I'm not seeing much skill improvement either my horses despite using trail rides and specialty clinics. Is it better to just stick to regular training, or do the clinics and rides influence the regular training? I'm aware it takes time, it's just so frustrating not seeing skill improvement.

I don't think either one does all that much. I mean, it's there for sure, but it's a super slight nudge. It takes a WHILE to see some improvement... And even then, I've only ever seen it on geldings.

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Personally, I've had a lot of success in the game without either of those mechanics. It makes me a little sad, honestly. There's a lot of potential for both.