"So it's a question of who you're marketing to. Since we're marketing to
non-Smalltalkers (quite wise since 16% market penetration is the tipping
point [1], and we're not there yet)"
If you can get Pharo Smalltalk to be what makes people feel great about using it and creating great applications with, it will succeed far more than Ruby has in 5 years ahead. We need not push our efforts and energy in labelling ( falsely ), that will give no impact / or add any value to the perception of people.
Java succeeded because it enabled many to move on to the web enabled world.. massively..
Rails succeeded because developers found it easier and simpler to bring up a complete website and maintain it than its alternatives. JRuby helped in as much Heroku did in its growth. Many developers made their fortune out of Rails..
iPad, iPhone, iPod, now android phones / tablets succeed well and truly because they enable the people to do what they want with it, make them feel great about using them too and bigger bet was developing for the Appstore and Android Market place that enabled many more to make money.
Can we move on to have a Pharo Appstore with a demand for the apps in the store ... you will see more than 16% share you will need to make Pharo big.