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Interview Tip: Passion will Win the Day

Although I attended the event below on behalf of my employer Twilio, this is not necessarily their position on this topic. I write representing my own opinion and thoughts.. Last week, I was tapped to...

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Vocabulary for Startups – Part 1 of N

I was recently invited to get an opening talk at Startup Weekend Houston specifically on customer validation. I enjoy developing interview questions and actually talking with potential customers, so it...

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Recruiting Investor #2

In the past couple months, I've chatted quite a bit with different startup founders. Most were non-technical people looking for a developer to expand what they have (rare) or build it from the ground...

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The Brand Strategy Canvas

I’m not a branding strategist. I am not a designer. I came into technical marketing through the backdoor of developer evangelism. In terms of my own approaches to marketing, I have reasonably good...

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Building Version 1 is Dangerous

Building software is hard. You have all the fun of being excruciatingly specific in certain situations, incredibly general the rest of the time, and expressing all of it in a language that isn’t your...

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On Job Titles at Startups

I’ve worked for organizations of every size, from being employee #1 to starting at #25 to a massive US federal department. Further, I’d advised companies starting from a single founder to a couple...

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That Conference Panel on Entrepreneurship

Late last summer, I participated in a panel discussion at my favorite conference of the year: That Conference. Wait, which conference? That Conference! Now that we have that out of the way, let’s dig...

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Let’s be honest. Startups suck.

Every day, you put yourself and your ideas out there and get shot down. If you’re bad at it, you get shot down again and again until you finally give up. If you’re good at it, you get shot down again...

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How Unprofitable Companies IPO

Disclaimer: In this post, I describe business models of tech companies where I hold positions. Don’t use this to draw conclusions about any specific company or rationalize any particular investment....

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My Startup is Broken

Whenever I advise (or join!) a startup, one of the first conversations goes something like this: “Oh man. Everything here is broken! It sucks! There’s so much to do and not enough people to do it....

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