<P> Season two picks up over a year after the events of the first - season finale . Donna has been deceased for about a year, leaving the widowed Kevin with the three kids, and now working full - time with his old work rival, Vanessa Cellucci, in their new security company, Monkey Fist Security . </P> <P> During the first season, Kevin holds various odd jobs to supplement his retirement income while the family deals with several issues, including Kendra's and Chale's wedding . First season episodes revolve around Kevin and Donna, although Kevin is frequently seen with his group of friends . Most scenes during the first season take place either at the Gable household or the bar Enzo's (where Kendra is employed and where Kevin hangs out with his friends). With the death of Donna, Kevin's reentry into the work force, and the regular inclusion of Vanessa, season two expanded its focus to also feature more of the supporting characters not seen much in the first season . The Monkey Fist Security office also becomes a frequently used location . </P> <Ul> <Li> Kevin James as Kevin Gable: The patriarch of the Gable household . As the series started, Kevin, a recently retired cop married to wife Donna, tends to get involved in some situation, which he usually solves with his down - to - earth principles, and some help from Donna . After Donna's death between the first two seasons, the widowed Kevin becomes a helicopter parent, who goes to work at a security firm with his ex-partner, Vanessa Cellucci . Kevin is a generally good man at heart, although he tends to sometimes get distracted in his goals . He cares deeply about his family and friends, and is willing to do most anything to help them . </Li> <Li> Erinn Hayes as Donna Gable (season 1): Kevin's wife and the matriarch of the Gable household for the first season . Donna is a school nurse, until she quits in the first season finale (also her last physical appearance in the series). Donna passes away before the second season . Her father does, or did, not like Kevin, as mentioned in the pilot episode . The episode "The Fantastic Pho" reveals Kevin and Donna met at a bar, and "The Might've Before Christmas" reveals she and Kevin got together after Vanessa urged them (on their first night as partners). </Li> <Li> Taylor Spreitler as Kendra Gable - Witt: The elder Gable daughter . Kendra is a 21 - year - old college student (she gets into Columbia Law School in the first season finale), who also works as a waitress at Enzo's . Out of all the Gable kids, she has the most prominent role in the series . In the pilot, she revealed her engagement to her parents (Donna only knew they were dating, while Kevin was not even told) and moved back in with her fiancé, Chale . Kendra is the most responsible and dependable of the Gable kids . She is also shown to be nagging at times, more specifically towards Chale after their marriage . While most of the first season shows her and Donna planning her wedding, she and Chale get married in the season two premiere, after he faces deportation . Following the death of Donna, Kendra becomes the surrogate matriarch of the family . </Li> <Li> Ryan Cartwright as Chale Witt: Kendra's English fiancé, later husband . He moves into the Gables' garage following the revelation of his engagement with Kendra . Chale is shown to be shy and soft - spoken, but very intelligent . Kevin initially shows hostility towards him, but their relationship somewhat improves over the course of the series . When the show first begins, Chale claims to be designing an app that will be successful; thus, Chale is unemployed for the majority of season one, working on the app . In the season two premiere, he and Kendra marry as he faces deportation . Chale begins working at Enzo's alongside Kendra in "Plus One is the Loneliest Number", and gets promoted to manager (and temporarily stops working on his app) in "The Kevin Crown Affair". </Li> <Li> Mary - Charles Jones as Sara Marie Gable: The younger Gable daughter . Sara has anger management issues that are frequently mentioned throughout the series (e.g. starting a food fight, calling a family friend's baby "stupid", etc .). Sara is somewhat of a tomboy--she excels at and loves sports, watches football, and frequently fights . Sara is also known to have a rebellious streak: she has been suspended, stolen her father's money, and even created a secret second Facebook account and snuck off with her boyfriend . Despite her hostility (especially towards her siblings), she does overall love her family . The first season saw Sara mostly in short, cameo roles; she becomes more prominent in the second season . </Li> <Li> James DiGiacomo as Jack Gable: The son of the Gables . Jack is 11 - years - old, and is portrayed as the weakest Gable child (especially when compared to Sara), and somewhat dim . He has very few friends, and is stated to be a hypochondriac . He frequently tries to make friends, but with little success . The first season saw Jack mostly in short, cameo roles; he becomes more prominent in the second season . </Li> <Li> Gary Valentine as Kyle Gable: Kevin's older brother . He is a firefighter for the New York City Fire Department . Kyle is a bachelor, and has a crush on Vanessa (much to her dismay). Like Jack, he is also shown to have below - average intelligence, and is mainly relegated to being a cook at the Fire Department . As a part of Kevin's group, he is frequently seen with Kevin's friends, and is also seen at the Gable household . </Li> <Li> Leonard Earl Howze as Tyrone "Goody" Goodman: Kevin's friend from the police force, who he is frequently seen with . He is married to Didi, who was good friends with Donna . In the second season, Goody begins working for Monkey Fist security . </Li> <Li> Lenny Venito as Duffy (season 1): Kevin's friend, also newly retired from the force . He has been divorced three times . Duffy was written out in the second season, without any explanation for the character's absence . </Li> <Li> Christopher Brian Roach (also credited as Chris Roach) as Mott: one of Kevin's retired officer friends, who is usually regarded as the dimmest of the group . He is married to Cindy, and has seven young, rambunctious kids . In the second season, Mott begins working for Monkey Fist security . </Li> <Li> Leah Remini as Vanessa Cellucci (season 2--present; guest season 1): Kevin's former partner on the force, and later, his business partner . She was introduced in the two - part first - season finale as a police detective who had worked with Kevin on a major case, even though they were rivals and frequently bickered . Following the retooling, Vanessa becomes Kevin's partner in the second episode, with her own struggling company, Golden Phoenix Security (later Monkey Fist Security). Vanessa is mentioned to have several exes, many of which she has dumped for ridiculous and unbelievable reasons (e.g. helping sick kids in Africa for three years, moving to Australia), and which sometimes get her distracted (e.g., she didn't complete the task of getting liability insurance because she dumped the State Farm agent she was dating). </Li> </Ul> <Li> Kevin James as Kevin Gable: The patriarch of the Gable household . As the series started, Kevin, a recently retired cop married to wife Donna, tends to get involved in some situation, which he usually solves with his down - to - earth principles, and some help from Donna . After Donna's death between the first two seasons, the widowed Kevin becomes a helicopter parent, who goes to work at a security firm with his ex-partner, Vanessa Cellucci . Kevin is a generally good man at heart, although he tends to sometimes get distracted in his goals . He cares deeply about his family and friends, and is willing to do most anything to help them . </Li>

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