Men's Xenair Alpine Light Insulated Jacket by Rab — I've been using this layer extensively for the past few years. I use it on all of my shoulder season climbing outings as a outler layer if it gets chilly and as a mid layer in the winter under a shell or parka. It is lightweight and warm for its weight. I suggest layering with your preferred base layer or fleece.
INSTINCT VSR by Scarpa — I've been using the Instinct VSR for the past few years. This is my primary outdoor bouldering and sport-climbing shoe, though I do use it indoors as well. It has a wide toe box that fits my feet well and offers the right mix of power, support, and sensitivity for my hardest climbing. It also excels at both toe and heel hooking. I downsized a size and a half from my street shoe for a performant, yet comfortable fit.
Mantra by La Sportiva — My go-to shoe for climbing in the gym. This soft shoe practically sticks to anything and everything.
Khroma Tour Windstopper Ski Gloves by Rab — I have used these for multiple years now, and they still seem new, except for some stitching wear at the fingertips. I use them primarily as a midweight glove for ice climbing, and they work surprisingly well despite their design as more of a ski glove. They are relatively warm while maintaining enough dexterity to knot ropes, place screws, and build anchors. I really like the design and closure of the cuff as well.
ATC-Guide Belay Device by Black Diamond — This was my first tube-style device with an eye for belaying in an auto-blocking mode. I tried another device for a while after my first ATC Guide wore out, but eventually came back to this one. I find it smoother to feed and the orientation of the "ear" on the back to be superior to alternatives like the Petzl Reverso and Camp Piu.
TX4 EVO by La Sportiva — Wide-footed climbers rejoice! These fit great and have held up to all the abuse I can throw at them. They climb okay, not as well as some other approach shoes I have worn, but in general do well enough on moderate scrambles.
Sitta Harness by Petzl — I have used the Petzl Sitta harness for going on 5 years now I am on my second one of the older model and it is still going strong. I cannot say enough good things about this harness. It disappears in my pack, fits great, and is surprisingly comfortable for its minimal build. The front gear loops are among my favorite on any harness. I use the divider to separate my nuts and cams from my quickdraws and slings. This frees up the rear loops for organizing other tools and materials. This harnesses and does anything and everything without ever getting in the way.
Club Rope - 10mm by Petzl — This is perhaps the most overlooked piece of gear for newer climbers. I use mine as a setup rope for building anchors off trees or accessing bolts for top-roping. Mine has held up to years of abuse. I advise buying the 40 meter length or going in on a 60 or 70 meter length to split with a friend.
Men's Merino Sun Hoodie by Smartwool — I have used a version of Smartwool's Sun hoodie for years now, from long rock climbs to weeks on the Colorado in the Grand Canyon. I practically live in this layer through summer; it stays odor-free for days longer than my polyester alternatives.
Meteor Climbing Helmet by Petzl — This, in my opinion, is the most protective, comfortable, and good-looking helmet money can buy. Mine has held up to significant abuse and protected me through thick and thin. If you're in the market for your first helmet or it's time to replace your old one, look no further.