There is observational evidence for an extreme fine structure in the solar transition region, much smaller than 1″ in size (Dereet al., 1987, 1988) Corresponding to this extreme fine structure there appear to be an equally complex dynamical structure. We review the evidence for such dynamical extreme fine structure as demonstrated by the frequent appearance of multiple velocities, i.e. distinctly different velocities in the transition region occurring within the angular resolution element. Multiple velocities are prominent in active regions and particularly near sunspots, where velocity components may be supersonic. However, multiple velocities are frequent also in quiet regions. The consequences of such fine structure for modeling the transition region will be outlined. Finally the appropriate CDS and SUMER observations needed to extend our knowledge of a finely structured transition region and corona, spatially or in time, are discussed.