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Barov
The former mayor of Border Town, serving at the pleasure of Roland.
- Beleaguered Assistant: Just like Carter, he simply could not keep up with "Roland's" whimsical ways, even thinking Roland was possessed by demons at one point, until one day, he effectively thought "SCREW IT! I don't care if he is possessed by demons, he's good for the people of Border Town, so I'll support him until I die!"
- Big Ol' Eyebrows: In the manhua, his eyebrows are so huge, his eyes can't be seen.
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Old Guard Versus New Blood: He's the Old Guard to Edith Kant's New Blood in terms of administration, the former being there since Roland's founding of Border Town while the later appears after Roland is crowned king. - Tears of Joy: When Roland clues him in and brings the long neglected, downtrodden, and battered Border Town to prosperity, and victory, over the Months of Demons, with only two casualties!
- Undying Loyalty: Served Roland until he died, and then Carter was appointed to replace him.
Carter
Roland's original bodyguard, and among the top knights in Border Town, even after the formation of First Army.
- Beleaguered Assistant: Constantly flummoxed by Roland's orders, starting with "Release That Witch!"
- The Gunslinger: Roland has Carter test out his newly developed revolver and train with it for his upcoming duel against Ashes.
- Hair of Gold, Heart of Gold: Blonde and morally upright.
- Happily Married: To the renowned Longsong actress May.
- Important Haircut: Rather important shave. Once he managed to hit it off with Longsong actress May, Carter shaves his beard off. Hilariously, Roland and Barov didn’t seem to recognize him after this.
- Red Is Heroic: Wears red platemail and is a brave and loyal soldier to Roland.
Kyle Sichi
The top alchemist of Redwater City recruited by Roland. Intrigued by the fourth prince’s knowledge of natural science, he comes to Bordertown.
- Labcoat of Science and Medicine: Wears on as part of his professional.
- Married to the Job: Kyle takes his alchemy very seriously
- Major Injury Underreaction: Once accidentally got caught in an explosion due to a faulty experiment that almost killed him had it not been for Nana healing him in time. Once he was healed, Kyle didn’t seem to realize that he almost died as he was more concerned about how he seemed to be getting closer to producing the acids Roland asked for. When Roland informed Kyle that he could have died if Nana didn’t heal him in time, he just saw it as an opportunity to do more dangerous experiments without worrying about occupational hazards.
- Science Hero: Roland recruited Kyle to be his chief alchemist. The witches see him somewhat as a Mad Scientist due to his being very passionate with his work.
Duke Osmond Ryan
Now is the perfect time to unite the western region, with me as the king!
The noble in charge of the Western Region. He lived in Longsong Stronghold and had the ambition to start a rebellion and become a king himself.- Ambition Is Evil: He did everything in his power to maintain his stranglehold on Border Town and the western region of Greyscale.
- And There Was Much Rejoicing: In universe. When news got back to Border Town that he died in "battle" with First Army, the citizens threw a party!
- Assumed Win: He marched on Border Town considering himself the victor and the battle a mere formality. After being routed, he still thought himself the victor, presuming he could outrun First Army and return to Longsong to regroup. He was literally dead wrong.
- Attack! Attack... Retreat! Retreat!: He leads a massive group of knights and infantry against Border Town because Roland dared to negotiate trade deals with merchant houses other than those under control of Longsong Stronghold... after Gerhardt himself had 20% of the population starve to death the last time they had to flee to the fortress due to the Months of Demons thanks to his heavy-handed and unfair manipulation of ore prices. Then he finally realized how powerful Roland's relatively small army was. He did not live long enough to regret his error.
- Bad Boss: When he first encounters First Army in the Manhwa, and his conscripted serfs start to flee from the firearms, a weapon they can't possibly understand, he shouts "No Retreat," striking said serfs down himself. Then he flees when there's no serfs left.
- Bling of War: Wears gaudy gold-colored armor.
- Fatal Flaw: Greed and pride.
- High-Class Glass: Wears a monocle in the manhwa.
- Hoist by His Own Petard: His own army formation got in the way of his retreat when he came within range of Border Town's cannons, and First Army fired on him and the army with him, leading to his death.
- It's All About Me: All he cares about is his own personal well being. Twenty percent of the population in his domain die during the Months of Demons from cold and starvation? Sucks to be them.
- Named by the Adaptation: His full name, Osmond Ryan, is only mentioned in a panel of the manhwa, as he's praising his expected easy victory. In the original literature, he's only called Duke Ryan by everyone, and does not mention his own name.
- One-Steve Limit: Averted. There is another Duke Ryan in Clearwater, serving under Garcia. He is mentioned once in passing, causing quite a bit of confusion in the audience.
- Small Name, Big Ego: He's a relatively minor noble, and he raises his sword against Prince Roland for "defying him" because "even royalty is nothing compared to his authority". That did not go well.
- Starter Villain: The first antagonist and roadblock Roland would have to face.
