The millimeter wavelength emission from GRB 991208 is the second brightest ever detected, yielding a unique data set. We present here well-sampled spectra and light curves over more than two decades in frequency for a two-week period. This data set has allowed us for the first time to trace the evolution of the characteristic synchrotron self-absorption frequency ν a and peak frequency ν m , and the peak flux density F m : we obtain ν a ∝ t −0.15±0.12 , ν m ∝ t −1.7±0.4 , and F m ∝ t −0.47±0.11 . From the radio data we find that models of homogeneous or wind-generated ambient media with a spherically symmetric outflow can be ruled out. A model in which the relativistic outflow is collimated (a jet) can account for the observed evolution of the synchrotron parameters, the rapid decay at optical wavelengths, and the observed radio to optical spectral flux distributions that we present here, provided that the jet transition has not been fully completed in the first two weeks after the event. These observations -2provide additional evidence that rapidly decaying optical/X-ray afterglows are due to jets and that such transitions either develop very slowly or perhaps never reach the predicted asymptotic decay F(t) ∝ t −p .