I hope no one minds, but I thought this was interesting enough to draw attention to it on the Breakpoint forum...
https://forums.ubisoft.com/showthrea...is-interesting
When it comes to production and smuggling, hardest missions to get away without murder would be "Freedom of speech" and "El Pulpo". This is as far as I'll willing to go with those 2 missions (no kills on my end).
El Pulpo has 2 endings. Working as intended - he leaves and victory screen states "El Pulpo on it's way to Mexico" and bugged, where missions just ends after random amount of time without him leaving Barvechos airport "invalid complete text". Destruction of Pulpo's helicopter will fail the mission in both endings, so bugged is definitely harder.