Plot
Brad Sloan runs his own NPO, and lives comfortably with his loving wife and son Troy, but envies his old friends Craig Fisher, Billy Wearslter, Jason Hatfield, and Nick Pascale's wealth and accomplishments. Craig works in the White House and is a best-selling author; Jason owns a hedge fund firm; Billy sold a company he founded, moved to Maui, and retired; and Nick is a Hollywood director. Brad's wife Melanie insists they do not need to compare themselves with the wealthiest 1%.
In the morning, Brad and Troy leave for Boston to visit colleges. Harvard is Troy's goal, which Brad applauds to make up for his own lost ambitions. Arriving at Harvard's admissions, they discover they have missed the appointment by one day. Brad becomes argumentative, but Troy makes him stop. Melanie convinces Brad to call Craig. When Brad calls Billy for Craig's number, he learns Nick had got married a while ago but noone told him.
His friends' exclusion, confirms his fears: that he is a failure. Brad also reflects upon his waning sex life with Melanie, blaming her being easily satisfied, as undermining his ambitions. At a restaurant, Brad confesses to Troy he feels left out. Craig gets Troy meetings both with a famous Harvard music professor and the dean of admissions.
Brad and Troy meet Ananya, Troy's high school musician friend, and her friend Maya. Brad relishes Ananya's idealism and her respect for his work, reminding him of his youth. She also reveals that Craig's lectures are both sexist and arrogant. After having dinner with them, Brad and Troy return to their hotel rather than go for drinks.
Sleepless, Brad finds the undergrads in the bar. Telling Anaya going non-profit was a mistake, although he has lost her admiration, he goes on about his ‘career mistakes’ compared to his friends. Ananya calls him privileged, as many in India go hungry, so he should be grateful for what he has.
Craig arranges for Troy to meet his hero music composer. However, when he is underwhelmed upon meeting his idol, Brad insists Troy not judge people for selling out. The argument blows over and Troy attends his interview.
During the interview, Jason hurriedly calls Brad, which he initially ignores because of his self-focus. Jason is at the Mayo Clinic because his 3-year old daughter has a tethered spine. Shaken by the news, Brad forgets to ask Troy how his interview went. Troy thinks it went really well.
Brad then accompanies Troy to his alma mater Tufts, where he learns his old professor just died. Watching Troy go on the campus tour, his thoughts are interrupted when Melanie calls back. He expresses his pride in their son and wishes she were there with them.
The next night, Brad has dinner with Craig to properly thank him. He discovers his old friends, those he believed are leading privileged lives, actually have major problems. Not only is Jason Hatfield's daughter seriously ill, but his company is under legal investigation. He also learns Billy Wearslter is an addict and alcoholic.
Craig expresses some homophobic remarks about Nick, then constantly brags and makes backhanded compliments. Initially, Brad tolerates this, but eventually feels conflicted, questioning if they truly are friends. When Craig seems confused at Brad's reaction, Brad abruptly leaves dinner.
Brad joins Troy at Ananya and Maya's orchestral performance, explaining he would rather be there with him. The beautiful music transports Brad into feeling emotional and reflective, realizing he still loves the world. After returning to the hotel that evening, Troy asks his father if he is having a nervous breakdown. Brad says he sometimes senses that people view him as a failure. Troy explains that everyone is so self-absorbed, they do not even consider Brad at all. Troy adds that the only opinion that matters is his, and he loves him. Brad feels both touched and mollified.
Trying to imagine the future, Brad repeats, "We're still alive. I am still alive," as he falls asleep. After the credits, Brad again visualises Troy busking.
