Of all things, the timing and sequence is where flexibility will be necessary.
Currently, I see two options, and list them in order of my preference. I would start northbound mid-November, most likely exiting at Cumbres Pass, Colorado, but possibly continuing northward until the avalanche conditions become too unpredictable. Another less preferable option, but possibly the only reasonable option for a continuous footpath border to border, would be to start southbound sometime in January or February, with the goal of being in Grand Lake, Colorado by mid-April.
Why the two options? The technical crux of wintertime CDT is the combination of steep terrain of central and southern Colorado and notoriously weak snowpack. This area is reserved for the late springtime. Past Grand Lake and the Front Range, the CDT begins to mellow, and the snowpack thickens.
Why is southbound starting mid-Winter my second preference? In general, it is better to walk up warm, crusty, and usually more stable southern faces in the sun, and ski quickly through colder, softer northerly aspects, where weak layers lurk and safety distances are easily maintained. The disadvantages would be missing a considerable amount of powder, hiking in the coldest temps on the mountain (only bad when it's frigid), hiking on the most dangerous aspects of the mountain (increasing the time of exposure to risk), being less able to use a solar charger, possibly hiking up with crampons and skis on my back and having to walk down the barren southern slope, and, finally, being in New Mexico in June, a hot and windy place at that time of year. None of those are deal breakers. Also, after approximately 2.5 months, mid-April or early May, I'd be in central Colorado, approximately, which is the time to head through the most technical portion of the wintertime CDT.
Probably most importantly, I don't have a partner yet. The three weeks until we may hit considerable snow in New Mexico and switch to skis will serve as an extended trail date for anyone who chooses to join me. We will work out our routines and quirks by Christmas, I expect. Also, on the New Mexican portion, we can get our legs and backs ready for the more strenuous but fun skiing portion.
The terrain along the CDT is typically mellow, avoiding the common ski objectives which are often a short distance away. I plan on deviating from the 'classical' CDT path to avoid avalanche risks and to chase good snow. This will depend also on my partners.
For example, the CDT path through the Wind River range could not be more gentle given the surrounding terrain. I guess that by the time we get there, we may be itching for a more ambitious path, although I doubt that. We'll see then and there what makes sense.
Above all, I am not loyal to a snow-covered footpath. We must optimize according to the following principles.
Please read about my approach to ski traverses.
Without the gear investments (about 8k$ upfront!), I would budget 10k$. Weather-driven stays in town are a variable that may inflate that number. I still need to research what permits will be necessary for certain sections.
Myself: Experienced alpine winter backcountry tour guide, splitboarder, skier, powderhound, climate activist. I am 37 years old, a climate scientist turned firmware engineer, a little over 6' (184cm), 75kg, and injury-resistant and well-conditioned. I was born in New Mexico, and live in Switzerland with my wife, with no kids.
I have been out in the snow since I was little, but since 2015 every season touring >50 days, with an upward trend. For weight and efficiency reasons, I learned how to ski recently, after 9 years of snowboarding and 9 years of almost solely splitboarding. Skis just make more sense for traverses; therefore, I ski, and I could ski well enough for my traverse in Bulgaria, and I can ski well enough for this traverse of the Continental Divide.
I have never walked any of the long trails. I plan to when I am older. I have done multiple ski traverses in Switzerland and Bulgaria. I truly enjoy being out in the wild, especially in winter. My favorite thing to do is a ski traverse. I enjoy 'bad' weather, also in winter. I view an attempt to walk the CDT in winter mostly as a string of ski traverses.
You: Experienced winter backcountry ski tourer. You should be passionate about winter, cold-resistant, have a positive outlook and be full of energy. Also, I am open to partial companionship. If you have the skills, please join me for a certain part, although I am wary of the social aspect. The mental toll of winter conditions tests me every time, but I can handle it and still have fun. Can you still have fun when Old Man Winter tests you?
This undertaking is very egotistical of me, but will help me grow at the same time. I sure would like to take the opportunity set a fundraiser challenge and have people join me in donating money to a cause. My best idea yet is to fund an organization the supports less fortunate communities to build out their renewable energy mix, with the goal of long-term energy autonomy. I am open to ideas. I guess I'd donate a dollar per mile progress.
I will only traverse the Continental Divide in winter if I have a partner for the more critical sections. If you are interested, please read about my approach to ski traverses, please read through skills and abilities for this attempt, and take time to reflect and decide. Let's talk.