To the best of my awareness Safety Not Guaranteed is the first -- and thus far only -- film to take a real classified ad as its inspiration. Although 'real' might not be the right word. The ad was filler for a magazine, but it was well written filler; it had a good hook, simple concept, deadpan delivery. The internet lapped it up. In tone and conceit the film is true to the ad's spirit, but well written it is not.
The story -- well, 'story' is probably too strong a word, but it'll have to do -- focuses on Darius (played by the Queen of Deadpan: Aubrey Plaza), an intern at a magazine where she's mostly ill-used. Her sort-of superior Jeff (Jake Johnson) pitches an idea for a piece based on a classified ad he's seen, which reads: 'Wanted: Somebody to go back in time with me. This is not a joke. You'll get paid after we get back. Must bring your own weapons. Safety not guaranteed. I have only done this once before.' Jeff is given leeway to chase down whoever wrote it, so he ropes in Darius and shy retiring intern Arnau (Karan Soni), and goes on the hunt. What follows is rather too lacking in plot or character to be worth transcribing. There are no credible hurdles for these characters to overcome, no relationships that ring true, no arc on which they're taken. On a script level the film is inert.
Plaza, although interesting to watch, is one-note in the role of Darius (a name which I will forever associate with the Persian King circa 550BC. When I first heard someone use her name, which wasn't until the halfway point, I thought it was a code name... ). Her perpetually deadpan delivery works well in moderation, ideally as part of an ensemble; here she's the focus - so not so much with the moderation and the ensemble in this instance. The casting isn't much better when it comes to the rest: Johnson is likeable as Jeff, when he probably shouldn't be, Soni is wooden rather than his true aim: emotionless, and Mark Duplass -- who plays the possibly doolally writer of the ad -- is lacklustre; giving off the impression that he's in the film as a favour to the director, first timer Colin Trevorrow.
Problematic as some of the casting and editing may be, the real problem is the writing. Subplots are dropped or forgotten, and one particularly odd sequence involving a prosthetic was seemingly included just to pad out the running time. When Arnau is hastily given a truncated subplot of his own during the last third it, in essence, wraps up with the messages 'Don't be yourself!' and 'Peer pressure. It works!' Writer Derek Connolly, also a first timer, hints at interesting subject matter, raising themes of loneliness and belonging, only to meander around them in his conclusion-less script.
Safety Not Guaranteed is a comedy. I know this only because IMDb and Wikipedia, as well as the film's production notes, tell me so, because the film is never knowingly funny. Instead it appears to be aiming for the easier, broader target of generic-quirky-indie. A hodgepodge of a word, but the right one.
Overall: 4/10
It seems that your complaint about "no credible huddles to overcome, no relationships that ring true, no arc on which they're taken" is that its not exactly like every other movie ever written. For some of us, that's what is refreshing about it. For you, that's its Achilles heel. To each his own, but to me, personally, it just makes your review incredibly boring.
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