homemade Liberty Ridge windcoat, with full molded zip and hood, 1.1 oz dwr. this has been ever reliable and useful for several years and I've been quite impressed with it's durability. It almost always comes with me for its meager 3 oz weight.
Cilogear 60L Worksack, Version 1. Versatile, light, durable, and comfortable, and carries everything I need for rock climbing, mountaineering, and guiding backpacking trips.
Montrail Hardrock trail runners. I got these on sale this August, and after wearing out 4 pairs of Sportiva Exum Ridges, the Hardrocks felt really comfortable, having more padding and a wider toebox than the Exum Ridges. Granted, I still love the scrambling and climbing ability of the Exum Ridges, but for putting in miles on a trail the Hardrock is where its at.
and, I can't resist number 4... my Paramo Aspira Jacket. Yes, its heavy, but in cold, wet conditions, or anytime in winter, it really simplifies layering, and the weight counts for hard shell, soft shell, and some insulation. Very comfortable and breathable too!