Brad's Status (2017) on Netflix

Plot summary

Brad Sloan runs a non-profit and lives comfortably in Sacramento with his wife Melanie and their son Troy, but he keeps measuring himself against four college friends. Craig Fisher works in the White House and wrote a best-selling book, Jason Hatfield owns a hedge fund firm, Billy Wearslter sold his company and retired to Maui, and Nick Pascale is a Hollywood director. Melanie tells Brad they need not compare themselves with the wealthiest one percent. Troy, a musical prodigy, has Harvard as his goal, so Brad takes him to Boston to tour colleges. At Harvard admissions they find they missed their appointment by a day, and Craig sets up meetings for Troy with a music professor at Harvard and with the dean of admissions. They also meet Ananya, Troy's musician friend from high school, and her friend Maya.