Actor Kris Kristofferson wanted to keep his beard for the role of Hubbell Smith, but director Alan J. Pakula objected. A compromise of sorts was reached when Pakula allowed Kristofferson to keep his beard as long as he could find one real life New York banker with one. Kristofferson was unable to so he had to shave for the role.
This movie was the second consecutive box-office flop for actor Kris Kristofferson whose previous picture had been the financial disaster La Porte du paradis (1980).
In a case of life imitating art, Jane Fonda, just like her character in this picture, also retired from acting to marry an important businessman. The 'Allmovie' website states that this movie ''foreshadowed Jane Fonda's marriage to corporate bigwig Ted Turner in 1991.'' These nuptials occurred about exactly a decade or 10 years after 'Rollover' (1981).
The movie whilst it was in development struggled to find a suitable film director and leading man to cast. Before Kris Kristofferson was cast in the lead role of Hubbell Smith, Jeff Bridges was originally offered the role but turned it down to play the lead role of Clu/Kevin Flynn in Tron (1982). Bridges would soon star with Jane Fonda about five years later in Le Lendemain... du crime (1986). Bridges ended up working with Pakula about eight years later in À demain mon amour (1989). Fonda and Bridges later both appeared in the documentaries, Hal (2018) and Alan Pakula: Going for Truth (2019). These docs respectively were about Hollywood film directors Hal Ashby and Alan J. Pakula and were first released in the consecutive years.
The film's title is a financial term. The Free Dictionary website defines a 'Rollover' as "the reinvestment of money received from a maturing security in another similar security. Rollover usually applies to short-term investments such as certificates of deposit, commercial paper, and Treasury bills. For example, investors often want a rollover of the proceeds from a maturing certificate of deposit into a new certificate of deposit."