Going around in broad daylight was the whole point though at this stage - shouting Marlo's name, calling him a coward in front of all the street players. His reasoning may have been that none of the adult or even teenage dealers would seize on this, not because they were scared of the clearly incapacitated Omar, but because it would mean Marlo would find out that Omar was wandering around giving him a bad name in the street and would either be annoyed with his closer members for not informing him (which could lead to retaliation by them), or Marlo might want to teach a lesson to the individual who killed Omar for daring to act on his behalf without authorisation.
They way Omar saw it, either word gets back to Marlo, who faces him man to man, or word is out that Marlo is weak and is nothing in the streets.
What he hadn't factored in, as you say, is a child with nothing to lose and no prejudices towards Omar's reputation seeing it as an opportunity to take him out. As other posters have said, he maybe had gotten a little complacent re his reputation in that sense, especially since he'd been away from the street for at least 18 months.
In some way, though, it worked posthumously for Omar. Michael raised concerns with Chris and Snoop about them not wanting to let Marlo know that Omar had been calling him out in the street. This proved to be the final straw as far as their relationship with Michael was concerned, it led to the legendary MY NAME IS MY NAME rant from Marlo, and more importantly, their botched attempt on Michael led to the demise of Snoop (a key member of the Stansfield organisation) and later to Michael robbing that rim shop which had previously been Marlo's main stash house.
It's evident in the final scene featuring Marlo, too, that Omar's become a legend of that world while they don't even know who Marlo is. So in that sense, too, Omar "died the hero" and so arguably won in that way too.
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