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Content Warning: This section of the guide includes references to sexual relationships, the death of a loved one, child abandonment, and parental neglect.
Chelsea Handler is the author of I’ll Have What She’s Having. She is a writer, stand-up comedian, activist, television host, producer, and actress. In I’ll Have What She’s Having—her seventh New York Times bestseller—Handler traces her work to grow and change in middle age. The text combines elements of memoir, self-help, and humor writing to craft a witty but sincere examination of Handler’s journey toward claiming a more actualized sense of self and establishing more balanced interpersonal relationships.
Handler’s background in television, film, and comedy lend her text a lighthearted, buoyant mood. She details many of her familial, romantic, sexual, and interpersonal experiences throughout the memoir, affecting a vulnerable, intimate tone. She is best known for her comedy work and television appearances in productions like Chelsea Lately, After Lately, and The Chelsea Handler Show. In these works, Handler has a vibrant, opinionated voice. Her defiant outlook on life translates seamlessly to I’ll Have What She’s Having. In the memoir, Handler shares her personal experiences (much as she does in her comedy) and uses them as throughways into her discussions of mental health, self-love, and intimate connection.
Handler is the youngest of six children. Her eldest brother Chet died when Handler was just nine years old. While she refers to his death (and how it impacted her emotionally) in I’ll Have What She’s Having, Handler specifically tackles this tragic experience in her book Life Will Be the Death of Me. In I’ll Have What She’s Having, Handler frequently refers to her relationships with her other five siblings, Shana, Simone, Roy, and Glen. She depicts regular family vacations with her siblings, their spouses and children, and details her work to build healthier forms of connection with them. Handler’s familial anecdotes capture her deep and abiding love for her family. When she references frustrations with her siblings, nieces, or nephews, she acknowledges that such conflicts are a part of family life and opportunities for growth and connectivity.
Handler is also an avid reader, skier, traveler, dog-lover, and caretaker. Throughout the memoir, Handler details her work to get closer to herself. She does so by spending more time alone. During these periods, she immerses herself in literature and the outdoors. She also moves from place to place, gaining insight into other parts of the world and herself. Her relationships with her pets also convey Handler’s sensitive heart. She often refers to her dogs as her children. Handler is child-free, and has been open about choosing not to have children throughout her body of work. In I’ll Have What She’s Having she asserts that her child-free lifestyle has given her opportunities to love other children. In particular, Handler devotes her time and energy to her relationships with her ex’s daughters Poopsie, Whoopsie, and Oopsie. Just as being single has given her room to invest in her friends and family, being child-free has given her room to invest in the young girls’ hearts and minds.
Handler is an activist for women and girls. I’ll Have What She’s Having is a deeply personal account of Handler’s post-therapy life. However, it’s also a love letter to all women who need help, guidance, and support. In the book, Handler is offering the lessons she learned about herself to all of her women readers.
Shana, Simone, Glen, and Roy are Handler’s four older siblings. Handler references her experiences and relationships with them throughout I’ll Have What She’s Having. In “Hard Lemonade,” she describes her experience opening a lemonade stand with Shana—a business arrangement that proved unsuitable for Handler. In “The Beginning of the Beginning,” Handler describes her time with Simone and Simone’s children during COVID. In “Cuomo You Don’t,” “To All My Nuggets,” “Maine,” and “Maine Part Deux,” Handler details more family experiences with her siblings in Martha’s Vineyard and Maine. These anecdotal episodes capture Handler’s abiding love for Shana, Simone, Glen, and Roy. While they don’t always get along, Handler sees their conflicts as opportunities for growth. For example, in “To All My Nuggets,” Handler writes her siblings and their children an email insisting that they show more respect and work harder to get along as a family; the email conveys Handler’s refusal to give up on her sibling relationships even when they encounter challenges. Furthermore, she sees her personal success as a way to give to and invest in her siblings’ lives. She is generous with her time, money, and love, because she cares about them and their children. The siblings’ recurrence throughout the text illustrates their essential role in Handler’s life.
Poopsie, Whoopsie, and Oopsie primarily feature in the chapters “Poopsie, Whoopsie, and Oopsie,” “De Facto Parenting,” “Sunny Side Up,” “Spring Break,” and “Won’t You Be My Neighbor.” They are the three daughters of one of Handler’s ex-boyfriends. Handler meets the girls only two months into this relationship and is initially hesitant about getting to know them. However, she quickly sees how much love the girls need. Their parents are divorced and both consumed by work. Because their jobs also require them to travel, they are in the habit of leaving 17-year-old Poopsie at home alone to care for her younger sisters, who are eight and nine when Handler meets them. Handler immediately understands that their emotional outpourings and allegedly “bad behaviors” are the direct result of their fraught family situation and parents’ absence.
