Why? Discomfort of Home vs Discomfort of Adventure

Jamie Waller • November 27, 2025

The comfort of home versus the discomfort of adventure - adventure please.

Most people assume I’m doing this for the adventure. They hear “South Pole” and think it’s a bucket list thrill or a midlife itch to be scratched. The truth is, I’m doing this because it feels like I’m finally coming back to who I was before life got in the way.


For the first 16 years of my life, adventure wasn’t something I pursued - it was who I was. I spent eleven years as a motorcycle display rider, performing stunts most adults would run from. That team taught me everything I still rely on today: calculated risk, discipline, training for things that feel impossible, and the power of being part of a team that refuses to quit. I loved every second of it. Those years shaped me more than school ever did.


But I grew up poor, and when reality hit at sixteen, I made a decision: I turned my back on adventure to chase success. I set up my first business cleaning windows, my second selling cars, and by twenty-nine, I’d built a bailiff company that went on to become one of the largest in the UK. From there came more businesses, more investment, more pressure, more responsibility. The adventure inside me never disappeared - it just waited.


Along the way, I tried to scratch the itch. I crossed the Atlantic on a 54-foot yacht with three friends. I trekked in the Himalayas, rafted the Nile, drove across deserts, and cycled across parts of Europe. They were great experiences, but they weren’t the thing. They weren’t big enough, or long enough, or meaningful enough. They felt like adventures done in the margins of a busy life - not the external, all-in expedition I’d been craving.


Pole to Pole is different. Pole to Pole feels like the real me finally coming back to the surface.


Twelve challenges. Each one under human power. A line from the most southern point of the planet to the very top of it. It’s big, it’s irrational, and it demands everything from me - physically, mentally, emotionally. That’s exactly why it matters.


And so, the timing of this first challenge, skiing the last degree to the South Pole, has a weight to it I didn’t expect.


Earlier this year, during a training trip in northern Sweden, I found myself balancing two worlds. On one hand, I was learning polar skills - hauling pulks, managing kit, and navigating in the cold. On the other hand, I was caring for the man who introduced me to adventure in the first place. Roy Pratt MBE wasn’t just the founder of the motorcycle team I grew up in - he was a father figure to me for 41 years. He was the one who showed me what discipline, courage and purpose looked like. Losing him this summer has left a gap I’m still figuring out how to live around.


A lot of this trip - and the eleven that follow - is about him. About honouring what he taught me. About reconnecting with the part of myself he helped create. About seeing what life looks like without the steady presence of the man who taught me how to tackle impossible things.


This week I’m packing. Testing equipment. Buying last-minute bits like battery packs and woolly hats. There’s something grounding about the simplicity of kit - no emails, no spreadsheets, no negotiations. Just: will this keep me alive in -30°C? Yes or no.


I leave in a few days.


Tomorrow, I have my final equipment check with my business partner and close friend, Sam Cox - the man I’ll be building Pole to Pole with. I’m the guinea pig. The first customer. The one testing all twelve challenges for customer experience, building the media portfolio, and making sure we know exactly what happens to a person when they push themselves to explore their possible.


I’ve spent the last three decades building and selling companies. Now I’m building something very different — an adventure brand, a body of work, and a journey that stretches from one end of the earth to the other.


And it all starts here, with a pair of skis, a tent, and the version of me I left behind at sixteen.


This is Blog 1. The first step of a very long road - and a return to the person I always was.


www.jamiewaller.com



Jamie Waller at the ceremonial South Pole in Antarctica.
December 17, 2025
Jamie Waller discusses his journey to the South Pole over eight days of skiing. The highs, the lows, and everything in between, including the emotional ending.
Jamie Waller stood next to a Ford F20 in Antarctica
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By Jamie Waller November 30, 2025
It’s the day before I set off. Or more accurately, the day before I set off on four flights, over five or six days, to reach Antarctica before the real journey begins. Only then do I start the serious bit: skiing the last degree to the South Pole. But before any of that, there have been months of preparation. And other than fitness, 90% of it has been one thing: Kit. Kit. Kit. Having the wrong kit in Antarctica isn’t an inconvenience; it’s a disaster. So I’ve spent months listening to experts, taking advice, and ordering items long before the winter season starts. If you don’t, the world’s small supply of ultra-specialist gear disappears very fast. Take my down trousers, for example. I ordered them months ago, and they arrived only a couple of days ago. The manufacturer makes just 500 pairs globally each year. You don’t want those going missing in the post two weeks before departure. Then yesterday, the down parka jacket finally arrived. Close to the wire doesn’t even begin to describe it. It’s not that I was late ordering, far from it. When I tried to buy gear for my training trip in Sweden last winter, I discovered most of it had already sold out from the season before. And because I didn’t set alerts or track stock as I should have, I ended up starting again this winter. Lesson learned. There’s a photo attached to this blog, and at first glance, it looks like an unreasonable amount of kit for three weeks away. But it’s not like packing for a holiday. Most of this is highly technical clothing you’ll wear continuously, because you are not waking up, stripping off, and stepping into a hot shower each morning. You stay layered, you stay dry, and you minimise mistakes. The truth is, most people will never use these items again. Jackets rated to -50°C. Sleeping bags built for the Arctic. Specialist boots. Expedition mitts. Thousands of pounds of equipment that will live in a loft for eternity. For Pole to Pole, I will use some of it again on the North Pole expedition, but I’ve been thinking a lot about this. There has to be a better resale or hiring market. The environmental waste alone is ridiculous. Kit testing has revealed another reality: even when you think you know your size, you probably don’t. And even when you think specialist clothing is expedition-ready, it usually isn’t. One of the most important things I’ve learned is to add long, thick, glove-friendly pull cords to every zip you rely on - jackets, vents, pockets, sleeping bags. Without them, you simply cannot operate your kit in -30° wearing -40° gloves. One brilliant tip from Sam Cox, my co-founder at Pole to Pole, was to colour-code everything. One colour for main zips. One for vents. One for pockets. Because in brutal conditions, the last thing you want is to reach for a pocket and open the front of your parka by accident. Packing cubes have also been a revelation. I used to think they were something my wife used on holiday. Now I’ve got about fourteen of them, each in different colours. A red cube for tent gear. A grey one for warm-weather items like sunscreen. One for medication. One for tools. No labels needed - you just learn the colours. Then there’s comms and power. Batteries won’t last unless they’re kept warm, so they need to be packed deep into your down layers or close to your body. I’m taking an Anker solar panel system to charge a battery pack while hauling the pulk, and then using that to power navigation and communication devices inside the tent while I sleep. No “night” in Antarctica means 24/7 charging potential. And finally: the pillow. A proper one. Not a blow-up rectangle of sadness. Another golden Sam Cox rule - because sleep is everything. Every morning, I’ll also put a clean pair of socks, a t-shirt, and anything else I want warm into my sleeping bag so it stays heated inside the down all day. Small luxuries matter. Now I’m at the dreaded weigh-in stage. One 25kg limit for the entire main bag. Food bowls, thermos, sleeping bag, mat, pillow, boots - it all counts. And there’s no point taking amazing kit if you’re told to leave half of it behind. Tomorrow I’ll find out whether I’ve nailed it or need to sacrifice something when I pack and do a weight in. Hopefully, nothing vital or nothing that makes the next three weeks slightly more tolerable.  Next stop: Heathrow.
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