1. If we're being realistic, unlikely. Making a S tier game is EXTREMELY hard to do. Look at a new release like Black Desert or Blade and Soul which in themselves are outstanding games, however they're no where close to the hype of a game like League of Legends or World of Warcraft (in its prime). League of Legends is also a bad example to compare to for the record because RTS games don't require time commitment to progress as in your character doesn't get stronger, but rather you get better at the game. A challenger LoL player could probably take a break for a year and after relearning some of the changes still be able to hold their challenger level game play... in other words they don't get left behind by new content added such as quests, gears, etc like an MMO.

2 / 3. If Chris is a competent developer and can put together a good team, this is very likely. Even if he puts together a fairly mediocre game but can muster an audience of about lets say 1k unique... not on multiple accounts constantly his game will probably make some decent money which would be really good for Jewels. All in all given what I've seen from Apex and what I researched on epvp Chris has been programming for quite some time and has even written guides. This demonstrates to me leadership qualities and I think he'll be able to manage a team quite well. All in all it comes down to the teammates he chooses for his project.

tl;dr I believe in Chris to make a decent game to say the least