In a show that deals with the police, military, or some other armed force of peacekeeping, there's a very good chance that The Leader of the outfit—or at least the one everybody respects—will be a bald black man. Apparently, there is something about being both bald and black which makes a leader popular enough to be appointed, and that something doesn't work when you only have one of the two. It might be that the image invokes strong masculinity, a no-nonsense "get it done" attitude that lends itself well to the setting. This can also apply to leaders of other sorts of groups as well, as long as those groups are "good."
Possibly a form of a Token Minority, if he's the only person of color present. See also Bald of Awesome. His significantly less bald Distaff Counterpart is the Black Boss Lady.
Please make sure the character is actually bald when you post him. The buzz cut is quite popular among black men and is not the same thing as having no hair at all, and thus Barack Obama (for example) would not count unless he were to shave his head at some point in his term. There's a lot of space between "bald" and "afro".
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Joker in AKIRA is bald, black, huge, and the leader of the motorcycle gang known as The Clowns. It's not exactly a democracy, but it still works.
Basque Grand of Fullmetal Alchemist. He's not the leader of the country, but he is a high-ranking officer (a Brigadier-General at the time of his death) and during his time as a Colonel Badass was Roy Mustang's immediate superior during the Ishvalan Civil War.
His baldness only becomes clear during Time Spiral; previously, his hairstyle was unknown due to his Nice Hat.
In the comic series Stormwatch, bald white guy Henry Bendix is technically the leader, but for the most part, field commander and bald black guy Jackson King (Battalion) calls the shots. He takes over for Bendix as Weatherman, too.
Kenneth (played by Ving Rhames) in the 2004 remake of Dawn of the Dead (2004) is one of the main characters in a large cast and, being a police officer and former Marine, as well as one of the few calm and reasonable people in the mall, assumes something akin to a leadership position with in the group.
Seen in The Fifth Element, where the President of the Federated Territories is both bald and black.
The crime lord Kingpin in the Daredevil movie. In the comics, he's white.
Obviously, only Michael Clarke Duncan was big and bald enough, and a good enough actor, to pull off the role.
Legendary Professional WrestlingHeelKing Kong Bundy was going to play the Kingpin. He's six-and-a-half feet tall and weighs four hundred pounds (and he's white). The problem is, he wasn't that good of an actor.
Perhaps the Star Trek producers noted how well this trope worked with the character of Captain Ben Sisko (played by Avery Brooks mentioned above) when they came up with the character of the USS Kelvin's commander, Captain Robau in the 2009 Star Trek. His ethnicity isn't given in the movie, though it is obvious he's a person of color (the actor is Faran Tahir, a Pakistani-American). Notable in that the character appears for less than 10 minutes and speaks maybe two paragraphs of dialogue, and yet is a full-fledged Memetic Badass.
Dillon in Alien³. Granted, he's merely a leader of a small group of all-male convicts turned religious zealots, but still.
Monday Mornings: Dr. Jorge Villanueva, mostly known by his InSeries Nicknames "El Gato" or "Big Cat", is a version of this trope from a Medical Drama. He's a legendary trauma surgeon and an excellent diagnostician. He's really a leader of his team and other younger doctors who look up to him. He's sometimes downright fatherly and Papa Bear on people who would mess with his "cubs".
Jon Arabin, or The Warwolf, in The Walrus and the Warwolf
Ajihad from Eragon is the leader of the rebel group.
Ajihad is probably the most egregious example, considering that he is present in a world where nobody other than himself and his daughter are black (making his existence entirely inexpicable), and his only backstory is "he appeared mysteriously one day with his baby daughter, joined the Varden, and eventually became their leader". The only apparent reason for him to exist is purely for the sake of invoking this trope (before having a bridge dropped on him at the beginning of the second book).
Resolved in the Brisingr as the Nausuada's people are revealed and several people native to Surda are described as Ambiguously Brown. The introduction to Nasuada's tribe is a whole 'nother can of worms.
He becomes one again in the comicbook continuation, After the Fall. Albeit an evil, vampire version.
Star Trek: Deep Space Nine has Captain Sisko. Interestingly, Sisko started out not being bald; he shaved his head around the same time he was promoted from Commander to Captain. The initial presence of hair on his head resulted from Executive Meddling, as the production team didn't want Sisko confused with Brooks' previous work as Hawk on Spenser For Hire.
And he shaved his hair and got the goatee back because he was doing Spenser TV movies at the time. Which brings us to...
Parodied by Stephen Colbert, who once cited black presidents as the number one threat to America. Showing clips from 24 and Deep Impact, he claimed that clearly, whenever a black man is president, "something terrible happens".
Ted Shaw, commander of the Antares in Defying Gravity
Uncle Phil from The Fresh Prince of Bel-Air. In the second half of the show, he's a district judge. Also, in the final season, the Republican Party recruits him to run for another political position, though he decides to drop out of the election. Besides these, Uncle Phil is definitely a strong leader within his family and becomes Will's father figure.
In Chuck, "Big Mike" Tucker is the bald, black manager of the Buy More—though he's really more of a figurehead as he's about as interested in doing any work as the rest of the staff (i.e. not very) and so it's Chuck who ends up doing most of the actual leading, in between saving the world, or the series of evil assistant managers.
