Tip-enhanced nano-spectroscopy and -imaging, such as tip-enhanced photoluminescence (TEPL), tip-enhanced Raman spectroscopy (TERS), and others (1-4), have become indispensable from materials science (5-7) to singlemolecule (8-11) studies. However, the techniques suffer from inconsistent performance due to lack of nanoscale control of tip apex structure, which often leads to irreproducible spectral, spatial, and polarization resolved imaging. Instead of refining tip-fabrication to resolve this problem (12-14), we pursue the inverse approach of optimizing the nano-optical vector-field at the tip apex via adaptive optics. Specifically, we demonstrate dynamic wavefront shaping of the excitation field to effectively couple light to the tip and adaptively control for enhanced sensitivity and polarization-controlled TEPL and TERS, with performance exceeding what can be achieved by conventional tip-fabrication