I don’t know the best way to [...]

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Diversity Messes With Your Culture… And That’s a Good Thing

Photo of birds perched atop a street lamp - ten facing away and one facing the camera

One of the real challenges of diversifying your team is that – at the risk of stating the obvious – your workplace is going to feel different, because it will include more difference. And that’s not always a comfortable feeling. I see small companies struggle with this all the time. For a small team, every [...]

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Once And For All: Tech is Not a Meritocracy

Photo of skimming cream off the top of bottled raw milk

This piece originally appeared on Quartz, but I’m quite proud of it, so I’m republishing it here. I’ve had it with meritocracy. Not because it’s not a wonderful concept. Of course it is. My problem is with the belief many people seem to hold that the world (or some part of it) is already a meritocracy, [...]

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How to Fire Someone with Compassion and Respect

Photo of a flower in a vase on an empty office desk

A note about this post: None of what follows is a legal opinion; I’m not a lawyer, and I haven’t run this past a lawyer to see whether I’ve held to the letter of the law in my recommendations. I recommend you consult legal advice before terminating any employee, whether for cause or otherwise. My [...]

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Moving Into Purpose: When Going With the Flow Stops Working

Photo of a river and waterfall, by Tom Gill

Yesterday, I spoke at Ubizo, a conference for small business owners workshopping business challenges with peers and mentors. This is the written version of the talk I gave, which is a little different than the version I actually gave. I was asked to speak about a challenge I overcame in my entrepreneur’s journey. It’s about [...]

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On Marissa Mayer’s Disavowal of Feminism

Photo of Marissa Mayer holding a microphone, onstage at Le Web 2008

I wrote a short, and necessarily incomplete, piece for Quartz on Marissa Mayer’s statement that she’s not a feminist. You can find it here. I struggled to write it, because I knew I was leaving so much context out – and therefore leaving myself open to misinterpretation. So I am expanding on it here, to [...]

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Should You Take (or Keep) the Job? Use This Checklist to Decide

Photo of a pros and cons list for staying in a job

Two days ago, I was copied on an email from someone who is struggling with whether or not to stay at a company where she is the only woman, and the environment is fairly hostile. She wrote seeking advice: Should I stay, should I go, should I try to recruit more women and create a [...]

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Inclusivity Is Not A Double Standard: Why Forbes is Wrong about Women in Tech

Photo of participants at Hacker School 2012

Everybody’s talking about Etsy’s success in recruiting women engineers – they’ve increased the number of women in their engineering department by 500% in one year – and that’s awesome to see. I wrote a post about them last summer, discussing the key lessons I thought other tech companies could learn from their approach, and it [...]

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