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My wife rides a Chieftain, very similar to the Chief your interested in. It's a great bike and very well balanced, it's easy for a somewhat experienced rider to handle but it would be a beast for a novice to learn on. Assess your skills honestly, can you ride whatever bike you've been riding slowly in full control, make a slow u turn or couple of figure 8s in a parking lot in good control, without dragging your feet or waddling along?

If you say yes then you'll be fine, if not you might want to buy a bike to learn on first before beating up that new Indian.
 
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