Ninjas and Robots

Makes stuff. Previous: Founder of writing software Draft, CEO of Highrise. Also founder of two YC companies. Engineer for President Obama’s re-election campaign.

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I Can’t Sing

I can’t code. I can’t design. I can’t dance. I can’t get in shape. I can’t draw. I can’t give speeches. I can’t write. I can’t invent.


When I was 15 I had a friend named Patrick. We met in driver’s ed.

If you looked at him, you’d probably expect to find him in a moshpit, or playing insanely loud punk music. You’d be right. But the guy had the voice of an angel and sang in his high school choir.

One night, Collin and I pick him up from choir practice.
Collin was our 16 year old friend who we often made drive us around. Poor Collin :)

As we were driving to who knows where (some cafe to play chess and drink coffee or to Taco Bell) a song came on the radio that I liked. And I sang it a little.

That weird looking, punk rock, 15 year old kid gave me some advice that has helped shape every single thing I’ve accomplished since.

He warned me that, as I sang, I was trying to imitate...

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Write Better - Draft

I’ve been working on a new way to help people write better. It’s ready.

Too many inconvenient things get in the way of good writing.

Version control is overly complicated. Writers are forced to learn git to get collaborative edits on their documents? Git’s great. But not for writing. Collaborators end up copying my work into Microsoft Word to send me their own version. Yuck.

Finding previous versions of work is difficult. Google Docs and iCloud store arbitrary fragments making it impossible to find an old cohesive draft.

I don’t have enough friends to help copy-edit my work. My wife has a job and other important things to do. :)

And on and on.

I wanted to find solutions. I created Draft.

Version Control

With Draft, your collaborator works on their own copy without interfering with your master. You get to accept or ignore each individual change they make.





Uber for

...

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I fall a lot

I started figure skating when I was 4 or 5. It was my Mom’s idea. She wanted something of her own to do with the kids.

The first thing you learn when you’re taking skating lessons is how to fall. My sister would even stick a pillow in the back of her pants to cushion herself.

Nothing cushioned the fall she took on her chin. Blood on the ice. Stitches.


Almost two years ago I went through Y Combinator a second time (S2011). We built some pretty cool technology to help companies brand their own versions of popular games. Games like Bejeweled. Imagine if a company like The Gap let you play their version of Bejeweled, but instead of jewels they were Gap logos, and pictures of models wearing the latest shirts, and you could even win a prize.

We had people playing an average of two hours a day. I was pretty damn excited and hopeful.

But we weren’t getting enough repeat business. The...

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Design Inspiration from Svbtle - The trouble with being efficient

Being good developers and designers, we typically define reusable features like a navigation bar or a footer and include them in multiple pages of our design. In PHP we might use “includes”. In a web application framework like Ruby on Rails, we have our “layouts” and our “partials”. But too often, we prematurely reach for those tools.

Having a layout saves me a lot of time. Especially if I have to refactor something. Imagine having a navigation bar on each page but then needing to add another link in it. If the navigation wasn’t in some kind of resuable layout, I’d be opening up dozens of files just to edit the same thing over and over. 

Saving time is great for me, but is that optimization actually solving a problem my customer has?

Maybe a user is in the middle of a task, struggling to write a very important document. Do they really need to be able to logoff from this page right...

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Cohort analysis - User retention in a Rails application.

I want my actions to be more data-driven. I want to make Dave McClure, Steve Blank, and Eric Ries proud. Easier said than done.

Analytics is still a pain in the ass.

How can I tell if people are using my product, Draft? (Draft is the tool I’m working on to help people become better writers.)

I could look at user retention. Once people start using Draft, do they come back to use it again?

There’s some great software to help study how users return to your product. They use a method called cohort analysis, which breaks up users into groups of people who “activate” or sign-up at the same time and then you track their progress as a group. Do users that signup in January after one month use your app more than those users who signed up in December after their first month? They do? Awesome, those features and things you did in February might be onto something.

