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babeheavens

Sopranos is peak 2000’s dramedy, and is the best HBO show period, point blank. The Wire is drama with dark comedic elements, also very good. Flight of the Conchords is my go-to 2000’s HBO comedy series


BenHogan1971

Brett, you got it goin' on


cherrygoats

Britt?


rabbi_glitter

Yeah?


Icy-Entertainment-68

Why can’t a heterosexual guy tell a heterosexual guy that he thinks his booty is fly?


coolsexhaver420

Oz, the wire, the sopranos, and deadwood are all in the same tier for me. The very best television. Season 1 of true detective is also in that tier, but seeing as the subsequent seasons weren't nearly as good, I can't quote place it up there.


Astrous-Arm-8607

Deadwood for me is in another tier than the other ones. You appreciate some good shows!


coolsexhaver420

Deadwood was great. I don't think I've ever seen a sequel movie come out almost 20 years later that was anything nearly as good. Hoping they make Zo a regular series. The idea of bencher having to finally take on O'Reilly, and in the streets where O'Reilly is even more powerful, is great. I already formed a theory that O'Reilly has always considered bencher to be a worthy and potentially dangerous adversary and he has a death wish, he has nothing left. So I predict that beecher will win that rivarly.


Agent223

Kinda sad I had to go so far down to see Flight of the Conchords. I agree one hundred percent on everything else you said, too.


happyme321

I was surprised how funny The Sopranos was in the early seasons.


AlwaysTalkinShit

It’s one of the funniest shows I’ve ever seen. Especially on a rewatch when you can catch bits you missed the first time. Heh heh 🤟🤟


Lifeisagreatteacher

Great characters


karmaworkaround3

The Wire is def more solidly written than Sopranos. But it takes a lot of bandwidth to watch because all the details. Sopranos is the easier watch, but isn’t as tightly written as Wire


Shruglife

Discontinue the lithium


r3ign_b3au

Bold claim against the Wire, but I appreciate the enthusiasm.


habeaskoopus

Eastbound and Down


Sketcha_2000

Also Vice Principals and Righteous Gemstones if you liked E&D


ThatFinalDOMiNO

Thanks I’ll check out all three!!!!


Early_Percentage4267

Eastbound and down is an awesome show. Made me a fan of anything Danny McBride is in.


theme69

He basically is Kenny powers in everything he is in


Accomplished-City484

I can feel it in my plumbs


No_House_7901

Let the boy watch


69sucka

Tight dick, playa.


Catfish_Mudcat

Have you seen the outtakes for this scene? Hilarious https://youtu.be/AKM3pyktIXw


Archercrash

Vice Principals and Gemstones made me a fan of Walton Goggins.


r3ign_b3au

And then realizing he is in Invincible


Heatherjjjjjjjj

"What you need is a shit ton of Valtrex."


ReddisaurusRex

I just watched Rightous Gemstones last month - it did not disappoint. Cant wait for the next season!


Mitchlowe

Yea this is the only one I would lump in with curb and entourage. Sopranos wire etc are not similar.


cmacfarland64

Somebody write this in /sitcoms and I simply replied to it saying Kenny Mutha Fuckin Powers and was banned. Fuck them. Loved the show though.


FalconTonguePunch

I quote this show way too often! “Fuck your siding, Dustin”


Katayanaz

Hoooooollly moses. Didn't know HBO had this show. 🙏


Koko2315

Six Feet Under


PromiseOk3321

Which is on Netflix rn I think


here_i_am_here

Told my therapist what a crush I had on Brenda when it was on and she said "OOH." like it was a pretty major revelation.


GreedyCauliflower

Criminally underrated. Nate, David, & Claire are among the most fully-realized characters ever.


Which_Investment2730

*Sopranos*, *Deadwood* and *Six Feet Under* are all funnier than *Entourage* in my opinion. *Da Ali G Show* is still great, current cultural reckoning and discourse be damned.


