Depends how it's done I guess. DRM and other types of preventions isn't something that's going to make me jump tiers to get an update. Hell, I refuse to buy normal games from any place other than GOG, because any form of DRM or piracy prevention is anti-consumer. So if anything, as a lower tiered supporter, I'm more likely to just drop that support altogether.
I'm not going to do that here, because I think this is one of best games on this site, and one of my personal favorites, so I'll just wait a week or so for the non special edition if it comes to that. But, I very well may re-evaluate my support next month though, depending on what preventions were used or done here.
There's just no way I'd ever feel comfortable paying $15+ or something for a drip-fed visual novel that updates bimonthly or so with no guarantee of it ever finishing. To me, that's just highway robbery at that price. I don't blame devs for setting those prices if they have some people who're willing to pay it, but for me, there's literally no game on this site that I feel is worth that for an update. The most I'd pay for an update is 5 bucks or so, and when you finish the game I'll give a one time sub of around $50 or so effectively "buying" the finished product.
So, good luck to the dev. I hope it maximizes your profits for the update, but be careful what you're doing to fight a battle you'll never win. When it comes to DRM and other preventions, the only losers are your paying customers.