Love, Guaranteed is a 2020 American romantic comedy film directed by Mark Steven Johnson and written by Elizabeth Hackett and Hilary Galanoy, starring Rachael Leigh Cook and Damon Wayans Jr. It was released on Netflix on September 3, 2020
In Seattle, Susan is a mostly pro bono lawyer for Whitaker Associates who goes undercover to investigate the online dating website Love, Guaranteed. Her client Nick has had 986 dates through them with no luck finding love. The three dates she tries go decidedly wrong, and she also goes to secretly observe his 1000th date to make sure he's on the up and up.
Susan and Nick attend a meeting with founder Tamara Taylor and her lawyers, who offer $100,000 to settle out of court, which they decline instead of a court date six weeks later. In preparation for their court appearance, Susan and Nick meet up to discuss their case, etc. and they start to show mutual interest. One of the other lawyers, after seeing some photos of them taken by a private investigator, call Susan to advise her that a developing relationship with Nick could be considered nullifying their argument, as their meeting was due to Love, Guaranteed.
So, Susan chooses to spend the last two weeks before the court date avoiding him, to try to turn off their feelings. The day arrives, and Susan seems to be winning the case, cleverly managing to question the defense's prime witness, Nick's ex-fiancée and supermodel, Arianna, before the defense. However, in the 5-minute recess, Nick goes after Arianna to thank her, and she makes him realize that he loves Susan.
Nick returns to the courtroom, withdrawing his lawsuit because he has fallen in love with his lawyer, who admits that she loves him too. Then they kiss passionately and make their relationship official. At the very end, Tamara Taylor offers to give them the money Nick asks for to open a pro bono physical therapy clinic.