I carry a similar carry-on. Never had a problem with US airlines. Foreign airlines have much more strict carry-on limits and I've had some questions. Once I tell them that it's full of camera gear, they usually leave me alone. It really depends on the gate agent.
For most foreign trips where I get two checked bags at 23 kg each, I now back a small roller bag into a larger duffle bag. It appears to be a standard bag (doesn't shout "valuable contents" like an exposed pelican would), yet affords my housing, strobes and misc. parts extra protection. I bought a carry-on backpack for the camera bodies (2X) and all lenses and other high value gear. i.e. computer. All is insured.
Never had a problem