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A handy tip for anyone wanting to get into historical Wargaming is to look for Rebels.
Feeling swamped by what Uniforms you need to paint your minis? Easy Grab yourself some US Civil War Confederates and paint them however the heck you like. Don’t want to have to paint uniforms? Maybe take a a look at the Southern Theatre of the American War of Independence or the Indian Mutiny or the Sudan War (my personal favourite period at the moment).
Also most people don’t have the British Facings memorised. No one will notice that your 23rd don’t have Blue Facings since you built your force for the Peninsular but you want to try out the New Waterloo scenarios.
Here’s an example from my collection and I can absolutely confirm it is so much more liberating to just paint minis without having to scour the internet looking for material.
A huge problem/massive benefit to Historical Wargaming is that there isn’t a dominant system.
Should I base my minis singly or multiple men to a base? Well it depends on the system you want to play. Compare that to 40K where the minis come with the box and it’s just a matter of gluing them on.
This is probably the biggest hurdle to overcome and having a local group that already has a system can be a huge bonus.
My personal recommendation for rank and file wargames is base all your 28mm Stuff four Minis on a 40mm x 40mm base. This will give you the widest net that you can cast when looking for a system.