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Hey, I was inactive for a long time but I'm still gonna answer your questions now!
About Coup de Grace: I think Last Stand is usually better with Lethal Tempo (and maybe Ghost) if you want to play the "I just run in and attack and hope it will be enough"-playstyle, which is fine but not my style and I think Warwick is better played like this in the top lane and not in the jungle. I like the Press the Attack + Coup de Grace combo because this way you have a tool to get enemys low quickly with PtA (even better with trinity which I play again these days) and then you have the tools to execute them easily with W-Passive, Coup de Grace and PtA %-damage increases. Its just great to quickly kill a carry which I value a lot in the jungle.
About Jak'Sho: The item got significantly nerfed in Season 14 which caused me to not like it that much anymore. It's still a fine option but not what it used to be and I think most other options for a last item are better.
About Shojin: Because of the same reason of me preferring to pick short fights and win them quickly the cdr on basic abilities doesnt give me a lot of value and the other stats ad+health just can't compete with other items for the same price.
About Flash: More playmaking potential (classic early game example is when ganking a lane flash first and instantly Q your target (hold it) and follow their Flash that they will most likely use). Makes you be way more unpredictable than a Warwick just running at you with Ghost. But if you like the "run in and hope for the best"-playstyle more than making cool plays and surprise your enemies then Ghost is probably a good option.
I will update this guide with what I'm doing as soon as possible when the new season hits :)
- Increased damage taken debuff -> team will deal more dmg to your target, too. In jungle you fight with your team a lot
- Juicy burst in combination with Trinity to get enemy below 50% health quickly to trigger W
About your Trinity passive comment: LT takes time to stack, so by the time you have noticeably more attack speed with it the Trinity passive is stacked already anyway + as kind of already mentioned with the faster access to W passive on your target with the extra burst from PTA you often have more attack speed earlier than with LT anyway.
https://app.mobalytics.gg/lol/champions/warwick/build/jungle?buildID=625988237