Okay, I decided that one of the best ways to learn to play the Colonials was to play as the British, because then I could learn what annoys the British most. The heart and soul of maintaining initiative is to find a way to 'be the problem.'
On supply: I read the rules but I'd like to try and reduce this to a straightforward rule of thumb. Say you want an army of four depleted regiments to rest (passive mode), recuperate, absorb replacements, resupply, and generally stay away from battle and take no further damage no matter the weather. What is the minimum supply level town you want to park them in?
On weather: I am finding that in snow weather conditions battle is still quite possible but becomes much riskier (makes sense). Siege is problematic because it's likely to hurt the besiegers more than the besieged. Above all, I find that snow is a time to hunker down in well-supplied towns and avoid maneuver to the extent possible--but not to the extent of throwing away opportunity. Would you agree?