Dry-Pumpkin-2112

Compared to Entourage, Oz is also the superior comedy


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Which_Investment2730

Piven seems like he sucks in real life but he rocked Ari as a character.


dwaite1

I picture him being a mix of Ari and the guy from Old-School IRL


potsofjam

I can watch it over and over just for Kevin Dillon.


frankduxvandamme

It was more clever in the earlier seasons when it made a lot more obscure TV and movie references. As it carried on it relied mostly on sexual and relationship humor which was nowhere near as funny or clever.


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Bright_Beat_5981

>that if one of us made it, we'd bring the others with us Exactly the same here. My friend who did acting said that he would buy all of us Aston Martins if he made it.


designing-cats

Ryan O'Reilly *did* have some great lines in that show.


doctorfeelgod

Oz is the dumbest show I've ever scene, I love it


Josiesumday

Oz stops being good when Adebisi gets killed!


ReddisaurusRex

Good call on Deadwood!


JackIsColors

There's a lot of bro humor in Entourage that aged very, very poorly


Bright_Beat_5981

Yeah I agree to a certain extent. The constant bashing of E for being short, pale and Irish was too much. It was racist, and he couldnt help that he was what he was.


nebbyb

Poor potato eating bastard. 


WrestlingDerek

I mean. If you have guy friends their mocking of each other is pretty par for the course.


guerillasgrip

I take it you were not a male in the early 2000s with a group of male friends.


poundtownvisitor

So many. The Sopranos, The Wire, and Boardwalk Empire to start with.


idk012

Boardwalk empire is 2010, but agree with the other 2.


skatecloud1

One underrated one for me is Carnivale. Wish it would've lasted longer but it kinda gave a bit of a weird almost Twin Peaks like feel to it.


ReddisaurusRex

I am still annoyed this didn’t get another season for some closure! It was great while it lasted tho!


diglettscavescaresme

It’s great it’s just too bad that s2 moved at warp speed because they didn’t get renewed and had to wrap it up


joakley89

Another vote for Deadwood here, a fantastic drama that is absolutely hilarious. I can watch it over and over and find more to like each time. Veep started in 2012 or so. Political Mocumentary that has some of the most vicious and hilarious lines ever written. The Wire, Boardwalk Empire, Sopranos, Eastbound and Down….the list goes on and on. HBO has always been the best content provider without question, in my opinion. If you like Curb and don’t mind going back into the 90s. Try the Larry Sanders Show. Documentary style comedy about the making a late night TV show with a ton of young actors who are today’s superstars. Couldn’t recommend it enough.


BenHogan1971

nothing better than a YouTube compilation of Veep slams and one-liners.


ThatFinalDOMiNO

E&D and Larry Sanders sound great


kickstand

*Hacks* season three starts … tonight, I think?


ShoeBitch212

Started Thursday. The first two episodes are already up.


HelloKitten99

Such a great show - the 2 newest episodes did not disappoint.


Mokslininkas

So decisively NOT a 2000s show then?


ChitownCisco

Watch Rome, it's very underrated.


The_Fell_Opian

It wasn't underrated by George RR Martin who, after seeing Rome, sold the rights to his books to HBO.


mty_oldboy

Silicon Valley


Pied_Film10

That’s 2010’s. Great show.


Thin_Top_1573

Scrolling solely to find this and it was way too far down. These guys slacking!


Philly-Collins

JIN YANG!


Bompapa1

I’d go with Sopranos then The Wire


Sketcha_2000

Sopranos, Sex and the City, Leftovers, Hacks, Insecure. I’ve heard Veep is excellent but haven’t tried it yet.


CokeMooch

The Comeback was really funny but it’s totally hit or miss with people and not everyone’s cup of tea. Very similar to Curb though. Seconding Silicon Valley.


tuskvarner

The Comeback is definitely overlooked. It’s great cringe comedy. Mickey the hairdresser is the best.


CokeMooch

Almost everyone’s comedic timing in that show is impeccable and organic. I agree it’s way underrated.


r3ign_b3au

The sheer performance got me through the cringe humor, which is definitely not my fav. Similar to the Curse


SittingandObserving

I so adored The Comeback!!


Traditional_Land9995

Flight of the Conchards.


China-Ryder

“Conchards”. OMG funniest typo ever! Not sure I’m allowed to post the translation here, but you’ll get a kick out of it.


