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There are many hints, not so subtle, that make one think Richard is having money problems. Thus, Jeremy must get a job, rather than stay at home to tutor Allen Gregory. Richard is very selfish, so it's understandable that he would cut back on his son before himself. Looking at Richard, who is practically a clone of Dean Pelton (Jim Rash) from Community, with a hint of Dr. Venture thrown in, it's very clear just how Allen Gregory becomes who he is.
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Many critics have lambasted Allen Gregory and its title character as annoying and hard to relate to. This may be so, but one cannot blame the child completely for the sins of the father. Allen Gregory is a product of his world, and is the way Richard raises him to be. As he is so young, there is still time to change him. Should Allen Gregory continue to call his teacher by her first name and bring wine to school indefinitely, this series will not be funny, However, should the titular boy grow and chance, Allen Gregory could be a very interesting, and unique, cartoon. It's funny enough to keep watching for now.
Allen Gregory has other influences besides Richard, of course. As mentioned, Jeffrey is a much more grounded individual, though as persistent as Richard is about what he wants, it doesn't quite gel that Jeffrey is a straight family man, stolen away by this flamboyant rich guy. It's every Republican's worst nightmare come true, but in a way that would never happen, thus mocking the concept. Allen Gregory also has a normal sister named Julie (Joy Osmanski, Grey's Anatomy, The Loop). But these two cannot get through to him because, like Richard, he sees them as inferior and treats them with disdain. It's not a healthy family situation that begs to have drama threaten to break it up.
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Allen Gregory airs Sundays at 8:30 p.m. ET on FOX.
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