personally, I find it's easier to get the normies with how victims of antifa are treated by msm vs the unedited videos... starting with the sjw campus riots extending back prior to Trump. With the Trump rallies, focus on how the many mayors effectively told law enforcement to stand down and otherwise dismissed not only the attacks against alleged Trump supporters but the destruction of their own cities... San Jose is a prime example. (also for how many of these protesters stayed and became part of the homeless problem.)

And of course, walk away campaign.. starting with elder democrats and working backwards. And of course, people that most would assume would never have become Pro-Trump.

with msm, you have to soft pill them because they believe all the other media is fake too. so rather than targeting the media, target the events or people and show the difference in reporting. - best if it's everyday common folk rather than politicians, celebs or even social media personalities...

this kid was stalked, doxxed, harassed for years after with random people trying to set him up in surprise vids: https://www.youtube.com/watch?v=fLOEmHmEIwA

but dealing with vehemently opposed people is difficult... the more proof you offer the harder they cling until they eventually ragequit.

honestly, just ask around for how many people lost friends, family, jobs, schools, etc all because they supported Trump.

prior the various anti-sjw movements, even just 1a trolls, or look to the problem now where there have been coordinated attacks by leftists invoking red flag and hate crime laws, even bragging about it, against their political enemies.

although for some, maybe what happened when that one YT personality, former mtv host and feminist got softpilled.. and they still went after her with a vegeance, can't recall her name at the moment.

shoe0nhead might be an easier pill for your mate to take.. same with early Tim Pool vids.

it all depends on the level of deprogramming needed..

like I might start with Irshad Manji then move onto Loury & McWhorter to based mom to Gad or the shoe0nhead types, the soft skeptics.. to the more active reformers (which unfortunately most of them went full nutters, retreated or otherwise ended with most their vids deleted)

https://www.youtube.com/watch?v=cnjGrcyCRXI

then move down the list of other peeps

https://www.youtube.com/watch?v=thQ-npCxGMQ

to more harder takes..

https://www.youtube.com/watch?v=ZfrjsQM2WAU

but need a better profile on your dude.

whatever his special interest is there's a mirror on the right..

for most dudes it's about how feminism and the progressive stack..

really, maybe that would be the best place to start

how the progressive stack became weaponized and the abuse of title ix