Yes and no.
One, it honestly depends on how the squad is doing. If they don't start off right, things might get harder until they do. If they demonstrate that they can be a squared away plebe, then things might not be as rough. Another factor is the squad leader themselves. I know of people telling me that their second set squad leader was harder than their first. Lastly, it depends on the OINC and his charge to second set...KaMiKaZi might be able to help you out on this.
As the plebes reach closer to PPW, it should be a build up period because they should know how to be a good plebe. After all, the purpose of plebe summer is to turn civilians into plebes/MIDN.