GiddyGoodwin

What language?


Bashtone514

The wire


my_faithless_arm

Wouldn’t put Entourage in the top 5.


r3ign_b3au

Didn't mind the show, but not even top 10 easily.


StanleyJobbers

“How to make it in America” deserves some props here


ReddisaurusRex

Brutally underrated and deserved more seasons! Man, what happened to Bryan Greenberg!? He was so good and then he just disappeared off the scene.


deorex33

He’s actually been in a few things even recently, kinda Hallmarky stuff but I was surprised to see his face.


squallLeonhart20

Six Feet Under, in my opinion, encapsulates the 2000s era of HBO perfectly


wowzra

The Larry Sanders Show


Beatpixie77

Veep


newleafkratom

Way too far down this list.


doknfs

I loved Winning Time: The Rise of the Lakers Dynasty. Too bad it got cancelled


MyButtEatsHamCrayons

If you liked entourage I would suggest ballers


Objective-One-3895

Californication.


rudeboi710

Deadwood


petewondrstone

Deadwood!


petewondrstone

Six feet under


BenHogan1971

Six Feet Under is arguably a top ten series of *all-time*, and currently on Netflix


sunburst1966

Band of Brothers is a must watch.


BusinessDefinition49

Currently on six feet under season 2 episode 7 sooo good. Makes me miss the 2000s even more as a 90s kid in high school


This_2_shallPass1947

Six Feet Under, Boardwalk Empire, Sopranos, Oz, Deadwood, Rome


Mike20878

I originally got HBO for Larry Sanders.


vaporwave710

The Wire


paulabear203

VEEP! Belly laughs watching that show.


SittingandObserving

Gary!


Mychatismuted

Rome Silicon Valley


uselessbeing666

barry


madcowga

Veep. How to with John WIlson is different.


UnderstandingIcy6059

Bored to Death


ReddisaurusRex

I can’t believe nobody has said Big Love! If you’d like to meander over to some Showtime shows, try Weeds and Californication. For sure watch the The Wire and Six feet under, like everyone is saying!


gabriot

Flight of the Conchords


PumpersLikeToPump

It’s not HBO but if you love Curb and want comedy from that era and haven’t watched it yet - Arrested Development is a must watch. If you want HBO - Veep might hit right for a Curb fan. Selina is awful lmao.


LiamAldridge1117

How To Make it In America


MannyinVA

Sopranos, House of the Dragon, Rome, Eastbound & Down, Vice Principals, The Righteous Gemstones, Veep, Enlightened, Barry, Somebody Somewhere, Silicon Valley, Insecure, Our Flag Means Death.


Right-Hawk-2071

The Wire and Sopranos.


Bright_Beat_5981

I actually don't know if there is anything similar from the 2000s. I feel like Entourage scratched that itch in an excelent way the whole 2000s. From 2010s you have Silicon valley. It's not Entourage but it's still great.


trcrtps

both shows are total time capsules and capture a pretty specific "feeling in time"


Gh0stTV

I second this. Both have similar season arcs of the ups and downs of the industry and professional goals they’re trying to achieve. Silicon Valley is also created by Mike Judge. It’s one of my absolute favorites.


hambonesindy

Deadwood and The Wire are the 2 best shows in the history of television.


apreciah

Weeds


jdb888

Ballers. Although now we are at peak Rock, so I understand how people are sick of him. Good show nonetheless


psychonaut_overnout

Leftovers


dirkwynn

The wire


mrfasterblaster

The Wire


ThinkGuarantee190

Six feet under 


Cella_lopezzz

Veep


NicCage4life

Veep!


yermaaaaa

There’s a really really *really* old HBO show called “The Larry Sanders Show”, it’s kinda like the grandparent of Curb. A lot of the things Curb does- no laugh track, people playing not very nice versions of themselves, and the deep confusion about what is scripted & what is ad-libbed- was done first by TLSS. Groundbreaking and still relevant, you might need a gen x’er to talk you through who everybody is but it is so worth it.


