The interior of a cell is highly crowded with different macromolecules. In order for these macromolecules to interact in meaningful ways they need to be organized into compartments. Some are confined inside membrane-bound organelles, while others form membraneless organelles (MLOs) through liquid-liquid phase separation (LLPS). Compartments formed through LLPS arise either as densely packed coacervates or segregated aqueous two-phase systems (ATPSs). While LLPS and ATPSs have been studied for decades, coacervates and MLOs in cells are a relatively new field of study and few have studied how coacervates act within an ATPS. This thesis aims to combine these two fundamentally antagonistic forms of LLPS, with the hypothesis that it will elucidate methods for molecular distribution within cells. This study combined an ATPS of PEG and dextran with a coacervating system of PLL and ATP. Their interplay was studied using cell-free models, primarily water-in-oil microfluidic droplets. Observations were collected using optical and fluorescence microscopy. The location of coacervates and their individual components were strongly influenced by the ATPS, with both PLL and ATP/PLL coacervates partitioning into the dextran-rich phase. It was further found that dextran was sequestered inside of the coacervates, potentially leading to the ATPS outside the coacervates to mix. Further testing in artificial vesicles may lead to pathways for cycles of confinement and dissolution as well a method for artificial cell transport.