The dress that Dotty Underwood wears is black with a red trim, which is very similar to the color scheme of the present-day Black Widow.
Neal McDonough was supposed to appear as Dum Dum Dugan and pilot the plane that goes after Howard Stark. But McDonough ended up being unavailable, which, according to the writers was a blessing in disguise as it was more emotionally satisfying to have the character of Jarvis pilot the plane.
Howard Stark has the personal phone number of Rosalind Russell, a comedic actress known for her role in His Girl Friday (1940). Tony Stark names one of his AI programs "Friday," possibly as a nod to Russell.
Final time that Lyndsy Fonseca's Angie appears in person in the series. Season 2 transplanted the action from New York to Los Angeles and, while most of the supporting cast came along, Angie did not. Despite being Peggy's roommate, she wasn't even mentioned by the other characters, and only appeared briefly in the opening dream sequence of A Little Song and Dance (2016).