To use these analytics...

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Draft Preview: Uber for writing

One constant I’ve recognized in my writing is how much feedback I like to have. I’ll write an email, and I’ll send a draft to a colleague to see if it’s right. I’ll write an application to something, and get feedback from friends to see if it makes sense. I’ll write a blog post, and send it to my wife.

But being a solo entrepreneur and working alone at home, I often find myself stuck, not being able to get a friend to look at my work.

My wife can only take so much.

At the same time, I’ve gotten hooked on how simple it is to order a cab on Uber. Click a button, and a bunch of steps happen I don’t need to worry about.

So now, Draft, the version control for writing tool I’m making, has a magic “Share with an Editor” button. One click, and you can send whatever you’re working on (Christmas letter, cold email to a potential customer, blog post, etc.) to a staff of folks who can review...

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Improving Open Rates - Look like the Taxman

It’s tough to get people to open your mail. Snail or digital.

A few years ago I blogged about a restaurant in my neighborhood that sends out these crazy handwritten pieces of mail. Not just the letter itself, but the entire envelope is covered in handwriting about my birthday. It’s impossible not to open up that type of letter :)





I recently noticed a new trend around this time of year. Making a piece of mail look like it’s been sent from the taxman.





Good old Form 854-A, in bold print. This must be something important I need for my taxes this year?

Opening it up.

Nope. It’s just a renewal form for a magazine subscription.

Sneaky bastards.

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Draft. Version control for writing

I wanted to show off a preview of what I’ve been working on. It’s a better version control system for writing. I call it Draft.

As a writer, I’ve been very annoyed at my options for version control. Software like iCloud and Google Docs end up saving a lot of arbitrary junk making it very hard to find an old draft that has that certain paragraph I ended up deleting and now want back.

And when I share a Google Doc with someone to help edit it, they overwrite my master copy making it insanely difficult to accept individual changes they’ve made.

A lot of folks try to end up learning Git, which is a popular version control system used by software developers. It really is a great tool if you’re in software development. But even as a developer it’s full of headaches. Writers don’t need all this added complexity and overhead to manage versions of their work.

Draft solves this. Draft is a...

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Gamification at Jimmy John’s. Sandwich chain innovates on a commonly used game mechanic.

I bought a sub the other day at the sandwich chain Jimmy John’s, and I noticed something very innovative about their loyalty program when they gave me a punch card.

Sure they gave me the typical buy 10 subs, get one free card. But there was just one twist…

9 of the slots on the card were already punched.


Usually a loyalty program at a retail store like this is a punch card with 10 “slots” on it. Every time I buy something the cashier punches another slot. And once I collect 10 punches I get a free something.

The premise of punch cards like this is to play on a commonly used “game mechanic”. Humans like to collect things. We like to finish things. If we know we have something that’s incomplete, it nags on us until it’s accomplished.

“Hmm, I shouldn’t go to McDonald’s today. I only have 3 more lunches to buy and I’ll get my free one,” someone hopes his customers are saying.

But...

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New Business Ideas: Alienate people

We once went into a meeting with someone who had gotten hold of some market research data from Ocean Spray. She said that they had tested guava as a flavor and decided that the name evoked negative images for people. We looked at each other and said, ‘OK, we’re making it.’ Now it’s one of our top sellers.

Tom Scott, founder of Nantucket Nectars (via Upstart Start-Ups!)

Tom Scott shares a great piece of wisdom on where to find new ideas. Start looking for stuff that the mainstream doesn’t like. You can find a gold mine.

Look at things like hot sauce. Oysters. Malört.

That’s what most people look like drinking Malört.

Me? I love the stuff. We drank a bunch of Malört at the Obama campaign. Most did it just to say they tried such a terrible thing once in their life. But a couple of us did it because we love bitter drinks. (There’s another great bitter liqueur, Cynar. I like...

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