I know I like seeing this sort of thing, so here's the character's stat-blocks. I'll post their retinues separately so we don't end up with an impenetrable wall of text.
Rhyanidd
Warlord 5, Move 120’, AC 7/8, HD 5, hp , Att 4*+/7+, Saves: Fort 9+ Ref 12+ Will 13+, Init +1
Dmg: 1d6+4 (sword), 1d6+3 (spear), 1d4+3 (dagger), 1d6+2 (javelin)
Str +2, Con +2, Int +2, Cha +2.
Proficiencies: Seasoned Campaigner, Combat Reflexes, Command, Diplomacy, Fighting Style (weapon and shield), Intimidation, Leadership, Military Strategy, Performance (Rhetoric), Prophecy, Riding, Theology (Druidic), Weapon Focus (Swords and daggers).
Languages: Celtic, Germanic, Koine Greek
Equipment: Scale thorax (exceptional), medium shield, longsword (exceptional)*, spear (exceptional)*, dagger, javelins (3). Enc 6/7 stone.
Several interesting points to note about Rhyanidd. The original concept was "warrior princess". When I told the player that was a perfectly valid and appropriate concept, she smiled. She's not just a princess (Celtic warriors are generally aristocrats anyway, but she's a prominent one), she's also a priest, having been trained by a famous ovate and given to visions in her dreams. To her people, she's the real deal, a proper druid touched by the gods. She's also had instruction in Greek rhetoric, which should be amusing the first few times she addresses bodies of Greeks and surprises them by being able to speak, gesture and structure arguments in a persuasive way. And of course she's a warleader and a skilled combatant and commander.
She spent quite a lot of her starting money on improving her retinue's gear, which is one of the reasons they have near-fanatical Morale scores.
Her bodyguard:
Sabra - One of Rhyanidd's closest friends from childhood, the two of them grew up together sharing the same training, competing for the same boys and sharing the spoils of the same raids. Strangers could be forgiven for thinking them sisters in a certain light. She is a thoughtful and serious warrior, not one given to boastfulness, but quietly confident in her own prowess.
Bisalkes - A Gallo-Thracian who was originally a slave taken after a skirmish with the Boii. He is the bodyguard's scout.
Tasciovanus - a bard in the old tradition, he went to study with the ovates of Alba. He is composing an ever-expanding epic based on the exploits of the band. Handsome, charming, but also impulsive.
Liath - A Boii warrior taken in the same skirmish as Bisalkes. Left for dead by her comrades and tended back to health, on waking and discovering she had not been made a slave, she swore her life and her sword to Rhyanidd.
Esselt - younger cousin to Rhyanidd, tall, athletic, attractive but headstrong and eager for glory. She believes herself more capable than she really is.
Berdic - the youngest warrior in the band who often ends up being co-opted to do all the menial chores around camp for the bodyguard.
Saskia - originally one of Rhyanidd's tenant farmers from home, the group's groom and the closest thing to the princess' valet.
Meshullum
Explorer 5, Move 120’, AC 5, HD 5, hp 18, Att 6+/1*+, Saves: Fort 12+ Ref 10+ Will 13+, Init +4
Dmg: 1d6+5 (bow), 1d6+3 (sword), 1d4+3 (dagger), 1d6+3 (spear)
Str+1, Dex +3, Int+2, Cha+2.
Proficiencies: Seasoned Campaigner, Fighting Style (Bow), Gambling, Intimidation, Manual of Arms, Navigation, Precise Shooting, Riding, Skirmishing, Weapon Focus (bow).
Languages: Koine Greek, Aramaic, Egyptian, Libyan
Equipment: Composite Bow (exceptional)*, leather armour (good), short sword, small shield, dagger, spear. Light warhorses (2), ten light riding horses. Enc 3/5 stone.
Meshullum is very much a man of his times. A Hellenised Jew who mostly pays lip service to his faith (his native tongue is Greek!) and matured in one of the most modern cities in the world, Alexandria. What's ironic there is that he was born in Tyre, and it was Alexander's siege of that city when he was a small boy that led to him leaving when the civilians were evacuated. Only to then eventually reside in a city built by that same man who destroyed his old one. He's very much the mercenary, money is what motivates him and he doesn't really care who he works for as long as he and his men are paid. He's changed sides more times than he can count, but that's the prerogative of a valuable person like a captain of archers.
