How to Make a Killing follows Becket Redfellow (Glen Powell), the son of the disowned Mary Redfellow (Nell Williams) who sets about killing various Redfellow family members to move his name up the list of heirs since - while still exiled - he is still among those who could inherit Whitelaw Redfellow's (Ed Harris) billions of dollars.
As the description implies, this is a dark comedy. I think it is also meant to be satirical - more on that later - but the dark comedy is the main selling point of the film. We have to get some laughter out of the various ways Becket removes those ahead on him, or the whole movie falls apart. The movie mostly succeeds at this. It needs to be meaner (really, it needs to lean more into the satire sitting just at the edges of it) and if it had gone in an American Psycho-but-funny route this might have been an easy 10 out of 10. But the need to sand off the edges - Powell's Becket doesn't even begin to approach the depravity of Christian Bale's Patrick Bateman - ultimately holds the movie back, resulting in an ending that just doesn't work given the material before.
Which I hate, because many of the performers are clearly having a good time. In addition to Powell and Harris, the movie has Topher Grace, Zach Woods, and Bill Camp among the family members along with Margaret Qualley as a childhood friend of Becket and Jessica Henwick as his love interest. All of them give perfect performances for the movie. It really is an acting showcase, the simple roles given life and idiosyncrasy by the performers who really elevate this film. The writing really only fails Powell - and even then, mostly at the end - and given the relative size of the roles I don't think anyone fails to make a mark in the screentime given.
Again, it's just the structure of the film that keeps it from greatness. Powell is just too damn likeable as Becket. There needs to be charm, sure, otherwise Henwick's Ruth would never become a love interest, but it needed to read as more a facade than the actual Becket. Powell is clearly doing what is expected of the performance, but each kill becomes less and less credulous the more time we spend with the character.
I almost wish they had gone with a different ending. It could've still been cold and cynical like the current one, but it needed to be different from the one we end up getting. It doesn't gel with the character Powell has given us - but it could have if a few changes were made.
Would I recommend this film? Yes. Despite the ending, it is overall a fun movie and Henwick and Powell have some real chemistry.
7.5 out of 10