Stripe’s grown a bunch over the last few years. While most things change at scale—you can’t, say, have every API call sent to your inbox anymore—there are some particular values we’ve worked hard to keep. Learning from our users is at the forefront of those values.

In this talk, I’ll dive into some things we’ve tried early on and recently to keep our users’ needs in mind. At the core of all this is the premise that our users’ happiness is everyone’s job at Stripe. Our support team helps make that possible so we all stay in touch with what’ll benefit our users as we grow.

Hope you enjoy the talk – I’d love to hear from you either way! I’m @sch or michael@stripe.com.

Hobbyist Helping

When I first started learning to code I’d hang out in the PHP freenode room, look out for questions I didn’t know the answer to, then try to figure out how to answer them. People who knew way more than me were already generously helping people, so I turned it into a sort of personal game—could I get the answer before anyone else? But it was a low stakes game: even when I ‘lost’, I still won, 'cause I’d get to learn the answer anyway.

I’ve had the opportunity over the years to keep doing this, and the fringe benefits are plentiful. Back in that PHP room, I got my first paid programming gig just because I was helping so much1. Hanging out in the Stripe Campfire room many years later, I learned ColdFusion on-the-fly to help get someone’s site up and running2. And now internally at Stripe, where I like to spend my downtime paging through Slack rooms and looking for questions, answering questions helps me meet people I otherwise wouldn’t work with much, and get a glimpse into how they work.

All told, I usually learn at least as much as the person whose question I’m answering. Every question teaches me how to become a better researcher, shows me the different types of questions I could be asking, and lets me to take on a wider variety of projects than I’d otherwise know how.

Next time you find yourself with some downtime, consider giving hobbyist helping a whirl! (I’ve found it to be an especially good substitute for triaging my inbox a third time :-) And if you want to chat more about any of this, I’d love to hear from you! Drop me a line @sch or m@mschade.me.


  1. Incidentally, and at the time very embarrassingly, the client figured out a couple weeks in that I was 13—turns out it was pretty obvious over the phone 😳 But hey, they still paid me! I owe them a ton for giving me the confidence to pursue engineering as a career. 

  2. Aaand am now listed in our internal dev support documents as a ColdFusion expert >.< 

Lord Henry, Oscar Wilde on youth

From The Picture of Dorian Gray

How tragic it would be if you were wasted. For there is such a little time that your youth will last–such a little time. The common hill-flowers wither, but they blossom again. The laburnum will be as yellow next June as it is now. In a month there will be purple stars on the clematis, and year after year the green night of its leaves will hold its purple stars. But we never get back our youth. The pulse of joy that beats in us at twenty, becomes sluggish. Our limbs fail, our senses rot. We degenerate into hideous puppets, haunted by the memory of the passions of which we were too much afraid, and the exquisite temptations that we had not the courage to yield to.

– Oscar Wilde

How Facebook could be amazing for photographers

I recently ended up on a two week vacation, took some photos, and was excited to share them. I went straight to Facebook since all my friends are there – turns out, Facebook isn’t so great for photographers!

We all know it’s fine for people just posting snapshots, but as someone who spends a bunch of time practicing photography, Facebook makes it hard to build a body of work. Flickr solved this problem a decade ago, yet people like my friends aren’t checking Flickr these days. If you’re not actively into photography itself, you probably aren’t either.

I tried a compromise—organizing all my photos on Flickr and sharing them to Facebook—but that’s no good either. The best option involves posting links to Flickr one-by-one on Facebook, which divides conversation and loses all the viewing and sharing UI—and engagement—Facebook has honed in on. Similar services don’t seem to address these problems yet either.

It seems having the best audience doesn’t mean having the best tools. But I think Facebook could get there:

Even just making a few of these changes would give photographers reason to take Facebook as a medium seriously. And if Facebook can get this right, things like Graph Search—which offers an unprecedented way to find content through your network—would be killer for professional photography discovery. Add advertising and commerce to the mix, and you have a real platform for photography businesses.