The LibrePlanet Ontario group held a meetup in Toronto on 22 Sept 2014 and some of the topics discussed were how to start and grow a free/libre software group in Canada, and specifically in Ontario.
The wiki page has been cleaned up and looks a bit more lively. Another meetup was held a few weekends previous to this one, as a joint meetup between the TorontoCrypto and Ubuntu Canada and LibrePlanet Ontario groups.
A cool idea that was presented at the group is the idea of presenting and allying with other free/open source software groups. The fact of the matter is that all these software meetups for both developers and users exist and they rarely mention the issue of software freedom and the benefits of free/open source software. For example, the Drupal and WordPress groups have been happening for years and sometimes there are presentations about why the open source model of development works well, and why the GPL is a good license to use.
At other meetup groups, such as ones for AngularJS or ones related to big data or to other software, the issue is never mentioned. For lots of developers and users, software freedom just doesn’t come up, and they aren’t exposed to the idea that you don’t have to be locked into a vendor and that you don’t have to lock others in with proprietary software development or usage. A simple 10 minute presentation offering examples of why you should use, develop and otherwise support free/open source software would do a lot of good.