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I think the most difficult and expensive Pokemon to raise would be Jellicent and maybe Misdreavus since she feeds off of fears.
Not sure what to say about Sandslash other than that he's my favorite Pokemon. I know also being efficient at digging would prove useful anytime.
Jellicent is not only useful at getting around in sea, but is also feared.
Togekiss is just a lovable, cheerful Pokemon and would definitely bring up the morale of any team.
Flareon is warm and floofy. Plus, being an eeveelution and already fairly common, are easily domesticated and controlled.
Zangoose can form some sort of team-up relationship with Sandslash with their strength and can also keep any shit-eating poison types at bay.
Misdreavus is excellent for utility. Being ghost type, she'd easily maneuver around any sort of tricky obstacle or trap, and being scary will help with escape.