I've been trying to answer the question I pose in the title for a long while now with "Smalltalk Daily", the weekly podcast "Industry Misinterpretations", and the periodic videos that come out. As it happens, you can subscribe to all three in iTunes (or in any other podcatching software) - they're all listed in the iTunes store (search for Smalltalk in the podcast section) - but I'll list the basic urls below, which work with iTunes and any other software that tracks podcasts:
Especially with Smalltalk Daily, I try to point out how to solve everyday development problems using our products. I'm always open to suggestions for new topics, for any of these services. Just drop me an email!
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smalltalk daily, industry misinterpretations, video