Secrets from the past are revealed in a series of flashbacks in which fans learn the back-story of the Lawson brothers - Hank and Evan - prior to their move out east, before HankMed was ever conceived. When we first met Hank in season one, he had been fired from his job as an ER doctor, his fiancée had left him and he was alone and depressed before a weekend in the Hamptons changed his life. We'll meet Hank's first love and learn how Hank's past romances and his relationship with Evan made him the man he is today. The episode will also mark the return of Jill Casey, who left the Hamptons at the beginning of season four to follow her dream of working in a clinic in Africa. As the wedding approaches, Evan and Hank head to Las Vegas for some bachelor party fun, while Paige and Divya travel out of town for her bachelorette party. Through circumstances beyond their control, both parties end up in Las Vegas where surprises abound and someone takes a big gamble on the future. And with a snowstorm descending on the Hamptons, Paige rapidly finds her dream wedding turning into a nightmare.
Hank embarks on a fresh start with his medical practice and separates from his brother Evan, who also starts his own venture. As Divya attempts to reconcile the brothers, HankMed teams up once more in the face of a Hampton's emergency.
When Jill's chess-obsessed nephew gets kicked out of camp for fighting, Hank realizes Luke may be suffering from more than just teenage hormones.
Hank and Evan heatedly compete for a new business opportunity. Meanwhile, Divya attempts to covertly reconcile the brothers' differences.
Eddie returns to the Hamptons, intent on reuniting his boys by using his new philosophy of life. Also, Hank treats a young, energetic couple planning a unique charitable fundraiser.
A matchmaker is Hank and Divya's new patient while Evan attempts to get his staff back in line. Paige prepares to throw a party. Protecting his family is Boris' main priority.
Evan, with Paige and Hank assisting, finally gets a shot at signing an elite country club to a HankMed retainer. First, Hank must discover what ails the club manager. Divya has angry words with her father that have unexpected results.
Hank is whisked away to a secret meeting in Manhattan by Boris to help care for a stubborn Russian oligarch, and befriends their female interpreter in the process.
Hank and Divya treat a veterinarian; Evan and Paige help a friend deal with loss; Boris must make accommodations.
An undercover DEA agent believes she is suffering from meth toxicity.
HankMed treats a polo team owner; Divya struggles with dating; Evan worries about a meeting of the in-laws.
HankMed treats a pop star before her tour; Evan helps Paige prepare for school; Hank gets to know a local pediatrician; Divya becomes distracted.
A romance novelist and her high strung daughter become sick with what appears to be dissimilar ailments. Paige gets Evan's support as she deals with her family. Jeremiah's help is sought out by Divya's new boyfriend.
Dmitry Vasilyev needs Hank's help. Paige deals with outcome from the secret.
Hank figures out what his relationships have been all about while Divya's short romance has an unexpected outcome.