You'll also note he is hideously good with a bow, and is an accomplished horse-archer as well as foot-archer. Though his archers are all of the foot variety, some of whom have served on ships. He's also a trainer of archers, and has a little bow-making craft workshop amongst his retinue. Give them the raw materials to work with, and they can churn out units of archers.
Meshullum's retinue:
Talamenes of Krete - a grizzled, hot-tempered, foul-mouthed native of that isle famous for its archers. As ready with an insult as with his sword, and a teller of tall tales, many of which are embellishments of his times with Meshullum.
Abraham - Meshullum's nephew is an accomplished man in his own right, a skilled doctor educated at the renowned Alexandrian school. He is knowledgeable about poisons, herbs and tonics, and is an inducted priest of Asklepios.
Gelon of Krete - an excellent archer and athlete, Gelon is a handsome youth with idealistic dreams of owning his own ship one day. He loves the sea and has served with distinction in a number of naval actions. He has a tempestuous on-again, off-again relationship with Talamenes.
Zeteres - a Numidian hunter turned bandit when his hunting grounds were stripped of game by a passing Carthaginian army. With nothing left to feed his family, he hunted the mercenaries instead, waging a one-man guerilla campaign for several weeks and raiding their supply dumps. When a band of trackers led by Meshulam finally caught up to him, he offered him a job instead of killing him.
Juba - a Libyan mercenary who first sold his skills in Alexandria and served in the Gaza campaign. There he crossed paths with Talamenes, and was one of the first people they looked up when forming this band of archers.
Nefermenu - a native Aegyptian who escaped the crushing poverty of life in his rural village after demonstrating his skill to Meshullum when the captain's unit was passing through. Using a humble self bow he hit five targets dead centre with five arrows. This new life is a grand adventure for him, every day offers many wonders and more regular meals than his old life.
Septimus
Diplomat 5, Move 120’, AC 7/8, HD 5, hp 18, Att 7+/6+, Saves: Fort 11+ Ref 11+ Will 12+, Init +2, Dmg: 1d6+1 (sword), 1d6+1 (spear), 1d4 (dagger)
Dex+1, Int+3, Wis+1, Cha+3.
Proficiencies: Seasoned Campaigner, Bargaining, Bribery, Diplomacy, Intimidate, Military Strategy, Navigation, Performance (Rhetoric), Profession (Merchant), Riding, Seafaring II, Seduction, Siege Engineering II.
Languages: Latin, Aramaic, Celtic, Iberian, Koine Greek, Phoenican,
Equipment: Scale thorax (exceptional), medium shield, shortsword (exceptional), spear (exceptional), daggers (3). Three light riding horses. Enc 5/5 stone.
Septimus is the means by which the other PCs are pulled into the starting scenario; he's a "merchant of war" (another product of the age) and in that capacity has procured the PCs for Menesthios, a Massalian aristocrat. He's using one of the homebrewed classes, which is built on a Fighter frame, but with Thief-like bits and a load of extra Proficiencies. I think the end result is quite satisfying; he's not a frontline combatant, but nor is he a non-combatant. He relies on his gear (but even moreso his people) to get him through a fight. More than that, though, as we've already seen in the game, he relies on his intellect and silver tongue to negotiate trouble.
His people are a bit of a strange mix. He's got two of the foremost savants, a pair of assassins and a trio of "independent mariners". The latter three are mostly combatant, though they're also useful if he's captaining a ship, since they're a trained sailor and two trained oarsmen. The youngest can even repair ships.
His retinue:
Nyssa - a beautiful Persian woman with the grace of a dancer, many assume she is a courtesan, few suspect she is a killer. Her education and bearing suggest an aristocratic upbringing.
Nikeratos of Kyrene - a half-Libyan philosopher with interests in a wide range of topics, he was a contemporary of Hegesias and Anniceris in the Cyrenaic School, and recently studied under Epicurius in Athens. He claims to hold no allegiance to any particular school of thought, finding both merits and flaws in all. He's one of the few men [Chris' character] has ever met who is able to match wits with him.
