Alice's (Reese Witherspoon's) house was formerly the home of Cindy Crawford and, before that, Stephen J. Friedman.
Producer Nancy Meyers, mother of writer and director Hallie Meyers-Shyer, originally offered Reese Witherspoon the lead in The Intern (2015), which she turned down. Meyers played a big role in getting this script in Witherspoon's hands.
Lake Bell and Nat Wolff worked with producer Nancy Meyers on It's Complicated (2009) and The Intern (2015), respectively.