Well, here are my two cents
Scenario 1. Tough fight. I can't see a clear winner here as there are too many variables. It mostly hangs on IW and Chase. He did manage to hold kim on the ropes until reinforcement came, but if IW goes all out from the start f4 will probably take it
Scenario 2. It won't be easy to outdo RR plot device mad skills, but I can see it happening
RR is individually the most intelligent man with the best plot device tech, but I think planetary can collectively match or surpass him.
In a scenario where the organizations begin with no info on each other and have to snatch the opposition's leadership, strategy, calculated use of force, secrecy and information acquisition will be the most important weapons.
Elijah is certainly a lesser scientific mind than RR but is a better strategist and far better investigator.
John Stone is a sci-fi james bond, he is the ultimate spy and a master of intelligence and counter-intelligence. he'd be a major resource in finding out who the enemy is and how to exploit them
Drummer is for all intents and purposes a cosmically aware technopath. He offers an excelent counter for RR's tech and is an incredible strategic resource as he can hack anything and manipulate information on a global scale.
In 1941, Hark senior and Axel Brass invented a computer that generated and extinguished countless millions of universes (billions of years went by in the universes but just hours on their earth). Hark's daughter was said to be smarter than him. Both Brass and Anna Hark are part of the Planetary organization. The tech they used to create the computer is under planetary control.
Planetary also has an interdimensional cruiser and a small army of superhumans on the payroll along with endless technicians and scientists.
The main reason I give planetary the edge is that, as pointed out before by q99, they function better as an organization. They are also more used to constantly operating on a global scale.
Scenario 2 is a small majority for planetary
In scenario 3 in particular, I see planetary being more succesfull in spinning the wheels of the world from behind a curtain of secrecy. Even if the groups decide to exercise their power overtly by way of conquest, propaganda, occupation of political offices or trading tech breakthroughs for support from governments and peoples, I still see planetary doing better. Making tech and knowledge free and accessible to everyone was planetary's mission satement from the get go. They are also a lot more pro-active, have more political skill and far better propaganda minds.
Planetary takes a clear majority in 3