Yes, but just like "Don MacGregor" has two memberships due to his two Use Years, "Don MacGregor"
could have as many as 8 different memberships just by spreading them out across all Use Years, without changing anything else. The computing power to utilize a script to log onto each of those memberships concurrently is negligible. Now, add 8 more memberships under "Donald MacGregor" and 8 more under "DW MacGregor", and now I can have as many as 24 discrete memberships at a single home resort (or multiple, depending on my strategy), all of which can make one reservation at a time each, with the computer and script providing the ability to easily log on to all of them concurrently.
I'm not saying that is exactly what is happening, but it wouldn't take much effort to create a handful of separate legal entities with multiple Use Years providing multiple different memberships and then start grabbing up contracts. Or, conversely, if you wanted to fly under the radar, more entities buying fewer contracts each and utilizing fewer Use Years to avoid getting flagged by
DVC. The difference would be the cost in setting up the LLC's ($125 in Florida), but the computer running the script doesn't care because it's all ones and zeros. I mean, for $1,500 and 2 or 3 hours worth of time filling out 12 virtually identical sets of documents, you could set up a discrete LLC for each one of the WDW DVC resorts (including FWC). That's 96 discrete memberships (12 LLC's with 8 Use Year based memberships each).
Here is some info on scalper bots and how they work (and how fast). This isn't a link to bots or where to find them, but discussions/resources to fight them:
Scalper Bots: What They Are and How to Fight Them
Scalping bots: What are they, how do they work & how can you beat them
Just a cursory review of those links (and plenty of others by searching) paints a very clear picture of how easy it is to utilize the bots to go well beyond simply buying Taylor Swift tickets.
** ETA: I'm not a computer guru, but I do know that stock trading bots are limited primarily by connection speed and their performance is measured in microseconds. Even if a scalper/rental bot is a thousand times slower, you're still talking fractions of a second. Now, at the Disney end.... that's a different story.
*** ETAA: A reasonably well-provisioned gaming laptop can probably run 30-40 bots concurrently. A purpose-built desktop unit can actually be assembled rather inexpensively as no sound cards or other peripherals are needed beyond only a basic video card. Just CPU's and RAM in a box. Those can run hundreds of bits at a time.
Again, I’m not saying this is for sure happening, but the concept is cheap, ready accessible, and already in practice in multiple other online interface ecosystems, so if there’s money to be made, someone will do it.