Jazz and her family head to New York City for a vacation and surgical consultation, but while the Jennings enjoy the sights, Jazz fears she may need to undergo a painful procedure.

For the first time ever, a boy shows a romantic interest in Jazz causing her and her parents to question how she will deal with dating and sex as a transgender woman. Meanwhile, the Jennings prepare for an intense physical test as they attend a mud run.

Jazz and her family sit down to discuss early struggles in Jazz's transition; responding to critics; Jazz's role in the transgender movement and what lies ahead.

Jazz seeks emotional wellbeing at a spiritual retreat while Greg and Jeanette seek relief from their concern over Jazz's emotional wellbeing. Although still short $5K of her financial goal of $25K, Noelle moves forward with her gender affirmation surgery.

Jazz leaves her comfort zone and tries "Dating in the Dark," and hopes it's a good way to get to know someone before revealing she's transgender. Meanwhile, Jazz and her parents attend a pride parade and meet a survivor of the Orlando nightclub shooting in 2016.

Jazz wants to explore the dating scene; Jeanette and Jazz attend a support group for stories and guidance on transgender dating.

Jazz helps her transgender friend Lynn deal with bullying from her own mother; Jeanette struggles with the medical decisions Jazz is facing and decides to go to a support group; Jazz hopes for a call from the boy she met at Dating in the Dark.

Jazz tells her parents she wants gender confirmation surgery before she finishes high school, but learns there may be obstacles along the way. Meanwhile, Jeanette struggles with the reality of the twins going off to college.

Greg and Jazz attempt to surprise Jeanette with a wedding vow renewal ceremony; Jazz gets an unexpected gift on her 17th birthday; Dr. Volker makes a decision about Jazz's therapy letter; Dr. Bowers has an ultimatum regarding Jazz's bottom surgery.

Jazz announces her college choice, setting her anxiety in motion. She struggles to plan a drag show fundraiser for Noelle's gender confirmation surgery. During Jojo's breast consultation an explosive confrontation threatens to tear the family apart.

Another threat over the phone forces Greg and Jeanette to take precautions for Jazz's safety. Meanwhile, a transgender girl gets help with her transition; and Jazz makes a shocking revelation to her therapist.

Jazz explores dating girls and agrees to hang out with a potential female love interest. Jeanette meets with Jazz’s therapist for the therapy letter needed for Jazz’s bottom surgery.

A bottom surgery consultation forces Jazz and her parents to process a troubling diagnosis. Meanwhile, Jazz confronts her friend Mya's brother, who's struggling to accept his sister's transition; and Jazz unwittingly finds herself on a date with a transgender boy.

Jazz comes across an online death threat; Jeanette re-examines if the family has acted in Jazz's best interest in the past few years.

Jazz goes to Pennsylvania to explore more options for her bottom surgery. Meanwhile, Jazz and Jeanette agree to participate in Grandpa Jack's presentation on transgender issues, but worry they may be confronted by hate like at last year's town hall.

Jazz undergoes past life regression hypnosis for her weight issues and finds insight in a troubled past; Jazz pressures her parents about going to virtual school, and goes on her first date with a girl.

Jazz's doctors perform her groundbreaking bottom surgery while her family anxiously awaits news; with the OK from her doctors, Jazz is released to recover in a hotel; days later, Jazz suffers complications and is rushed back into the operating room.

Jazz rejects Dayron's kiss, sets a date with an older man, and faces the staggering question of whether she's asexual. Just as soon as Jeanette finds a way to let her daughter go, Jazz's anxiety boils over. Meanwhile, Jaclyn and Tyler meet a trans icon.

Jazz asserts her freedom after her mom crashes the after-party, but when she locks in a date with a new suitor amid a hailstorm of transphobia, her world comes crashing down around her, and there's only one person she wants.

Jazz and Yash conclude their first date but land on different pages. Jazz hopes attending a queer speed dating event with Jaclyn will lighten the blow. Meanwhile, Jazz starts to doubt her commitment to Harvard, but telling her parents is another story.

Jazz's relationship is put to the test when she learns that Ahmir has a transphobic mother; Dr. Bowers comes to Florida to see if Jazz needs a more extensive surgery; Jazz wants to move out and tries to convince Ari they should be roommates.

Jazz's boyfriend, Ahmir, visits; while Jazz learns to kiss and falls for Ahmir more and more, her friends have major concerns; Dr. Bowers asks the Jennings to fly to NYC so Jazz can be examined ASAP; Jazz goes missing and her parents fear the worst.

After taking a leave of absence from Harvard, Jazz struggles with her mental health and the 100-lb weight gain from her binge eating disorder. With the support of her family, Jazz sets her sights on getting readmitted to school and getting healthy.

Following Jazz's meltdown, Jeanette outsources help but gets disturbing feedback. Meanwhile, Jazz goes on her first date in four years. Nervous over a kiss, she tries her best to stay out of her head but struggles when a dance lesson goes awry.

Jazz gets a glimpse into college life when the family helps Ari move out of her dorm; a friend questions whether being transgender is a choice.

Jazz prepares for a final weigh-in for her gender confirmation surgery; Dr. Bowers shocks Greg and Jeanette with changes to the surgical plan; Jazz and her friends head out for a night of fun at prom, but it turns into a nightmare.

Jazz and Jeanette travel to NYC for a follow-up appointment with Dr. Ting; Ahmir has a harsh reaction to details of Jazz's bottom surgery; Jazz confronts Ahmir's transphobic mother, who in turn claims Ahmir is hiding something from Jazz.

Jazz reevaluates her relationship with Ahmir after returning home from NYC. Jeanette tries to convince Jazz to wait to move out of the house. Jazz and Jeannette’s attempt to reassure parents of transgender kids about bottom surgery backfires.

Jazz turns 18 and starts making plans to move out of the house, much to Greg and Jeanette’s dismay. Jazz also launches her own kids’ day camp but worries her very first event will fail. The family plans a surprise outing to celebrate Jazz’s birthday.

Jazz heads back to Cambridge and comes face-to-face with her newest crush: a woman! Before the sophomore gets too settled, Harvard shares news of a disturbing death threat that complicates a transgender awareness event Jazz is eager to put on.

Jazz's insecurities surface when a friend hosts a co-ed bowling night; Jazz's room receives a much-needed teenage makeover.

Jazz finds out that JoJo's grandmother will not support JoJo having top surgery; Jeanette celebrates her birthday with a consultation from a plastic surgeon; Jazz's feelings about Pomona College clash with her parents' desire for her to pick Harvard.

Jazz learns how hard high school will be for her when she attends a soccer conditioning clinic; Jazz sits down with her therapist to help deal with stress.

After three bottom surgery consultations and no clear path forward, Jazz and the family head to San Francisco hoping a final consultation will give them good news; Jazz takes on conservative host and transgender bathroom rights critic Tomi Lahren.