In season 5 of Criminal Minds, when Hotch temporarily steps down, Morgan was briefly the team leader because The Reaper was back to hunt down Hotch.
Casper Orillion from Freelancer. He founded The Order, the so-called "terrorist group" that ultimately saved all humans in the Sirius Sector from a certain Nomad cleansing.
In the Xenosaga games, "Representative Helmer", the leader of Second Miltia, is both bald and black.
"Sarge" Redford in Battlefield: Bad Company has an unknown level of baldness (He wears a hat, but some hair can be seen otherwise, so he's at least not entirely bald for sure), but leads the rather bumbling squad, sometimes serving as the Only Sane Man alongside Marlowe. Earlier teasers showed him as bald, though.
Dead Space has Zach Hammond, security officer and leader of your party. Hints are dropped that he might know more than he lets on...until it's shown that it's Kendra who's actually the Mole. Hammond is just as much in the dark as you are.
Second Sight gives us one of these as the head of the paramilitary organization you're allied with.
Possibly subverted by DHS agent Brad in Dead Rising. He doesn't seem to have any authority over anyone besides his partner Jessie, and while he may be the one allegedly supplying food and essentials to the growing survivor population in the sealed Security Room, he doesn't hold a candle to Frank, who, blessed with incredible charisma, can lead large posses of frightened people through throngs of the undead.
Michael Chain of F-Zero-GX, leader of the Bloody Chain gang.
Prophet of Crysis is your squad leader, spending the entire game giving out orders using the radio.
In Knights of the Old Republic, the player meets the Hidden Bek gang on Taris, led by one of these. The player and the Bald Black Leader Guy (depending on player choices) can end up helping each other out for mutual benefit. It counts because the Beks are more about security and brotherhood, while their rivals are just trying to take over the under-city.
Also, Jolee Bindo. Not quite the leader, but as the oldest member of your party, he offers a lot of guidance and still kicks ass.
Final Fantasy XII gives us Reddas, the Pirate King of Balfonheim, and ex-Judge Magister under the name of Foris Zecht. He's a bit on the Ambiguously Brown side, but completely bald except for a fluffy white beard.
Gears of War 3 adds the character of Griffin, an energy-magnate-turned-post-apocalyptic-warlord living in the ruins of a city hit with a Kill Sat some ten years previous. Hypermasculine indeed.
Admiral Briggs from Call of Duty: Black Ops 2 is a four-star admiral in charge of SEAL Team Six, who spends much of the game giving you orders over the radio and chewing you out if you fail the optional strike force missions.
In The Gamers Alliance, Ismail is a bald, black man who becomes the captain of the Black Guard of Vanna.
Tech Infantry has Abdul Johnson, Chairman of the Grand Council, and Rashid King, head of Internal Security and the power behind the throne. Both are Black Muslims, although their hairstyle is never quite made explicit.
The Venture Bros. episode Tag Sale - You're It! begins with such a guy leading a squad of OSI agents. They're careful not to anger him, perhaps out of fear that he'll make them wear frilly dresses, which he seems quite intent on doing.
Justice League - After a galaxy-rocking (literally) breakup with Shayera at the end of season two, Green Lantern John Stewart shaved his head in time for Unlimited. The first episode of the revamp put him in leading a small team of greener heroes, and his status as founding member frequently made him a go-to guy in a crisis.
In ThunderCats (2011), Old Soldier and Four-Star Badass Panthro takes on this role in his debut. Having singlehandedly rescued the rest of the ThunderCats from a tight spot, he's incredulous at their lack of "adult supervision" and young king Lion-O's impulsiveness, in particular. Panthro demands they defer to him on a shared mission and refuses to acknowledge Lion-O as his liege until Lion-O proves himself in battle.
Roy in The Order of the Stick is black in a family of bald men and the leader of his team, although he's a bit more hammy and muchmore snarky than usual examples of this trope. The King of Nowhere also qualifies (which is one of the reasons Roy was confused with him at on point), for what we seem of him in a flashback panel.
Michael Jordan, arguably, is black and bald and was the uncontested leader of his team, his league, and, well, his sport's history.
And after retiring (the second time), he became a team president with the Washington Wizards, ended up making another comeback with his new team, then later became first a minority owner and then the majority owner of the Charlotte Bobcats, who coincidentally made the playoffs for the first time in their brief team history the year that he became majority owner. So yeah, he probably qualifies.
Some leaders of African countries who fit this trope:
As seen above, Ving Rhames, Tommy Lister Jr and the late Michael Clarke Duncan made their careers playing this archetype.
Of all places, ice hockey gives us an example; Calgary Flames right winger Jarome Iginla. One of the NHL's true black superstar players, he's a six-time all-star, and in 2003 was named team captain of the Flames, the first black team captain of a major hockey team. At the time of his appointment, he had an Obama-like close buzz cut; now he has something more akin to a clean scalp.
Winnipeg star Evander Kane may also count, though he isn't a captain, he is the team's offensive leader.
New York Knicks former head coach Mike Woodson.
Newark, NJ mayor Cory Booker.
A number of black film directors are this, among them Keenen Ivory Wayans, John Singleton, and Antoine Fuqua.