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Ask vs. Guess Cultures


Ask vs. Guess Cultures

Newsletter for Software Engineers and/or Software Developers 34

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This week: Why you should expose developers to customer pain, how to build the perfect release deck, a culture clash that often goes unrecognized, how to (effectively) ask engineers questions


how companies can ship high quality software faster


Faster, Better, Cheaper

James Sinclair on how companies can ship high quality software faster—by exposing developers to customer pain.

Read the full post →


How to make a kick-ass software release deck


The art of the release deck

John Witchel, founding CTO at Prosper, with a practical guide to building the perfect release deck—so you can communicate effectively and help the rest of the company quickly understand the updates your team has made.

Read the full post →


how to tell whether your engineering environment is an ask or a guess culture


Ask vs. Guess Cultures

Have you ever been told you’re “too direct?” Or, on the other side, do you think others are often too confrontational? Katherine Wu, an engineer at Heroku, on the differences between Ask vs Guess Cultures—a clash that isn’t often recognized, yet causes quite a bit of tension and frustration.

See the slides & the talk →


how to communicate with your engineers effectively


How to Ask Questions The Smart Way

Engineers are notoriously hostile to people who seem to be unwilling to think or to do their own homework before asking questions. Eric Steven Raymond on the smart way to ask a question in order to get a rapid and responsive answer.

Read the full post →



Ben Thompson is a co-founder at GitPrime where he leads design and customer experience. He is a Y Combinator alumni, with a background in product design, branding, and UX design. Follow @thebent on Twitter.

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