I will never tire of how you use Star Wars to talk about real life stuff. Makes it way more real feeling to me.

I miss Dexter so much. I wished he had been a character on Clone Wars. Running a spy network in the Outer Rim or acting as a guide for Obi Wan on an uncharted hyperspace way. We didn't get enough civilian POVs and Dexter given his general wisdom may have been a very interesting voice on the issue of dehumanising Separatists. Considering his Outer Rim connection he could have been an interesting foil for Anakin and Ashoka arguing for nuance.
Or he could just act as an information source. The guy has encyclopedic knowledge of obscure people and species that the Core Worlds ignored until war was declared.

I feel that Dex’s Diner would’ve made an excellent network for Luthen’s movement

I love history, but still appreciate how Alan tricks us into learning history by presenting it behind a façade of Star Wars

The vibe in whatever room you're filming in is fantastic.

I love a foggy or rainy evening and chilling in a room with a view. Something about it.

It was suggested that Obi-Wan hung out in that diner a lot.  One of the items inclued with the book "The Jedi Path" is a napkin from Dex's Diner with Obi-Wan's sketches for his lightsaber design.  I think part of the idea was that Obi-Wan recognized that Dex held wisdom that deserved to be known. I just really liked the idea that Dex did a lot of different things and the diner is more like his retirement. He made his fotune among the stars and gained a great deal of knowledge of people and places the Republic and the Jedi overlook. And Obi-Wan saw that Dex was as wise as any master, just in a different way.  The wisdom of a lifetime of working and exploring.  A wisdom of secrets and hidden places.

As for Dex's location,  it's very possible that  the redevelopment there gets more value out of not-making-more-urban canyons overall,  and/or that  that's actually the top of some very old building that can't support any more weight, or  those low buildings are actually placed over some void  under the surface-streets and plaza there  so they decided to keep some  local color type atmosphere with a few 'low' buildings.   Also it could well be under  the airspeeder lanes . The sunlight in what might otherwise be  urban canyons is inherently valuable.

No mention of Dex's Donut stand? When he moved to Coruscant, he just had a little sidewalk donut stand that served donuts and caf (coffee). It was destroyed when a taxi crashed into it. The settlement money from the taxi company was used to open the diner.

In legends Dex did some cool stuff, he joined a group called "Erased" because he had to run from the empire, and as the name suggests the group erased all memory of their existence to get disappear from the empires radar.

I used to think this scene was a throwaway gag to have a classic diner and a wacky character.
But thank you for altering my perspective and diving into the details to illuminate what this reality actually means about the location and character.
Keep opening our eyes to the beauty of the galaxy my friend.

Maybe the diner is actually a roof-top unit for a larger structure beneath it...a way for an otherwise  utilitarian space to make a little cash between developments. Its small, possibly portable - perhaps something like a food/truck/mobile home, parking for a few months or even years at a time the moving a block or 2 to make way for newer, more expensive vertical construction...
Zoning could totally be a factor too - built on a traffic easement that limits vertical growth, or unincorporated sliver of land shaved off of a larger development, or even because of an inconvenient "underground" feature or infrastructure (tunnels/pipes etc.)....
Maybe Ive spent too much time thinking about this...

I'm frequently called weak for not showing my toughness and being empathetic, but Allen talking about how  its better to show empathy, it makes me feel like i can keep pushing forward, so thank you allen.

Dexter represents the good side of the “old boy’s network”. He’s probably friends with half of the Jedi, because of his experience.

I used to run my business out of a coffee shop more than my office, because the guy who owned the coffee shop is an old friend and a small-business tycoon by his own rights. We used to discuss deal worth hundreds of thousands of dollars right in front of him because he was part of my “old boy’s network”. I cut him in on a couple deals because his mom was an old friend and so was he. Everything was legal and above board, but it looked exactly like the backroom deals of organized crime.

Dex was one of the characters you aren’t supposed to notice, but you are supposed to notice. He’s like the consiglieri of the mafia. He is above the fights between underworld families, but still a major part of them. He probably doesn’t even own his own diner, other than on paper.

I played a character like him once in a Star Wars TTRPG. It was after Scum & Villainy was released for the Saga Edition. I was playing an Ubese mechanic who just happened to own a really big ship that was converted to be a sort of underworld hub. Smugglers would come in to dock, dump their cargo and somebody else would come pick it up, no questions asked. I rented out bays to all of the syndicates and I didn’t want to know what they were storing.  On paper, none of what was in there was mine. I never made planet fall, so I never had to deal with customs. If I ever got boarded, I was a diplomatic ship from a non-republic planet in the mid rim.

Deter represents that sort of thing. He is an information broker primarily, when he isn’t cooking your lunch. Enjoy the meal and leave a fat tip, for the “ambiance”.  You savvy?

In my head I assumed some kind of vertical status arrangement.  Seedy underworld of lower levels to the penthouses of the rich.  Surface level being working class, hence it being a classic diner.

If you watch closely in the scene where it first shows Dex's dinner, it looks to be on top of a skyscraper or other tall structure, not saying your theory is wrong, but actually that would reinforce the theory, because that would cost even more to be on top, as opposed to the surface!

Dude, Lucasfilm needs you as a lore master. Anyone who can make a throw away background character like Dexter Jettster look interesting is supremely talented.

One thing you didn’t consider.  Developers buy people like him out to build up.  It costs hundreds of millions, if not into the billion dollar range for an owner to build a tower in major cities in the US.  No idea what type of complexities building up on something thousands of stories up here would have, but I’m guessing that Dex doesn’t have the funds to do it himself.  He’s probably fine make a little operating the diner.  He probably would be destroyed if he had to give it up for a check.

"The purpose of laws is to make you think good and hard before you break them." -Esmeralda Weatherwax, witch.
It actually checks out pretty good.

Churchill had to have ignored copious amounts of good advice in making that choice. He wasn’t just naive and ignorant, he was also filled with hubris and self-righteousness. I can have understanding for his choices, and also be angry and critical at the harm he did.

So to summarize this video: Dexter Jettster has more humanity than many humans in Star Wars and he is the one who has a form of ultimate freedom because he can always choose what he wanted to do in his life.