Ben Wyatt (Adam Scott) has had many different careers since his first appearance on Ben comes to Pawnee to help their government get out of the financial mess they've gotten themselves into, it becomes evident that he's doing a job he's good at, though not necessarily a job he loves doing. As a result, he puts up a business-like façade; it's not his doing that governments get into this situation, he just knows how to get them out of it, even when hard decisions need to be made. However, behind this exterior is a secret ion that Ben never allows to fully flourish.
Throughout Parks and Recreation, Ben is portrayed as a numbers guy, an unapologetic geek who loves to connect with people around their common interests. Although he initially appears alongside Rob Lowe's Chris Traeger as a world-weary financial expert, it soon becomes clear that that's only one facet of his character. To begin with, Ben appears to thrive in his governmental budgetary role, despite his obvious lack of enthusiasm for aspects of the post. However, when he resigns in Parks and Recreation season 4, episode 10, "Citizen Knope," for lying about his relationship with Leslie Knope (Amy Poehler), he sets out to find a new job. He eventually is hired on as an ant for Tilton & Radomski ing.
Over the course of the rest of Parks and Recreation, Ben ends up leaving Tilton & Radomski ing on no less than four separate occasions. However, despite his lack of commitment, it's actually clear that failing to stay with the firm may represent his most significant professional mistake. Each time, Ben failed to realize just how well he fit in with the rest of the employees and how he truly belonged there. They appreciated his puns; they ed his love for calzones (something other characters just didn't understand); they patented his game, The Cones of Dunshire, having left it behind for them to figure out the last time he left. Not only would he have been able to pursue a career he actually enjoyed, but Ben would also have surrounded himself with people who appreciate him for who he really is.
A key reason why the position at Tilton & Radomski ing represents a missed opportunity is the relationships Ben is able to instantly forge. Upon meeting Barney Varmn (John Balma), for instance, he charms his new boss with his puns. In fact, Barney himself is known for making puns that fall flat. Whether it was during his demonstration at Leslie's house during season 2, episode 14, "Leslie's House," or his demonstration at the diabetes telethon in season 2, episode 22, "Telethon," the other characters just don't seem to appreciate his punning. With Ben, the two personalities click as they play off each other at the firm. In addition, to thank Ben for cracking a hard case, they throw a party for him that includes calzones on the menu. Up until now, Ben has only been made fun of for his love for calzones, yet not only did this company listen to what he likes, they openly encouraged it. This highlights that, in Barney, Ben had found a kindred spirit.
Similarly, Ben's parting gift in season 6, episode 9, "The Cones of Dunshire," was his creation by the same name, The Cones of Dunshire. He figured if any group of people could appreciate the complex game he has made while unemployed, it would be the people at Tilton & Radomski ing. Ben was right, as in season 6, episode 22, "Moving Up - Part 2," he finds out that the company saw the potential for the game and patented it. And good thing, too, as come to find out, the game actually gained quite the following later on. This not only highlights how well Ben would have blended in with the team at Tilton and Radomski, but that he had established some genuinely loyal friends, despite his constant job-hunting.
Ben hopped from career to career quite a bit in Parks and Recreation, yet he didn't realize the right one had fallen into his lap multiple times. Despite this, he chose to ignore what was right in front of him the whole time, hoping that maybe there was something else out there that was better for him all along. Rather than chase the next best thing, Ben could have stayed with his pun-loving, calzone-eating, The Cones of Dunshire-playing colleagues at Tilton & Radomski ing.