TLDR Founders · MISCELLANEOUS

THE TRENDERPRISE

benn.substack.com3 min read

Summary from the TLDR Founders newsletter

The paradox of enterprise software lies in its buyers not being its users. While employees despise Jira's clunky interface and complexity, management keeps buying it because it serves their needs for control and customization. However, this dynamic is shifting - modern startups now target users directly, building tools people actually want to use and forcing IT to adopt them through bottom-up growth.