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It's definitely not worth it to go for the 10m+ r99s to start with at least.
Even if you have 80% of r99s (which would take 6 months or more due to scarcity - I know several r99 collectors) it would take months of trying. I don't think a group of 4 or 5 people would be committed to working together every day twice a day at the same time to try to help each other. If you did win one, either way, the item is at risk because of item pooling. Then you have to sell it, which draws additional scrutiny, then you have to split the profit, which could also put accounts at risk. Not only do you have to do this once, but be successful 4 or 5 times (which would take a year or two) just to break even