No, I don't work for the site, and I'm not judging your love or thoughts on the site itself. Please don't put words in my mouth :U
Are you assuming it's easy because you know how to do it or are you assuming it's easy just because it's easy to assume that? I don't know how the website is built, I don't know how the programming works for it, and I don't know if it's possible to do that or not, but whether or not it is, that seems like a pointless type of update to me that wouldn't actually be a huge solution to anything. As I said already, Tapastic is built for episode-by-episode updates, and that's a system that works. Weasling through the programming of it all just to differentiate between correcting a typo and adding a new page to an episode JUST so a comic can be put into Fresh when it updates the way it's not built to be updated just seems like a lot of work for too little of a good outcome.
Then that's just cheating the system and not what getting exposure on Tapastic is about.
Besides, from what I know from my little knowledge of programming, that's not even an HTML thing; that's more of a PHP/Java/any function programming language, as HTML is about the layout of a website, and what you're talking about is more of the functions of the website itself and its inner workings, which isn't as simple as saying "well just change the HTML".
But why? Why would newbies be confused with the system that Tapastic was built for? What would confuse them about actually getting notifications in their reading list and not have to possibly miss your updates from their notification list, especially if they're super active in the comments section and get a lot of replies and other notifications like that?
If when you say "newbies" you mean "new readers", getting adjusted to the sudden change in format, then you have a lot of choices. You can either re-upload all your pages as separate episodes (although the downfall is that you'll probably lose all your comments and such, which wouldn't be good). Or you can just make a PSA episode about pages changing their update format, or just do a notify subscribers post on you profile. Or you can just keep doing what you're doing. I'm not telling you what you HAVE to do, I'm just suggesting the best methods of posting chapters so that your comic gets the exposure it deserves in the Fresh section, without trying to force the staff to figure out the possibly overly complicated method to tricking the code system to doing it for you.
You're splitting hairs by trying to differentiate so vastly between "episodes" and "pages". Episodes can be anything on Tapastic; they can be pages from a manga, vertical pages from a vertical story (think Fisheye Placebo, or Like a Wolf, or pretty much any Korean webtoon), simple little drawings for gag comics, or even entire chapters uploaded at once each week, etc.