- Stupid Evil: One year before Roland came to Border Town, he let 20% of the population starve to death rather than loan the food they need to them against future ore sales. He sent agents to attempt sabotaging Border Town's food supply while Roland's First Army was fighting Demon Beasts. As if all that wasn't bad enough, he leads a massive human army against Border Town, planning to exterminate everyone within for "daring to defy him." When he knows that Roland somehow managed, with the population at hand, to fend off those Demon Beasts for months, something his massive army couldn't dream about without the fortress walls to help them.
- Suicidal Overconfidence: He thought his army could utterly stomp Roland, due to their relative numbers. He completely failed to register that there might have been damn good reason Roland withstood the Demon Beasts with only two casualties, one of which was caused by Ryan's own saboteurs.
- This Cannot Be!: When he sees that the "God's stone of retaliation" doesn't work against Roland's "Sorcery" aka modern firearms. Then again when Roland's forces catch up to him and kill him as he tries to run away in the middle of the night.
- Wrong Genre Savvy: His tactical thinking, as outlined in the manhwa, makes perfect sense, considering the information he has on hand. Hermes nearly fell from a record number of beasts, Timothy and Garcia badly crippling each other, Tilly is missing, and Roland having no official knights in his employ could not have faced that many beasts, and even then, his people must be exhausted from having to constantly be on guard for months. He realizes too late just how more technologically advanced Roland is compared to himself.
Lehman Hawes
Now, to kill that ROLAND WIMBLEDON!
The top knight leading the coup at Longsong and spearheading the attack on Border Town, to try and kill Roland.- Suicidal Overconfidence: Despite being well aware that Roland defeated an army of 500 fully-trained knights, and the many, many serfs under them, he brings an army of 50 knights and 1000 conscripts, doped up on "Holy Pills."
- Underestimating Badassery: He put way, way too much faith in the "Holy Pills" and thought too much of his conscripts. His entire entourage was literally gunned down, to the last man, including himself.
- We Have Reserves: Rounds up 1000 or so civilians and serfs, feeds them "Holy Pills" and sets them loose on Roland, then sits back and lets the survivors suffer from the coming withdrawal.
Petrov Hull
Who is this Roland?
A noble of the Honeysuckle family in the Western Region. He later becomes the caretaker of Longsong Stronghold.- Loophole Abuse: In trying to ransom his father, he's the first person to bring up the possibility to ransom Longsong Stronghold, which ends him being in charge of it at the end of the session.
- Only Sane Man: The only noble of Longsong Stronghold who saw Roland as a serious threat before the latter conquered the city (meeting Roland 2.0 in person also helps). This leads to Roland hiring him as the manager of Longsong Stronghold.
- Reason Before Honor: Much as he wants to indiscriminately wipe out the families of the treacherous nobles who sided with Timothy and killed several family members, nearly killing him too, he lets Roland's "King's Justice" deal with them. While the offending nobles did get publicly executed, their families got sent to work the mines until they dropped.
- The So-Called Coward: Fearing for his father's safety, he points out that Roland is far more dangerous than he appears, by pointing out that he not only built walls that lasted the entire winter, but weathered the entire "months of demons" with only two casualties, which even Longsong's walls can't accomplish. At this point, his father calls him a spineless coward and goes all Miles Gloriosus, pointing at his ancestor's past martial achievements, despite personally having no martial skills, talent, training, or accomplishments to speak of.
Jaques Medde
One of the four noble families who plotted to rebel and overthrow Roland.
- Assumed Win: Like Duke Ryan before him, Jacques thought he and the other noble families would wipe out Longsong Stronghold because they’re now equipped themselves with firearms (even though they’re just prototypes that need fuses to fire). He even imagined presenting Roland with Petrov Hull’s head. They were wrong.
- This Cannot Be!: Jacques figured he and the nobles’ armies had enough time to conquer Longsong Stronghold before Roland realizes what’s happening. He was shocked at Roland’s response time and how quickly he managed to mobilize the First Army to their location. Jacques could only stare in disbelief, unable to figure out how word of his actions quickly reached Roland.
- You're Nothing Without Your Phlebotinum: Getting (prototype) firearms of his own gave Jacques a fat head as he believed himself to be invincible because of it. He gloats that Roland no longer has the advantage of superior weaponry since he himself has access to them, too, and saying Roland is nothing without his tactical advantage. What Jacques failed to realize is that Roland is not static, he isn’t lazy, and he isn’t satisfied with staying in one development phase when he sees room for improvement. Roland had been constantly upgrading the firearms he’s already got, which ripped through Jacques and the other noble families’ army like nothing.
Rene Medde
One of the nobles under Ryan's banner who survived the attack on Border Town.
- Cassandra Truth: He shouted at the top of his lungs to the rest of his household that rebelling against and attacking Roland was foolish and suicidal. His brother, Jacques, locked him up in a cell, unimpressed, holding Timothy's "better" flintlock. Even after Jacques rode off into battle, Rene tried to convince the steward to let him out and stop Jacques' ambitions. The steward was unmoved... until Roland's troops came onto the property and convinced him in person.
