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  1. The customer is always right (so they say).

  2. The latest US-East-1 outage sparked the debate around bare metal vs the cloud.

  3. Who determines your success?

    At the end of 2012, Customer.io was running on fumes.

  4. How Change Happens

    People are impatient for things that have a slow burn.

  5. Doing things the wrong way

    Companies are lining up to do business with my friend's company.

  6. I want Slack’s growth, the disciplined efficiency of Zoom, the grand aspirations of Spacex, Front’s ability to raise investment, and Zapier’s ability to never need investment.

  7. Are you an "A" Player?

    Talking about “A” Players has always bothered me.

  8. Originally written as an internal post for Customer.io in October 2018.

  9. Duct Tape vs Building Systems

    Originally posted internally to Customer.io In the early days of a company, it’s really valuable to just be able to get things done with duct tape and glue.

  10. Building a remote company

    Building a remote / distributed company is one of the best decisions we’ve made for our business.

  11. Small changes can have big quality of life improvements Sometimes it feels like you don’t have any control over your life.

  12. We took the long way around to appreciating the value of sales.

  13. So instead of pretending to be some sort of product visionary, trying to build a billion-dollar company, I’m just focused on making Gumroad better and better for our existing creators.

  14. Rich or Famous

    Would you recognize this billionaire if you saw them on the street?

  15. One of the most powerful ways to create change in a capitalist society is to spend your money with companies whose behavior is consistent with your values.