Wildfires can release pyrogenic dissolved organic matter (pyDOM) into the forest watershed, which may pose challenges for water treatment operations downstream due to the formation of disinfection by-products (DBPs). In this study, we systematically assessed the physio-chemical properties of pyDOM (e.g., electron-donating and -accepting capacities; EDC and EAC) and their contributions to DBP formation under different disinfection scenarios using (1) ten lab samples produced from various feedstocks and pyrolysis temperatures, and (2) pre- and post-fire field samples with different burning severities. A comprehensive suite of DBPs—four trihalomethanes (THMs), nine haloacetic acids (HAAs), and seven N-nitrosamines-were included. The formations of THM and HAA showed an up to 5.7- and 8.9-fold decrease as the pyrolysis temperature increased, while the formation of N-nitrosamines exhibited an up to 6.6-fold increase for the laboratory-derived pyDOM. These results were supported by field pyDOM samples, where the post-fire samples consistently showed a higher level of N-nitrosamine formation (i.e., up to 5.3-fold), but lower THMs and HAAs compared to the pre-fire samples. To mimic environmental reducing conditions, two field samples were further reduced electrochemically and compared with Suwannee River natural organic matter (SRNOM) to evaluate their DBP formation. We found increased DBP formation in pyDOM samples following electrochemical reduction but not for SRNOM, which showed increased N-nitrosamines but decreased THMs and HAAs post-electrochemical reduction. Furthermore, this study reported for the first time the formation of two previously overlooked N-nitrosamines (i.e., nitrosodiethylamine (NDEA), N-nitrosodi-n-propylamine (NDPA)) in both laboratory and field pyDOM samples, raising concerns for drinking water safety given their higher toxicity as compared to the regulated counterparts. Results from this study provide new insights for DBP mitigation during post-fire recovery, which are particularly relevant to communities that rely on forest watersheds as their drinking water sources.