We have had this discussion before,
It is true that in theory oblique bracing works only in compression. Rudimentary design principles tell the logical mind that this should always be the case, so in other words examining a frame on paper will lead us to believe that a brace can act possibly in one direction only.
However, I have observed exceptions to this rule.
Case in point, my area in Indiana could be called the wind capital of the world. We get terrible winds during summer squalls frequently in excess of 60 mph with heavy rains carried on these winds -barn busters.
We also get these funny lookin clouds that are called tornadoes.
Both of these can cause frames to act in ways that are, well, unexpected.
Here, pegged braces can be the difference between success and failure during an instant-loading scenario during a severe storm. Central Indiana barn builders of the 19th century went to great lengths to built with this in mind. It is not unusual to see reinforcement in our barns that would be unnecessary in many other places.
I'd love to survey our barns in this region, if someone would pay me for it!
Now as for the OP, when it comes to drawboring a lot is left to personal preference. I can't really answer that any better than has already been stated by others, except to say that there is no concrete rule stating you HAVE to do it one way or the other, or you HAVE to draw all pegs, etc.
