In recent years, increased use of recycled asphalt materials (RAP) has created a need for softer binders to compensate stiffer binder coming from RAP. Economic alternatives, like recycled oils and proprietary bio-based oils, can be potential modifiers that will reduce the dependence on petroleum-based alternatives. However, there is limited information on the long-term rheological performance of binders modified with proprietary modifiers. These modifiers are chemically complex and their interaction with binders further complicates the binder chemistry. Therefore, the objective of this study was to evaluate the impact of modifier chemistry on modified binders’ long-term cracking potential. A base binder of Superpave Performance Grade (PG) 64-22 was used to develop PG 58-28 binder using six different modifiers. An unmodified PG 58-28 was included for a comparative analysis. A few modified binders rheologically outperformed the base binder and others performed similarly. The modifier derived from recycled engine oil showed the worst performance. Chemical analysis indicated that the best performing modified binders had significant amounts of nitrogen in the form of amines. On the other hand, poor performing modified binder had traces of sulfur. Additionally, modifiers with lower average molecular weights appeared to have a positive impact on the performance of aged binders.