How I got started skiing year-round: During a trip to Aosta, Italy I wanted to see the North side of Matterhorn. I could either drive 4 hours to Zermatt or buy a 36 Euro lift ticket and take a series of trams & gondolas from Brueil Cervinia (South side of the Matterhorn) to the Zermatt summer glacier to get the same view. Unfortunately clouds shrouded the Matterhorn, however skiing in jeans, at-shirt and alpine rental gear in the midst of teenage euro ski team members full of attitude was priceless.
Criteria for what counts as a ski trip: Originally a minimum of 1000' vertical descent, after turning 40 I dropped that requirement to 100 Meters (328'). Snow optional, however so far I have not had to ski sand to keep the streak alive.
Biggest threat to my streak: Disappearing snowfields, severely dislocated shoulder.
Type of equipment I use: Trab skis, both Tele and AT bindings.
Strategy for skiing through the low season: Take advantage of easy access whenever possible, also visit different snow fields for variety.
Worst and best backcountry ski trips: Best: Too many to list - they're all good when face shots are involved. The annual August ski day replete with celebratory wine from Aosta generally provides good memories. Worst: Dislocating my shoulder August '08 at Alta.