A horse vacuum is the way to go!! They are really great at getting all the dirt off, especially from way down deep.
I'd also be very cautious about working your horse into a sweat in the winter. It gets hot under all that hair! Think about how you feel working hard outside in a winter coat. I know I frequently strip down to my under armour, a long sleeve shirt and my gloves. Horses don't have the luxury of taking off their coats.
That brings me to my next point... Invest in a hair dryer and a fleece cooler. The last thing you want is a sheet of ice over your horses girth, saddle area, flanks, chest, etc. Make sure she is dry before she goes away, and the blow dryer will speed up the process.
Another thing you may consider is makin up your own clip if you don't mind light blanketing. For example clip the chest, shoulders and back to the flanks, leave the belly hair and neck hair alone. We frequently do it at our barn to help keep the lesson horses comfortable while working.
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