Can't recall if I posted here already or if it was the 2019 thread.. Anyway, I'm kinda in a not so motivated place. My SO nas never skied and can't ski due to medical concerns that aren't fixable. My kids are now in high school. They were excited and fun to take along when they were first learning and didn't have their own interests to chase after. Now only the older kid likes to ski, but more with his scout troop friends than hopping in a car with me for a day trip. He's still all in for a longer weekender as long as it doesn't interfere with his other interests, school group/team stuff, etc..
It's a three hour commitment for me to get to the parking lot of the closest ski area. I don't have weekdays free so if I'm not there by 8:30 or 9 on a holiday or Saturday I will have a very long walk or shuttle bus ride schlepping the gear. That's boot up at the car territory.
Insult to injury, is that I'm more fragile than other more active folks my age. The 3 hour drive home can be quite uncomfortable after limping a half mile back to the car with dead legs and a sore back.
Regardless, I'm still all in to get out a couple times a season with all of the above in mind. Wife is good with living closer to or in the mountains when we retire. That's probably about 5-10 years down the road.
My 2020 goals are 3-5 day trips and one weekender with the scout troop. Might also get to Rob's Laurel Mountain MidAtlantic Gathering party but that's not a given. Getting up at 5am on a day off isn't likely. Leaving at 9am to ski noon to 3 on a Sunday is how I'll roll for now.