Movie where a guy goes to various Hotel conventions/conferences

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I remember the guy went to different hotel conferences but it was shown to be rather mundane and in actuality it was a cover for contract killings I think. At some point he meets a Woman (I think). It also showed him living on different neighborhoods, but the houses were pretty mundane as well.

It was either he was a hit man/contract killer or was selling weapons. And I remember him deviating from his “routine” and it was a big deal. Like he had to follow protocol every time he came to town and went to another convention.

Edited question