So about 6 years ago I got back into horses after a 10 year absence. I purchased a wonderful OTTB named Neo. I've had him ever since, and he really helped me regain confidence in my abilities as a rider & ammie trainer. He went from being a wild man to now packing kids around safely and is just the sweetest horse I own. Fast forward, and we have
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Now for the totally unemotional/practical/business side of things: Honestly, he's probably one of the harder horses you have to place. He's an older OTTB gelding with some issues. If you have someone that would be a decent home for him, let alone one where he'd be happy and spoiled for the rest of his life - jump at it. You need to get rid of some horses, here's a chance for two of them to go to a good home.
There is no shame in thinking about selling him even though he's your first horse. I'd think you horrible if you were just being callous and were ready to go ship him down the road to so some crappy auction, but you're not. You've got the prospect of a place where he'll be well loved and well cared for until the end of his days. What more can a horse ask for?
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My friend is facing this right now with his mustang he's training for the EMMC. He was dead set on buying him at the auction at the end of the contest. He loves the little guy to death and Gabriel is pretty bonded to him, but he seems to have decided he wants to be a kids' horse.
One of the boarders at the barn wants a second horse for another of his daughters. This guy is a former NFL player so has more money than God and is the most devoted horse dad/dad you'll ever meet. His daughter is sooooo adorable riding him. He walks around like an old schoolie, treating her like she's made of glass, never putting a foot wrong. He's been off the range for only 60 days, but you'd never know it if you met him. So my friend will still be training him for a while and will get to see and take care of him, but he won't own him. He says its bittersweet.
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