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Sheila Jackson (Joan Cusack) is a regular character from seasons 1–4, and for the first three episodes of season 5. She is Karen's mother, Eddie's widow, and an on and off love interest to Frank. Sheila is a kind and caring person, if a bit empty-headed. She has agoraphobia and a fear of germs that developed when Karen was young. Although she ...
Fiona makes it clear the family does not like Monica, and states that if Monica truly loves her children, she will leave Liam with his siblings. Angered over Eddie's actions, Sheila furiously follows Eddie out of the house, overcoming her agoraphobia in the process. Frank notes that she has left her house, and she enthusiastically celebrates.
Sheila uses ropes to tie herself to the house to retrieve Liam, briefly overcoming her agoraphobia. Seeing that Kash ( Pej Vahdat ) was punched in the eye by Mickey ( Noel Fisher ), Ian decides to confront Mickey at his house.
Frank's eldest son, Lip, is in an open relationship with the promiscuous Karen Jackson, though Lip wants to pursue their relationship as more than a casual fling. Karen's mother, Sheila, is a nice but kooky housewife diagnosed with severe agoraphobia. Frank becomes romantic with Sheila and moves in with her, though he's mainly there to freeload ...
Meanwhile, Sheila (Joan Cusack) gets a VR headset, in hopes that it could cure her agoraphobia, but experiences a mental breakdown when her nurse tries to deviate from the instructions. Without Frank on board, Fiona is forced to attend a meeting with Carl's principal, who explain Carl's actions have raised concerns among the committee.
Per Debbie's advice, Sheila tries to reconcile with Karen, apologizing for being absent during Karen's childhood due to her agoraphobia. Karen is tearful over the apology, but before she can respond, she receives a text from Lip to meet him at the park.
As Sheila overcomes more of her agoraphobia, a worried Frank finds a new financial plan in former bar patron Dottie, whose declining health makes her an ideal match for him. However, Dottie refuses to get intimate with Frank, stating that her heart could explode if her blood pressure goes up.
She is a sex addict seeking dominance over men and suffers from agoraphobia which prevents her leaving the house in the earlier seasons. She leaves Chicago in an RV at the end of season five. (seasons 1–5) Laura Slade Wiggins as Karen Jackson, Sheila’s rebellious and destructive daughter and an early love interest for Lip. (seasons 1–2 ...