I don't "get" advocating a dull knife for backing down osage. But I've only backed down maybe 200 or more in the last 10 years. I say if you gonna do that, why not just use a sledge and wedge, same principle. But I'll be nice, because John says it can be done, and I reckon he's backed down a right smart moren me, and for longer too. So I'll have to defer to his experience and agree, it CAN be done.
WRT to using a mill file to sharpen a draw knife, I've seen very few that were soft enough temper for a mill file to cut. Learned that along about MoJam 5 I reckon, thanks to Jeff Gibson, who let me know w/ a full measure of smart-arse throwed into the bargain. LOL Usually only a stone, grinder or hone will touch 'em. But I did run across maybe 1 outa 10 (JoeMarty and I was sharpening for "tips" but mostly just shooting the breeze).
I keep mine razor sharp, sharper than broadheads, with a medium whetstone. As with any tool edge, technique matters but the principle is the same throughout. Establish the bevel, raise a burr and remove, repeat with increasingly lighter pressure, strop w/ leather. Shazam, a draw knife you can cut around osage knots and not break out the backside into your back ring.
Biggest problem I have is chipping out the edge, tiny little pits, as mine is extremely hard temper. That's what I get for turning up on edge like a scraper. Picked me up an old shaper iron for that task now.
Draw knife can be a danged handy tool, for more than just hogging off sap wood too. But technique matters there too, gotta find and follow the grain. On right and regular whitewoods, dog gone draw knife will get 'em down to size might near as quick as a bandsaw. And if you are like me, it's a lot more fun, especially when your tool and you is working together sweet and pleasant.