In this decades-spanning episode, Tristan Handy sits down with Lonne Jaffe, Managing Director at Insight Partners and former CEO of Syncsort (now Precisely), to trace the history of the data ecosystem—from its mainframe origins to its AI-infused future. Lonne reflects on the evolution of ETL, the unexpected staying power of legacy tech, and why AI may finally erode the switching costs that have long protected incumbents. For full show notes and to read 6+ years of back issues of the podcast's companion newsletter, head to https://roundup.getdbt.com. The Analytics Engineering Podcast is sponsored by dbt Labs.