Agree that it's something that SE might not be able to do but it's an idea thrown out in case it is possible.
As for not having the housing quests done - I don't think that's going to end up an additional bottleneck. Someone who's doing one of those quests when the servers come up will likely be doing it because they intend to be buying a plot or purchasing their lottery entry immediately. They would in the wards regardless and that crowd is going to be broken up between the 24 different wards. Most players do not care what ward number they are in, they care about the plot location. If they try to get into ward 3 and it's full, they can always choose ward 19.
Don't think that many are expecting the timers to be there (unless they're new to the game and haven't experienced a ward release).
What they're concerned about is getting locked out of housing because they couldn't log in the exact second the server came online so by the time they're able to log in, what they want is gone with no chance to get it (and everything else might be gone as well if they can't log in until after work).
Lottery gives them a chance to get a plot if they can't log on right away. FCFS without timer would not unless the supply is so much larger than demand so plots are still sitting open days later.
That leaves the question of how much demand there is. The number of characters currently on a world doesn't mean much when a lot of those characters were created solely for free game time and the patch itself looks like it won't be until mid-April. A census at the end of March will probably give a much better estimate as it could check to see how many players have completed the 2.0 MSQ by that time.
Housing is a nice tool but it's not needed to "kickstart" a community (not to mention that wards inevitably end up dead unless there are a couple of free companies present with members coming and going, or running the RP venues.
While it's got an economic role it can play via sale of housing furnishings, what your economy really needs is an infusion of players ready to spend gil on your marketboards. You're not going to get much of an economic boost if the only players who can afford to buy are the ones who are also doing the selling. All those level 30 characters getting a million gil aren't helping much if they were abandoned as soon as they hit 30 because the player was really after the free game time.
The housing process is already painfully long. The lottery isn't going to make it any worse. The real obstacle is players needing to wait for 6.1 when they're ready to purchase now.