Btw, I was listening to a 2017 interview to Sam Witwer, who commented on Maul vs Ahsoka. If I got it right, the original plan was to have Maul fight Quinlan Vos during this arc, but then in rebels Maul and Ahsoka had that conversation which led viewers to assume they had already fought. So they switched Vos with Ahsoka
He tends to underestimate weaker opponents. Or ones he perceives to be weaker.
Like Rebels Maul doesnt underestimate Vader. So I doubt Clone Wars Maul was underestimating Anakin after the vision he had.
Ambush must have been his plan.
Still was stupid when Maul doesnt even have an apprentice anymore and he was expecting both Skywalker and Kenobi. Had no idea the level of forces/troops theyd come with. That could have gone wrong in so many ways.