Teaching a horse to sidepass over a pole requires that sidepassing itself be confirmed as a response before the pole is introduced as an additional variable — combining an unfamiliar movement with an unfamiliar obstacle creates too many simultaneous challenges for most horses and usually results in neither the movement nor the obstacle being learned correctly. Begin with sidepassing in open space without any obstacles: the horse should move laterally left and right, crossing its front legs and hind legs simultaneously, from a specific leg pressure with consistent straightness through the body. The horse that cannot sidepass in open space reliably is not yet ready for pole sidepass work regardless of its general willingness and training level. Once sidepassing in open space is confirmed as a light, straight, willing response to leg pressure, place a single ground pole in the work area and position the horse with its front feet on one side of the pole and its hind feet on the other side — essentially straddling the pole — before asking for the sidepass to begin. This starting position establishes the correct relationship to the pole from the first step and prevents the common error of the horse stepping over the pole with all four feet before the sidepass begins. From the straddling position, ask for one lateral step and pause. The horse must move both its front end and its hind end laterally in coordination to stay over the pole rather than stepping off it, which requires the body alignment and leg pressure responses established in the open space work. As the horse understands the concept and can sidepass one or two steps while straddling the pole, build to longer sidepasses along the full length of the pole in both directions.
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Watch: How to Teach a Horse to Sidepass Over a Pole

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Matt Mills: How to Teach Your Horse to Spin — Teaching a Horse to Sidepass Over a Pole
Matt Mills Reining