Our Story
Pain Cave
Headwear to inspire ordinary people to do extraordinary things.
Trusted by athletes. Built for all. Made to endure.
We’re a performance running headwear brand. Our origins were developed in the world’s toughest races and harshest environments on the planet. It is athlete led performance headwear built to go the distance, whether you are chasing podiums, Fastest Known Times (FKT’s), personal challenges/goals or just generally out adventuring. This is headwear that works as hard as you do. The Pain Cave is headwear designed to inspire ordinary people to do extraordinary things.
Founder of The Pain Cave
Jon Shield
Jon has taken on some of the UK’s toughest races, The Montane Spine races (including the Full Arctic version) The Dragon’s Back, Cape Wrath and Ultra Trail Snowdonia. He has also raced overseas becoming the first person to win all four races in Beyond the Ultimate’s Global Race Series - brutal self-sufficient multi-stage races across the Arctic, Jungle, Desert, and Mountains - Jon knows what it takes to perform in the most savage conditions on Earth. These races gave him first-hand experience how vital the right headwear is, this sparked the desire to create The Pain Cave. What began as a personal need evolved into a brand: durable, performance-led headwear designed to withstand whatever nature throws your way. Every piece is made with premium materials, built to last.
Jon Shield at The Cardiff Running Show

Our reviews
Rebecca HormannTrustindex verifies that the original source of the review is Google. Highly recommend the brand and the person behind it all. The headbands are a favorite of mine and have been a great piece of kit in all sorts of weather. The thick band is perfect for protecting & keeping your ears warm. This kit is made with a lot of thought and care. Zoe McLennanTrustindex verifies that the original source of the review is Google. Great kit! Love my Pain Cave headwear, the buff has been a staple all winter :). Cap is super comfy and breathable which is great as I get a really hot head! Looks good too ;). Would defo recommend. Anne CrawfordTrustindex verifies that the original source of the review is Google. I found Jon by chance and was keen to use him as a coach due to his amazing achievements and his enthusiasm for running long. He had been very patient with me as I seem to have been constantly injured in which he keeps changing the program to accommodate this. He has always been available when I need him, whether that’s to talk about an upcoming race or to stop me spiralling. I am looking forward to seeing what we can achieve together as long as he keeps me on his books 😛 olly beerTrustindex verifies that the original source of the review is Google. Gorgeous headband, 10/10 quality and super comfy! Washed multiple times and still amazing quality Thomas NelsonTrustindex verifies that the original source of the review is Google. I have been working with Jon as my coach for a few months and have really enjoyed his approach to coaching and working hard! Highly recommend 👌🏼 love hillsTrustindex verifies that the original source of the review is Google. I use these hats for my training and racing. I also have a team of runners i coach and I recommend the brand to them also due to the lightweight fabric, variety of types for different weather and routes. Designed by a trail runner for trail runners martin mena jimenezTrustindex verifies that the original source of the review is Google. I am very excited and pleased with this brand. I have used my cap for both training and trail running competitions and the comfort and quality of the product is great. The hours go by and the cap is still comfortable. Katie BrazierTrustindex verifies that the original source of the review is Google. Great headwear! Comfortable, fits super well with a ponytail and head sweat proof! 🌸❤️ Chris CopeTrustindex verifies that the original source of the review is Google. There's a reason Pain Cave Headwear is so good. Jon Shield knows everything there is to about running and he's fastidious in detail. Products you can rely on. The Eco stretch Beanie is the warmest and most comfortable hat I've had; I've no idea how it is so light! TashaTrustindex verifies that the original source of the review is Google. The brand itself has such a strong backstory, which makes wearing it feel even more meaningful - it’s not just kit, it represents grit and pushing your limits. The fit is really comfortable, sits well, and doesn’t move around even during harder efforts. It’s also super breathable, which makes a huge difference. The patterns and colours are bold, unique, and genuinely look great at races and events - you actually notice people wearing them.