We present far infrared spectra of the conformer A of tryptamine in the 200 to 500 cm1 wavenumber range along with resonant photoionization spectra of the far-infrared excited conformer A of tryptamine. We show that single-far-infrared photon excited tryptamine has highly structured resonance enhanced multi-photon ionization spectra, revealing the mode composition of the S1-state. Upon multiple-far-infrared photon absorption, the resonance enhanced multi-photon ionization spectrum broadens allowing ion gain spectroscopy to be performed. In the ion gain spectrum we detect the fundamental far-infrared modes but also combination and overtone bands with high efficiency. The implications to dip spectroscopy using a free electron laser compared to more conventional light sources are discussed.