Looking for Group's Ryan Sohmer (the author of Least I Could Do) and Lar deSouza (the artist of Least I Could Do) draw the themes of Looking for Group from many influences, such as Terry Goodkind's Sword of Truth series,"Dungeons and Dragons", Robert Jordan's The Wheel of Time series, George R. R. Martin's A Song of Ice and Fire (with several acknowledged news posts of this), and Blizzard Entertainment's popular MMORPG video game World of Warcraft. The art style and the title imply that it was originally intended as a parody of World of Warcraft - the four main characters resemble four of the five Horde races in World of Warcraft. Though the comic began as purely humorous in tone, it soon shifted to a more serious (albeit complicated) adventure, with most of the remaining comedy carried by Richard the warlock. A recurring gag in the comic features characters resembling famous fantasy characters such as Frodo Baggins, Obi Wan Kenobi and a Smurf appearing and then immediately being killed. Dialogue from The Lord of the Rings is often parodied, and pop culture references in medieval guise abound. The comic is currently updated twice a week, on Mondays and Thursdays.

Cale'Anon Vatay, or Cale to his friends, is an elven hunter and central figure of the group. Cale was a student in a place called "The Beacon of Hope" where elves like Cale learn how to protect innocents. While his people have never been seen (at least not in "modern" times) they have been described on several occasions as notoriously evil while Cale himself is seen as noble and virtuous to the point of naivete. After an accidental meeting with the less morally upstanding Richard (and additional company) he has since personally killed one innocent (accidentally) and at least two 'protectors of the people' along with many others. He lost a measure of his innocence when he released Kethenecia from its anchor, as it required that he kill a small boy (the boy in fact was not a boy at all but the Archmage of Kethenecia nor was he actually killed by Cale, though to date Cale is still unaware of that fact) and has grown more emotionally as he has found himself organizing and leading the Northern Tribes into a war against the Legaran Empire. Cale has proven an excellent fighter, skilled with both his twin swords and archery, as well as extremely fit- he is able to run without stopping for two days. He has also proven fast enough to snatch a crossbow bolt out of the air and strong enough to hurl it back at the attacker with deadly accuracy and force. Cale can, when needed, be an assertive leader. As the series has progressed Cale has begun to gain more depth and grow used to Richard's gruesome sense of humor. He is fiercely loyal, breaking laws and risking death to protect his friends and allies.

In many ways Cale is very similar to a D&D hero Drizzt Do'Urden, though Ryan Sohmer has stated that when Cale was created he did not know who Drizzt Do'Urden was and the parody was unintentional. Cale has also been referred to as female by others on more than one occasion. In one of the story arcs, it has been strongly suggested that Cale's troubles and trials in this story are in preparation for his becoming "King", specifically of Kethenecia.

Recently he liberated the "Sons of Exile" and led them, along with Richard, Pella, Captain Tah'vraay and Benn'Joon into battle. After missing the initial battle he led Benn'Joon and Pella to Mechastone, the mountain of Toyk and the gnomes which is being invading by the Black Dwarves. Toyk is reluctant to join with Cale and break out of Mechastone. Ray'd and the Bloodrage declared their allegiance to Cale, recognizing him as King of Kethenecia.

To save the gnomes and cover their retreat from Mechastone Pella and Richard blew up the mountain. Cale himself was nearly killed by the Black Dwarves but was saved by Richard who stuffed Cale's body into the body of a dwarf and encased it in ice to save him from the approaching lava. Later, while recovering, Cale became romantically involved with Benn'Joon.

Very recently, while attempting to find the way to Kethenecia through the mystical Portals Cale was confronted with the vision of an elven woman named Shora whom Cale claimed was his wife. The vision was then scattered by Richard. In exploring Cale's backstory, it is revealed that he lived in a fortress-slash-monastery where he trained in isolation. After rescuing Shora from a troll assault, he marries her in secret as it is against the laws of his sect. Upon discovering their union, Cale's master frames Shora as being unfaithful in front of Cale, driving him from the monastery and out into the world. After murdering Shora to prevent Cale from ever returning, it is revealed to be part of a wider plot to have Cale fulfil his destiny as ruler of Kethenecia, engineered in part by Richard, who takes the role of Cale's guardian.

Sooba is a large black feline companion of Cale's. When Sooba is summoned by name, he is able to appear at Cale's side within seconds, whether or not he was anywhere in sight (even in a panoramic view of the battlefield) prior to being called. It was recently revealed that Sooba was originally Shora's pet and for reasons unknown went with Cale when he left. Though it may be inferred that Sooba followed him since Shora was killed. Sooba is a powerful fighter and has a high degree of sentience. He clearly understands verbal orders and has developed a catch-phrase of sorts, as he begins some missions or fights with the internal monologue of "You think you know me..."

Sooba has a strong liking for Richard, listening to him as much as, if not more so, than Cale. He has also served as a mount for Richard in at least two comics, an act awarded to no other character. Sooba's ability to be summoned from nowhere is a reference to both the ranger class's animal companion from Dungeons & Dragons, and the mount/pet of the hunter class from World of Warcraft, both of which Sohmer has stated having been an avid player of. He's also an "accidental reference" to Guenhwyvar, a black panther owned by Drizzt Do'Urden, by default of being a parody of the Ranger's Animal Companion.

An undead warlock who willfully sows destruction without any provocation whatsoever, Richard is Cale's character foil and serves as the strip's comic relief. He is depicted as manipulative, powerful, physically strong (he is shown carrying a full grown panther or - in at least one instance - Cale himself, and attacking and destroying enemies without any use of his magical powers), exceedingly evil and childish. Richard's magical ability is practically limitless as he has only been bested magically once to date and that was against an entire company of battle mages and judging by the destruction caused by this battle it wasn't all one way. But, he has been defeated on numerous occasions when battling a warrior, Cale struck an arrow through his spine rendering him useless and he has been decapitated by the Knights of the Way, proving that he is easy to beat at times. Richard is very sensitive about his less-than-threatening name and reacts aggressively to Cale's nickname for him - "Dick", although he has used it himself on occasion. His companions often react mildly to his frequently psychopathic activities. His titles include Chief Warlock of the Brothers of Darkness, Lord of the Thirteen Hells, Master of the Bones, Emperor of the Black, Lord of the Undead, Lord of the Dance (nominated by himself on a whim), Mistress of Magma (gained by killing the former holder of the title), and mayor of a little village up the coast. It was later revealed that Richard's village is populated with undead beings just as violent and physically powerful as Richard. The aforementioned village was also later revealed to be the source of Richard's power. Richard seems to be able to restore his powers by interacting with his father's corpse hidden in a secret crypt within the village. The village has since been relocated to Kethenecia.

During a court trial held in an empty area Richard had been banished to by the Sisters, the judge referred to Richard's mortal self as "Lord Ashendale" and later Maikos refers to him as "Lord Mayor," reaffirming both his mayor of a village and Lord of the undead host.