For me, it seems like longer sometimes. :-)
The 2-year anniversary is for the website. Production actually began at the same time this thread did, at the beginning of September, 2007.
Stalled Trek was always a substitute for not having an idea. It allowed me to have at least some focus while I was learning, since I was *very* much a newbie, too. (I only seriously began trying to learn A:M when I upgraded in February of 2007 after briefly messing around with it for a month back in 2004.) However, since it was a parody of an existing property, I kept feeling pressure from the comparison to the real thing ...and there was at least one stinging remark that I wasn't really working on my own thing.
That said, I didn't expect that The Wannabe Pirates would become an ongoing thing like this. The idea was to do a quick short film and maybe some sequels.
I think it's important to note that I'm not doing the webcomic in place of doing the movie as much as I am making sure the webcomic continues at the cost of not doing the movie. There's an important distinction there. I didn't say to myself, I'll dump the movie because it would be easier to do a webcomic. I was facing the end of the webcomic unless I kept it going and that meant not doing the movie.
In some aspects, I think doing the webcomic is harder. For one thing, it's never-ending, which means new characters, sets, props, challenges. It's not like a short film, where you can see an ending coming. And for another, once you begin, there are real deadlines. I'm at the point where I'm always less than a week away from when the strips go up on the site. It's produce or die! :-) Pumping these out, as you say, is an enormous amount of work.
But I think the rigors of doing a 5 day-a-week strip are allowing me to continue learning and growing with A:M. I certainly feel like it's given me a tremendous amount of practice with posing characters and as challenges come up, I'm exploring new features of A:M that I hadn't before (fluids, flocking, fog, etc.)
By the time I make it to the 5-year anniversary, I should be pretty good at all of this stuff. :-)