To Western observers, Russian President Vladimir Putin appears to be caught in a perfect storm: his gamble in Ukraine's Crimea region has left diplomatic ties with the European Union as damaged as they've ever been, with Russia losing the support of a critical ally in Germany; the ruble has dropped 22%, which has helped Russia post its slowest GDP growth in five years; and slumping oil prices could cause the Russian economy to lose between $90 billion and $100 billion per year if oil prices drop more than 30%, according to Russia's Finance Minister Anton Siluanov.