- Category Traitor: To his family because he wouldn't side with Jacques and Timothy in rebelling against Roland, "to avenge his father, Earl Medde." He lived, the rest of his Glory Hound male relatives, did not.
- Revenge Myopia: He called Roland a murderer for killing his father, Earl Medde of the Elk family, despite the fact that Earl Medde attacked Roland first, as well as supporting the ill-advised plan to sabotage Border Town's food supply. Fortunately, he has a Heel Realization when Roland informs him.
- Tampering with Food and Drink: On the receiving end. The reason his brother Jacques was able to imprison him is that his food was drugged without his knowledge.
- Unwitting Pawn: To Ryan. The only reason Roland spared him was that he did not know of Ryan's treachery in attempting to destroy Border Town's food supply.
Baron Cornelius
One of the first aristocrats to try and reclaim his home, to sell, after the Months of Demons.
- Entitled Bastard: After fleeing Border Town, the moment the first snowflake fell, he had the gall to come back the very day after the start of spring, expecting his home to still be in place, and intact. The moment he found it had been demolished, he went to Roland demanding reparations of 130 gold royals. Roland had to struggle to keep from laughing in his face.
- Fat Bastard: So overweight, every time he speaks, his cheeks and turkey neck wiggle like loose flanks of meat.
- It's Probably Nothing: Subverted. He kept trying to shrug off Roland as the dandy he knew, but kept getting a chill in his spine that said "nuh-huh, he's dangerous," especially as he spotted First Army training. He began to get real nervous, wondering if Ryan's knights could pull off the same feats, such as marching over a kilometer through snow over a foot high...
- Morton's Fork: Admit to charges of desertion for abandoning Border Town, or relinquish any claims to his, at best, 30 gold royal home. He wisely chose the latter.
- Unwitting Pawn: Sent back to Longsong by Roland to prevent any more "misunderstandings," but what Roland really intended is that Cornelius would rile up Duke Ryan, provoking an ill-advised attack, so Roland would have casus belli to assimilate Longsong.
"Magic Hands" Yorko
A notorious gigolo who befriended Prince Roland before the latter was sent to Border Town.
- Action Survivor: While it's true that his martial skill is so non-existent that he wouldn't know which is the right side of a sword, and he's a coward, he has survived many, many dangerous encounters through grit, guile, and more than a little luck.
- Ambadassador: On occasion. His martial skill may be non-existent, but when the chips are down, he can be counted on to do his duty regardless of the odds.
- "Ass" in Ambassador: Averted. He may view being nominated as Graycastle's ambassador as a great opportunity to screw around and partake of the finer things in life, but he does take his job seriously and uses his "intimate encounters" to get all the necessary intel to succeed at his task.
- The Casanova: He will bed any woman who consents, regardless of her marital status.
- Chivalrous Pervert: Roland's "old friend", Magic Hands Yorko, is a notorious ladies man who has seduced dozens of noble ladies. This is mainly because he cares more about gaining their affections than the women's Jerkass husbands. He also generally shows himself to be well meaning, even if his first priority is seducing beautiful women, after Roland has him "promoted" to the ambassador of a foreign country.
- Only Friend: Of Prince Roland before the story began.
- Really Gets Around: He is notorious for his womanizing ways.
- Reassigned to Antarctica: Roland has his previous self's one "friend", Magic Hands Yorko, "promoted" to being the ambassador of a foreign country, basically so he'll be incapable of causing any political scandals while Roland stabilizes the situation in his own country.
- Undying Loyalty: To Roland. He was loyal to the original Roland as well.
Redwyne Passi
The younger brother of Spear Passi who was jealous of his sister's success that he colluded with the Church to have her killed and thus take over Fallen Dragon Ridge.
- Cain and Abel: Redwyne is the Cain to Spear's Abel.
- It's All About Me: Had no problem sending his own sister off to die if it meant he would take over the region. Redwyne arrogantly claims he was "correcting their father's mistake" in making Spear his heir by "taking back what's his".
- Laser-Guided Karma: Redwyne had the knights arrest Spear, gloating that she's officially dethroned and will take over Fallen Dragon Ridge, then handed her over to the Church to be killed. Once Border Town successfully takes down Fallen Dragon Ridge, Redwyne is the one under arrest as he's forced to face Spear, who consigns him to a life of hard labor in the mines.
- Nice Job Fixing It, Villain: Originally, Spear declined Nightingale's offer to join Roland in Border Town since she had her own region to govern. That was blown out of the water when Redwyne sells her out to the Church to be killed, thus forcing her to escape and find refuge in Border Town. All he did was give Roland a strong ally in his expansion which eventually led to Redwyne's fall.
- Sibling Murder: Attempts this by selling out Spear to the Church for secretly being a witch to be killed, thus granting him succession.
- Small Name, Big Ego: Redwyne believes himself to be a better heir than Spear despite not knowing a thing about properly ruling s region.
- Successful Sibling Syndrome: Is insanely jealous of his sister Spear's accomplishments that she was named successor to lordship of Fallen Dragon Ridge.
