To investigate how source and processing control the composition of “terrestrial” dissolved organic matter (DOM), we combine soil and tree leachates, tree DOM, laboratory bioincubations, and ultrahigh resolution Fourier-transform ion cyclotron resonance mass spectrometry in three common landscape types (upland forest, forested wetland, and poor fen) of Southeast Alaska’s temperate rainforest. Tree (Tsuga heterophylla and Picea sitchensis) needles and bark and soil layers from each site were leached, and tree stemflow and throughfall collected to examine DOM sources. Dissolved organic carbon concentrations were as high as 167 mg CL−1 for tree DOM, suggesting tree DOM fluxes may be substantial given the hypermaritime climate of the region. Condensed aromatics contributed as much as 38% relative abundance of spruce and hemlock bark leachates suggesting coniferous trees are potential sources of condensed aromatics to surface waters. Soil leachates showed soil wetness dictates DOM composition and processing, with wetland soils producing more aromatic formulae and allowing the preservation of traditionally biolabile, aliphatic formulae. Biodegradation impacted soil and tree DOM differently, and though the majority of source-specific marker formulae were consumed for all sources, some marker formulae persisted. Tree DOM was highly biolabile (> 50%) and showed compositional convergence where processing homogenized DOM from different tree sources. In contrast, wetland and upland soil leachate DOM composition diverged and processing diversified DOM from different soil sources during bioincubations. Increasing precipitation intensity predicted with climate change in Southeast Alaska will increase tree leaching and soil DOM flushing, tightening linkages between terrestrial sources and DOM export to the coastal ocean.