[CrimpJiggler]

The cyclopentadienyl anion has 6 pi electrons and is therefore aromatic. The neutral cyclopentadiene molecule on the other hand only has 4 pi electrons so its not aromatic. For the cyclopentadienyl ion to be neutralised, the aromaticity has to be broken. Is this ion abnormally stable because of this?

[spirochete]

A typical hydrocarbon has a pKa of 45-55.  Cyclopentadiene has a pKa of what, around 16?  That tells you a lot about the special stability of the cyclopentadienyl anion.