I hear you about that.
People often forget that Conor went to FW because the title was much more prestigious than the LW one ar that time, just as beating Jones is much greater for legacy than beating Miocic. Now, people call him a coward for 'cutting weight and beating on man lets', but the reality is that he wanted to become a two division champ and go after the pound for pound best fighter on the planet.
He has gone after the biggest fish you are right, but he always paved a path to said fish and had timing on his side. After his Holloway victory, he was hurt and needed to garner the hype, have a showcase and a reasonable opponent - hence Cole Miller/Brandao. Conor has not won since Alvarez and his fan base needs to be fed, which is largely why it collapsed and he lacks the star power he once did. To me, it is still much more dangerous than Cole Miller or Dennis Siver, but serves as the same purpose.
RE Siver call out: Yep, he first called him out after the soccer game, but UFC then made it reality as they wanted to show case him to American prime time audience, which they successfully did. Conor had a lot of ideas that UFC was not on board with tho, like fighting Urijah Faber when Duffy got hurt and pulled from the Dublin card, fighting Diego Sanchez at 155 before Poirier, or filling in for a host of other cards that fell apart. He is the most valuable asset to the UFC (sorry Khabib fans, your boy is not even top 5 all time), and as such, they want to promote him properly and maximize their profits.