Doug (Menace), CJBob (Bob) and Adriano (Drano) have pretty much covered everything.
My story isn't very different than Drano's. (I've only been in 1/2 the time Drano has been though)
Members like Walt (Brewmanager) brought me into the online World, then introduced me to Mike Wong, Menace, Monkeybug and Drano and it was game over. We traveled, participated, wrote, collected, fixed, bought, sold, played and most importantly met people all over in the hobby.
Personally, I don't have the same time anymore to travel anywhere at anytime to grab a game. For a very long time (3+ years of journey's, I did though) and wrote extensively about the process. The award for travel lately goes to Reg (Bigbossfan) and Jason (Williamsfan) who still travel the roads in pursuit of that next or last pin. Anytime, anywhere, and they are not alone in doing this. The point I am making is that they (and many of us) have and will travel anywhere to get that specific title that is wanted or desired.
The seasons of pinball certainly flow around exactly how Drano describes it. In ON/QC, a lot hinges around Mid-September activity and the gathering of many of us from Montreal, Toronto etc. congregating at the Ottawa pinball show. For eastern US travel, this same group of many of us from Montreal, Ottawa, Toronto, London, Kitchener Waterloo, etc. all travel to Allentown PA in early May. These are shows where we can compete in competition, but also buy and sell and trade and pre-arrange pin purchases from new to project at this event.
All the best in participating. You will meet more of us at those 2 events than any others in the year. They are far enough apart that many people try to make those 2 events and plan their calendars around them. Get out to league play in our major areas listed above as another opportunity.
All the best.