[quote=@Shorticus]
Forgive me if I say something dumb. I'm incredibly sick and have a massive headache to boot.

<Snipped quote>

So, let's say I know my warband is gonna be larger than the enemies I'm facing. Let's also say I want to envelop them and hit from all sides. Example:

[color=2E2C2C]00[/color][color=orange]00[/color][color=2E2C2C]00[/color][color=orange]00[/color][color=2E2C2C]00[/color]
[color=2E2C2C]00[/color][color=lightblue]000000[/color][color=2E2C2C]00[/color]
[color=lightblue]0[/color][color=2E2C2C]00000000[/color][color=lightblue]0[/color]

[color=2E2C2C]000[/color][color=red]0000[/color]

Where blue = melee fighters, orange = archers or mages, and red = the enemy? This way when the enemy gets hit in melee, they quickly get surrounded by the melee fighters.
[/quote]

 In this case yes, that seems to be what would happen. But in game you might now always know how enemy forces are deployed, or how many. Something I'm struggling to reconcile is the tactical aspect with the amount of GMing I need to do. A contract card might look something like this:

[hider=Contract]
[u]Tyne-Brethna Caravan Guard[/u]
[b]Employer:[/b] [i]Guild Master Korma Fadwic (Fadwic Trade Consortium)[/i]
[b]Reputation:[/b] 0+
[b]Enemies/Danger:[/b] [i]Low. Lightly armed bandits.[/i]
[b]Pay:[/b] 40g upon completion. 
[b]Summary:[/b] [i]Mercenaries needed to guard a caravan carrying food, iron ore and fabric from Tyne to Brethna. Bandits have increasingly attack trade caravans along the Old Stone Roads.[/i]
[/hider][hr]

Post battle report might look something like this:

[hider=Caravan Guard]
[b]Success![/b]
[u]Casualty Report:[/u] (your guys)
Joe Bob, Human Militia -1 HP [color=orange]Wounded[/color]
Slim Pickins, Human Scout -2 HP [color=red]K.I.A[/color]

 [i]Slim Pickins equipment was recovered from the battlefield. [/i]
 (+1 Poor Equipment)

[b]Payment Received:[/b] 40g
[/hider]