I think that if you are using pale malt, or higher kilned malts, you do not need to worry about DMS. Yes, a longer boil might contribute to other wort changes (darkening, melanoidins, …), but if those changes are not your goal for this brew why boil longer?
I think you will be fine with a shorter 40 minute boil, and start adding hops at 30 minutes. As you mention, just adjust your boil off volume.
What is the risk? If you make the beer you envision, it is a success!
Sam
Serving:
Genmaicha Brown Ale
Munich Dunkel
IPA
Conditioning:
Fermenting:
House Amber
Planning:
?