Theodore Roosevelt is bound for greatness—he's a Harvard graduate from a prominent family, a rising politician, and his wife, Alice, is pregnant. Then his promising future turns tragic. His mother succumbs to typhoid, and Alice dies in childbirth on the same day. Devastated, Teddy leaves his urban world of high rises and high society for the desolate Dakota Territory, where, by facing the harsh reality of surviving life on America’s frontier, he intends to remake himself into something greater.
Ida and her friend Rebecca return to Ida's house after a harrowing day in the desert where their film-crew friends vanish. Through some quirk in technology it appears they went back in time where Ida's then 20-year-old father kills a crew member during a fight. Ida takes Rebecca to her father's workshop where they look at an old 16mm black-and-white film that captures the fragments of events from that day... a 35 years ago.
After falling for someone too quickly, a hopeless romantic unknowingly sets out to discover the true meaning of "letting go" through the trials and errors of different love interests.