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Notes -
Humor may be the social phenomena that is hardest to be 'naturally' talented at. Requires a mix of traits that are likely rare across human populations to truly have the knack. That is to say that comedians, especially in the improv space are demonstrating excellence at a really impressive skill. And likewise, autists or others who have a hard time reading a room are handicapped to a large degree if they can't figure out how to make others laugh.
A well-timed joke is what can make any given speech, conversation, debate, or lecture 3x as memorable. A poorly-timed or poorly-delivered joke can crush the mood just as easily.
Indeed, I'd argue that a full on 70% of what we call 'charisma' is just being adept at humor. The other 30% is being good-looking.
Knowing how and when to apply humor is such a tricky thing that I'm not even sure how much you can actually practice it if you don't have the bundle of natural prerequisites to be make it work.
I like what you are saying about the importance and effectiveness of humor, but I did want to expand on some of the other points you made.
I think this formula is missing an important component of charisma, which is a sense of confidence and certainty. Charismatic people seem to have a way of being confident before it is earned. They can show up in a new situation, or setting, and not seem uncertain like most people. Since they don't appear uncertain people tend to go along with them because the logic is: If someone didn't know what they were doing they wouldn't be able to appear so confident. Someone that is confident must therefore have skills/expertise to handle a situation.
Charismatic people have a way of being confident in their actions in a socially smooth way. If someone disagrees with them they can skillfully navigate the interaction without coming across as insecure and/or an asshole.
Something that worked for me was to view humor as a clash of perspectives. There is something of an algorithm to it which is to basically compare different perspectives to find variances between them. Once you notice these differences you can start reflect on past interactions and imaginally practice different points where you could have said something humorous. This imaginal practice gave me to confidence to occasionally add humor to my communication.
Definitely agree with this addition, the ability to project confidence in unfamiliar situations is a trait I've known certain people to possess which makes it terrifyingly easy to 'get along' with them despite knowing them for a very brief time and learning very little about them.
My only pushback is that humor is still a huge part of that equation since being able to deftly use humor even in situations others would find uncomfortable is very important to appearing confident! Like you suggest, someone who is making jokes and engaging with people where others are nervous gives the strong impressive they know what they're doing.
Funny enough, though, I'm naturally suspicious of these people and it feels like I can 'see through' the facade more often than not.
This is likely because I'm a natural introvert and just autistic enough that I can ignore social cues rather than respond to them uncritically, so somebody I don't know approaching me in a situation already puts me on edge (what are they trying to sell me?) and making airs like they're a good ol' buddy of mine when I don't know them from Adam makes me shut off the normal paths they'd use to get me to like them.
And indeed, a large portion of these people are easy to push 'out of their depth' if you DO know what you're talking about and you don't care about making the interaction socially awkward. They can revert to platitudes and deflections and double down on humor to maintain their image, but it breaks their normal game plan.
Some portion of these folks are actual sociopaths seeking to infiltrate a given space, so I tend not to just let them ingratiate themselves into groups I care about without testing them.
My 'trick' has been to carefully create a particular set of expectations, and then thwart them at an opportune time with little warning.
Imagine the humor inherent when you're talking to a nice, 80 year old woman calmly knitting a scarf for her grandkids and reminiscing about the good old days when she accidentally stabs herself with a needle and lets fly with a tirade of horrifying curses and epithets like a drunken sailor, then composes herself, apologizes, and continues on like nothing happened.
When I interact with almost everybody I default to a largely professional, straightforward, grounded persona (which flows pretty naturally from my job title) and keep most of my commentary very direct and sensible, with dashes of color to show I'm not a complete fuddy-duddy. But then, once people see me as the straightlaced and perhaps unimaginative type, I can whip out some completely absurd, possibly offensive comment when there's an opportunity, with complete deadpan delivery, and people will be caught so off guard that they go silent for several seconds trying to discern if A) they just heard that correctly and B) I'm actually being serious.
Usually that's enough to get a laugh, but if not I relieve the tension by throwing up my hands and going "just kidding!" but with a bit of a wink on top.
Its a reliable method because I can always bring my own personality with me to most interactions, and I can very consciously choose the time and place to pull the card if I gauge it is appropriate with the other person(s).
The 'downside' is that it becomes way harder to surprise people who have known me for a long time with that tactic.
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