Obviously I have Floyd winning big, but to play scenarios is Conor winning a bad thing for Dana White? I think so. If Conor won, what incentive would there be to go back to UFC...at least until he started losing back to back boxing matches. He could become a temporary full time boxer, sell a shyt ton of PPV's and exclude or limit the amount White eats off of him, make a lot more money than he would in the UFC.
If he loses vs. Floyd, McGregor would likely want to make a triumphant return to MMA to prove that he still has it vs. opponents of his own discipline.
Just thinking put loud. IMO for many reasons it is actually better for McGregor to lose if I were Dana White.
You know, I've tried to even figure out the incentive for Dana, it isn't money, he got over 300 million from the UFC buyout. I think that this is for legitimacy here. Let's be clear, there was Pride, there is Bellator and other outfits but to the masses UFC = MMA. This is still his baby, he's built this from the ground up. The UFC's problem is that they burn through fighters too quickly. Only a few fighters reigned for any length of time and only a few of those that we really know like GSP, Anderson Silva and Jon Jones, Chuck Lidell as well as Fedor. Ain't nobody trying to watch a PPV with Cub Swanson or Yoel Romero. I think that Dana knows that most people that buy UFC fights are like former No Limit CD buyers, they are just addicted to the brand and have attention spans the size of gnats. They've largely still not evolved from this.
Look at their fights, many people call Floyd fights boring, I think that they are exciting due to the fact that a boxer can show supreme superiority over you for 12 rounds and you can't do nothing about it. I liked watching GSP fight, people complained, said it lay and pray. Well, it's not his fukking fault the other guy can't stop it. If there isn't blood or a KO, it's considered a shytty fight in UFC Power is not a skill, it is an attribute. Look at Tyron's last fight, dude fought against someone that only tried to take it to the ground, that is all Damian Maia did. I can't fault Tyron for his gameplan, but UFC fans said, this is boring, this is boring.
So, for Dana, I think it is legitimacy so that he can stamp his brand of fighting as the dominant brand of fighting out there.