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OOC: Okay, my GM skills and the very minimal rules guidance in the DMG is leaving me a bit lost here. Ashur has the default run speed of 30 feet, and Longstrider boosts that to 40; assuming he takes the Dash action every turn, he can make 80 feet per turn, but even a slow horse has a speed of 50 and can Dash as well, so there's no way he can outdistance the horses. Plus, while we could fiat a little based on ranger status - although Ashur's selected terrains are Mountains and Forest, not Plains and Hills, but forget that for a moment - in any event, it stretches credulity that a human traveling across a long stretch of land can outdo a horse, given that they have hooves and we just have shoes. I'm having a hard time seeing any way this scenario can work out, other than the horse-riders passing Ashur and making him look silly. I think probably the best thing to do is to just sweep this whole episode under the rug and move on.
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