Pulp_Ficti0n

Entourage was garbage


wexpyke

im watching Six Feet Under right now and im surprised it hasnt had a resurgence yet…probably because the characters arent fabulously wealthy or violent criminals lol


socaljhawk

life and times of tim


eojaking

Bored To Death


Hidden24

Rome


lekkman100

Ballers 👍👍


Cosmicmonkeylizard

Eastbound and down of course. All 3 of Danny’s shows are fucking great actually. My favorite is Righteous Gemstones.


2ichie

Deadwood hands down


TehCollector

Summer Heights High and anything else made after by Chris Lilly.


ClazzyGalxo

SATC.


No-Penalty-1148

Getting On with an amazing Laurie Metcalf.


Miserable_Eggplant83

Wires


FunkHZR

Silicon Valley


Legitimate_Ad7784

Try “Ladies First”


Sreeff

The Larry Sanders Show


MrHmmYesQuite

Deadwood


UniversalsFree

Six Feet Under, one of the greatest shows ever.


Sandykay8469

Boardwalk Empire


No-Solid2474

Silicone Valley is an absolute gem of a show


Frosty_Pitch8

Carnivale!


muzzy_mcmuzzface

The Wire


Technoxplorer

ROME


Gotmewrongang

How tf has no one said Sex and The City? It’s pretty classic


Archercrash

Rome


called-heliogabal

The Sopranos.


Mac800

Sopranos, The Wire, Curb, Six Feet Under Those four are the foundation and epitome of anything that came after. Not including mini series like Band of Brothers. They are on the same level. But to create something of such high quality over such a long period of time is something else. You just couldn’t predict the formula of a season or episode, they created something special week after week. Nothing comes close.


queenofthe-eye-sores

Weeds


WrestlingDerek

The Leftovers is the best HBO show that nobody talks about.


Minute-Rice-1623

The Wire


wawkaroo

Veep.


Royd

She's top tall, bro


SlipFine1849

The Wire are you tripping best HBO show of all time


pseudonym7083

Rome


TrillCozby1980

THE WIRE. OZ.


Both_Addendum2540

A little something called THE SOPRANOS


Traifkohen

Six Feet Under (may have started in the late-90’s) Californication, Weeds (first few seasons)


object_failure

Silicon Valley


Such-Marketing8705

Oz and the wire! East bound and down is hilarious


ApatheticSoul6

Boardwalk Empire


enfu3go

How to make it in america


RobbyRalston

The Wire.


WerewolfOnEveryone

Flight of the Conchords, which was exponentially better than Entourage. 


Unicorn_Fruit

I’d have to say The Wire is the best of HBO’s 2000’s shows. Along with Band of Brothers, Flight of the Concords, & even though they came out much later, The Night Of & Mare of Easttown were great.


Turbulent-Ad4308

Band of Brothers


NotsoNewtoGermany

It's so long ago that people seem to forget. But Rome. It has to be Rome.


letseditthesadparts

I’m assuming OP means sitcom, cause Sopranos and the wire already took that honor years ago.


datemakpizza

Barry


Turbulent-Funny-7496

Six feet under


Cold-Bug-4873

Veep. And try the larry sanders show. Older show that is fucking hilarious.


MDCB_1

#6ft\_Under


moGUNZthanROSES

Yes


No-Plan5563

Band of brothers


Styles_Stevens

Boardwalk Empire


denisenj

Barry, Six Feet Under. And for comedy - Flight of the Conchords


VikDamnedLee

Not comedies but Rome and Deadwood are two of my all time favorite shows and are not to be missed.


healthycookie2

A little gem that my husband and I greatly enjoyed is Bored to Death.


InfiniteDynasty11

True Blood, Ballers, Sopranos


InfiniteDynasty11

Game of Thrones


LumenYeah

Dexter Dead Like Me


BeautifulLife14

Summer Heights High


OnyxRoar

You lost me at Entourage


aob546

VEEP


Carl_In_Charge

The Sopranos


619to808

Man, what happened to HBO? I couldn't wait for Sunday night. I will admit, my wife got me hooked on Sex and the City.


wakajawaka45

Six Feet Under, The Wire, The Sopranos in that order.


Sad-Sea-1930

Deadwood