Hey man, you need to get your leadership skill up to 25, which is easy, and then you'll be able to have 50+ men in your retinue. Other things gives a bonus, such as clan level, renown, some perks/skills, but otherwise leadership and social points are the way to go.
the best way in the long run is actually skilling trade up. there is a skill that gives you 1 renown per day for every caravan you own, or alternativly one renown per workshop, if you don't like caravans. that stacks up extremely fast.
Increasing Party Size: Skills and Perks:
Increasing your Stewardship increases max party size at a 4:1 ratio, 100 points will net you +25 max party size as long as you are the Quartermaster.
Steward Perks:
Bannerlord - +2 to party size for each fief the player owns.
Swords As Tribute - +10 to party size for every vassal.
Man-At-Arms - +5 to party size for each fief the player owns.
Level 75 Riding perk [Squires] gives +2 max party size, stacks with other companions who have this perk.
A few other perks but most of them are for level 200+ in skills
Clan/Kingdom Modifiers:
+15 max party size for each clan level
If you rule a kingdom the Royal Guard policy will give +80 max party size to the ruler as well as some other nice benefits.
The kingdom policy Noble Retinues will grant Tier 4+ clans within the kingdom +1 influence per day and the party size of their leaders is increased by +50.
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