Handler develops deep and lasting connections with all three of the girls. When she is dating their father, they joke that she is Poopsie, Whoopsie, and Oopsie’s stepfather. The girls start calling her Father, a moniker that ends up sticking for years to come and encapsulates Handler’s investment in their lives. Handler feels for Poopsie because Poopsie longs for connection with her dad. She also identifies with Whoopsie, whose behavioral patterns remind her of her own when she was young. Even after Handler and the girls’ dad break up, Handler stays in the girls’ lives. She attends their school and athletic events. She also takes them on vacations or hosts them at her houses. Her devotion to them is inspired by pure, guileless love. Furthermore, Handler feels joyful and fulfilled being close with Poopsie, Whoopsie, and Oopsie. She sees both their vulnerability and their strength, and encourages them to care for and value themselves. Poopsie, Whoopsie, and Oopsie also teach Handler how loving and caring she is. While she is child-free, she cares about children and takes it upon herself to be the person to the girls that their parents can’t be. Her empathy and grace surprise even her and reveal the gentle, generous parts of her heart.
Ange is one of Handler’s close friends. She resurfaces throughout I’ll Have What She’s Having, but Handler introduces her in detail in the chapter “Angela Shoniker.” Ange is one of the first and closest friends Handler makes in Whistler. In “Angela Shoniker”—which reads like an ode to Ange—Handler remarks on Ange’s strength, determination, spirit, and ferocity. In particular, she is a competitive athlete. She competes in various tournaments, running, biking, and endurance events. She is also in constant motion, caring for her family, friends, and community.
The way that Handler describes Ange conveys her admiration and respect for her. Handler doesn’t simply laud Ange’s athletic talent, she honors her heart. She sees Ange as a true sister. In the chapter “Doug Handler,” for example, Handler describes a time when Ange helped her shoot her birthday video. After devoting hours of energy to the shoot, Ange came home with Handler, cooked her dinner, spent time with her, and left when she noticed that Handler needed to be alone. Her kindness and generosity, Handler remarks, are always paired with her awareness of others. Handler uses Ange as a representation of what close female friendships can look like and offer.
Jane Fonda is an actress and activist. She is also a good friend and colleague of Handler’s. Handler makes reference to their relationship in chapters including “Jane Fonda” and “Full Circle.” In “Jane Fonda,” Handler receives an email from Jane asking her to come over for dinner; Jane’s cold tone in the letter alerts Handler to the fact that she offended Jane. Over dinner, Jane confronts Handler for being disrespectful and compromising her own character. Handler regards this conversation as a proverbial wake-up call. Handler not only cares about Jane, she respects and admires her. She therefore wants Jane to respect her, too. This encounter coincides with the start of Handler’s therapy journey. Handler includes it in I’ll Have What She’s Having to show how honesty and bluntness in relationships can inspire personal change. Jane was indeed one of the only people in Handler’s life to address her behavior and to encourage her toward self-reflection. Later in “Full Circle,” Handler recounts another interaction with Jane. After Handler participated in one of Jane’s fundraising events, Jane wrote her another email; in this letter, Jane applauded Handler’s personal growth and thanked her for sacrificing her time for her project. Handler includes this anecdote to capture how she changed over time and to reiterate the importance of strong female friendships.
Jo Koy is one of Handler’s ex-boyfriends. She describes their relationship and breakup in the chapters “Public Love,” “Breaking Apart,” “Girls Behaving Badly,” “Healing Through,” and “Desperate Times.” Handler includes anecdotes from this relational experience to deepen her explorations of Finding Joy and Fulfilment in Personal Relationships. Handler was surprised by her dynamic with Jo because he was her first great love. He was also the most serious relationship she’d had since finishing therapy. She felt different being with Jo, not only because she loved him so deeply, but because she felt willing to compromise for his sake. The end of the relationship also marks a change in Handler’s outlook on life and herself. While she doesn’t explicitly describe what happened between her and Jo, she does assert that she had to choose between him or herself and she chose herself. Her and Jo’s breakup gives Handler further opportunities to practice the lessons she learned in therapy. Instead of getting angry with Jo or herself, she lets herself feel her pain. However, in mourning Jo, she never lets her sorrow define who she is and who she will become. She thus emerges from her heartbreak a stronger person. Handler’s anecdotes surrounding Jo capture the importance of caring for and protecting oneself amidst intense romantic entanglements.



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