I start the warm-up indoors when it's below freezing. I'll do 5-7 minutes of easy movement: marching on the spot, side steps, bodyweight squats, ankle circles, and gentle hip swings. The goal is to feel a light sweat before I go outside, not be gasping.
Then I do 3-5 minutes of running-specific drills: high knees, butt kicks, A-skips or simple skipping on the spot, and a few controlled lunges. I keep them low impact and smooth, not explosive. Once my legs feel loose and warm, I put on my outer layers and head out.
Outside, the first 5-10 minutes are a "ramp up" jog. Very easy pace, short stride, relaxed arms. If I feel any tightness (usually calves or hamstrings), I slow down and add 30-60 seconds of walking before building back into the jog. I avoid static stretching until after the run.
For clothing below freezing, I use layers I can adjust: a moisture-wicking base layer, light mid-layer (like a thin fleece or long-sleeve), and a wind-resistant shell. On my legs, I use thermal tights, sometimes with light shorts over the top. I always cover hands, ears, and sometimes face: gloves, beanie or headband, and a buff I can pull over my mouth.
For wind chill, I treat it like it's several degrees colder. If the wind's strong, I upgrade the shell to something more windproof, add a slightly thicker mid-layer, and start the run with the wind on my back so I don't chill straight away. I also shorten the loop so I'm never too far from home if I misjudge the cold. As I warm up, I'll unzip the shell or take off gloves and stash them in a pocket rather than stripping off big layers.
Josiah Roche
Fractional CMO
Silver Atlas
www.silveratlas.org