Cleandros of Syrakousai - A multi-talented engineer, smith and miner, his large build belies a shining intellect and shrewd appreciation of form, function and value. He and Nikeratos are regular sparring partners in debating the value of a strong body amongst other well-trod areas of contention between them.
Isokrates of Samos - a bland and softly spoken Ionian with a faintly sinister bearing. He has dead eyes that never smile, and while he rarely appears to be armed, he always has at least a couple of daggers secreted away somewhere.
The Cilician Brothers - Actually a trio of cousins from that rugged district in the spurs of the Tauros mountains, they call themselves "independent mariners" though that really means they are pirates.
Kyros - the eldest of the three and the muscle. Not the brightest but more than makes up for it with animal cunning.
Marsyas - the thinker of the trio and the ringleader. A certifiable sneaky bastard and master of doing as little as possible.
Pollio - the youngest "brother" and a natural born follower. Happiest when given easy tasks to complete. Was once apprenticed to a shipwright before falling into crime and piracy with his cousins.
Philipos
Fighter 5, Move 90’, AC 10/12, HD 5, hp 39, Att 3*+/7+, Saves: Fort 8+ Ref 12+ Will 13+, Init +0
Dmg: 1d6+7 (spear), 1d6+6 (battleaxe), 1d4+5 (dagger), sling (1d6+2).
Str+3, Con+3, Int +1, Cha +1.
Proficiencies: Seasoned Campaigner, Alertness, Command, Endurance, Fighting Style (Weapon and Shield), Manual of Arms II, Military Strategy, Riding, Weapon Focus (Spear).
Languages: Attic Greek, Koine Greek, Thracian
Equipment: Hoplite panoply (exceptional), spear (exceptional)*, large shield, battleaxe (Exceptional)*, dagger, sling. Enc 9/10 stone.
There's a double-joke in this character's name. Firstly, that it's also the player's name. Secondly, that it was a ridiculously common name for Macedonians (along with Alexandros and Amyntas) which we might highlight as our own bit of in-game humour from time to time. He's the brick, the frontline fighter who kicks ass and takes names, and for the player it's a rare opportunity not to play a missile-/magic-focused sort (Angran Meithelas, Kane, Hafunail, et al). He's another aristocrat with a sense of honour, so along with Rhyanidd balance out the more amoral tendencies of Meshullum and Septimus.
His people (barring Lysagoras, of course) are the heavy infantry of the group, they'd make up the core of any recruited phalanx, with Philipos himself in the centre of the front rank. They could also serve as heavy cavalry in a pinch.
His retinue:
Eumenes of Athens - An exile who spent most of the last two decades serving Antigonous, he is a learned and cultured man. As an aristocrat he strives to be a gentleman and maintain a decorous and proper bearing. In keeping with the oldest tradition of the cradle of Hellas, he is also a fearsome warrior who dedicates a great deal of time to keeping his skills honed. He stands on Philipos' right in the battle line.
Deon of Miletos - Bastard son of a Milesian aristocrat with one of his house slaves, Deon was raised with his half-brothers and freed when they went off to fight in the many wars raging across Asia Minor. He survived the campaiging, they did not, and unable to face going home to Miletus chose to sell his services instead. Philipos dragged him out the bottom of a bowl of wine and gave him a reason to live. He stands on Philipos' left in the battle line.
Lysagoras of Ephesus - An enterprising Ionian with a talent for the nefarious and illicit, Lysagoras attached himself to Philip early on and realised he would prosper if he continued to make himself useful. He can be totally unassuming and has a talent for getting information and goods no matter where he is. While nominally the quartermaster for the retinue, he also turns his hand to spymaster, fence, interrogator and schemer-in-chief.
Herakleides - A Thessalian mercenary taken captive when Philip was a boy, he served as a groom and riding instructor. With advancing age and the trust of the family, he became Philip's valet and body slave, though the years haven't weakened his spear arm. He fights in the second rank.
Anaxiteles - A youth of sixteen years, he is already bigger than most fully-grown men and promises one day to be of a size with his uncle Philip. He serves as shieldbearer and fights in the second rank.