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I always soften the point on my square razors. I don't need or want a spike. I would have it hone that way just as a matter of preference.

Both sides being plain leather it will make no difference to the blade which side you choose to strop on. The two different leathers simply provide different draw. To define draw is tricky for me,...

Welcome to the forum. I can't imagine that the length of the DD razor causing any issues. Some like them better. I think your technique will develop just fine.