If there's a choice, I would ideally say sooner (as I hate waiting) but if you're ASKING, then I'm voting later so you don't strain yourself and so the update is more... thought out? I don't want to rush you, basically
Like I think most of the others have said, it would be great to have pages sooner rather than later, but it would also be really cool for them to come out on Auspicious Days. Honestly, it's up to you. (I'm not very helpful, am I? )
Sooner if preferable; but don't feel rushed. If you want certain things to fall onto Auspicious Dates, then please, feel free to do so... but don't feel you have to double-post, either, if that's going to stress you out. (Would you have to draw more and faster that way, or would you simply be drawing ahead of time? Building a buffer, as it were, to have everything ready?)
Looked through comments since I didn't know what you meant. Then looked at your tumblr (haven't been on there in a day or two) and.. canon doesn't have to follow real time closely unless you want it to. I read several webcomics where Comic Time and Real Time are so different, you're seeing winter stories in July. As long as you're clear on the Auspicious Date, either in the comic itself on in comments, I'll still understand and probably feel what you intend for me to feel about it.
TL;DR: Whatever you're more comfortable with. If you feel like it needs to be on that date, then sooner. If you'd rather take your time, then later.