Lessons From My Mother, Arrivawin:  Reflections from a Life Well-Lived

Lessons From My Mother, Arrivawin: Reflections from a Life Well-Lived

May 05, 2025

Hello again, friends. It's me, Win or Lose, taking a moment to reflect on my journey and the invaluable lessons I've learned along the way. It's easy to get caught up in the excitement of races, competitions, and the thrill of the moment, but when I pause to look back, I realize that my greatest teacher was never a coach or a rider — it was my mother, Arrivawin.

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Mother's Day is coming: AMERICAN HAT 100X BLACK FELT

Mother's Day is coming: AMERICAN HAT 100X BLACK FELT

April 28, 2025

This is a very important announcement. Take it from me, 'Win or Lose', the American Hat 100X Black Felt is not just a hat, it's a lifestyle. It's bold, it's daring, and it's ready to take your fashion game to new heights. Don't be afraid to stand out, embrace your unique style, and rock that hat like you own the runway! Mother's Day if coming and your mother deserves it, and who knows maybe she will reciprocate and give you one for Father's Day!

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'Win or Lose' Regales with a History Lesson on Cowboy Hats

'Win or Lose' Regales with a History Lesson on Cowboy Hats

April 09, 2025

Tourists often visit our Horseshoe Quarter Circle ranch. Of course, us horses are the main attraction! Horses are herd animals by instinct. Several of us run together in the same pasture. One time, Twist, another horse in our pasture that has been here as long as I have, asked me, “Hey, have you ever wondered where cowboy hats came from?” I suppose he was prompted to wonder that because a bunch of dudes, wearing the craziest hats, were headed for us! I know they're a big deal in the West, but...

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Life is Full of First's, and Lots of Life's Lessons

Life is Full of First's, and Lots of Life's Lessons

April 08, 2025

In this blog, we follow Win or Lose, a horse embarking on its first saddle adventure. With a mix of excitement and uncertainty, Win or Lose faces the challenges of adjusting to the saddle, learning the basics of horseback riding, and overcoming moments of doubt. With patience, guidance, and a growing bond with his rider, the horse gradually gains confidence and skill. This heartwarming story highlights the journey of trust, perseverance, and the special connection between Win or Lose and his ...

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Gear for the Modern Cowboy, According to 'Win or Lose'

Gear for the Modern Cowboy, According to 'Win or Lose'

April 07, 2025

You know your gear says a lot about you—but have you ever wondered what your horse thinks about it? 'Win or Lose' has spent years under a saddle and has a pretty solid opinion on everything from hats to boots to saddles.

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Wisdom from a Horse named 'Win or Lose' – Life Lessons You Didn’t Know You Needed

Wisdom from a Horse named 'Win or Lose' – Life Lessons You Didn’t Know You Needed

April 06, 2025

In this blog, we’ll explore some of the life lessons Win or Lose has learned along the way. Some are humorous, some are deep, but all are practical. If you’ve ever wondered about the lessons learned on the open range, this is your chance to hear them firsthand.

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Who are the Unsung Heroes of the Ranch – Horses, of Course!

Who are the Unsung Heroes of the Ranch – Horses, of Course!

April 05, 2025

It’s time to give credit where credit’s due. While the cowboys and cowgirls get a lot of attention, it’s the horses who make the work happen.  In a series of blogs, Win or Lose will take you on a journey through the life of a ranch horse, explaining what it really takes to be the unsung hero of the West.

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What To Expect

What To Expect

March 31, 2025

So you’re wondering—what exactly can you expect from our blogs? Well, let’s just say that 'Win or Lose' isn’t your average horse. We’re talking about a seasoned storyteller with a sharp sense of humor and a perspective on life that only a horse could have.

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Meet 'WIN or LOSE': The Horse with a Tale to Tell

Meet 'WIN or LOSE': The Horse with a Tale to Tell

March 24, 2025

Meet Win or Lose — a wise, witty, and ever-observant horse with a knack for storytelling. Stay tuned for tales of life on the ranch, cowboy quirks, and lessons that will make you laugh and think. 

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An Essential Horsemanship Skill -- Knowing What Lead Your Horse is In.

March 18, 2025

If you look down to check your lead in the show ring, the judge is going to see it and deduct from your horsemanship score. You can, however, learn to FEEL your canter leads so you won’t have to look down again.

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Finding Inspiration

Finding Inspiration

August 20, 2024

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Born for the Trail

Born for the Trail

July 31, 2024

“I was born for the trail, not for the journey’s end. We were born to discover and to build, for the others who will come after us."   Cowboys have: Independence of mind; Boldness of will to conquer any obstacle. What did they build? What did they discover?  Is today’s cowboy still discovering, still building? Things are built from necessity. What do I need? What do I have? Let’s discover how to use what we have in a more useful way. Connolly’s built their business from these premises. In 191...

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