Transitions of boundary layer cloudiness (e.g. from stratocumulus to cumulus, closed to open mesoscale cellular convection, etc.) are an important aspect of the climate system and have proven difficult to accurately simulate in both small and large scale models, revealing a fundamental gap in our understanding of both micro- and macro-scale atmospheric physics. In this session, we invite observational and modeling studies that expand our understanding of the interactions between meteorology, clouds, precipitation, radiation, aerosols, and turbulence that influence cloud transitions in areas of subtropical subsidence, post-frontal mid-latitude systems, and other significant low-lying warm cloud regimes. We especially encourage papers studying the Lagrangian and climatological transition between cloud organizational structures that utilize the wealth of information provided through combining satellite observations, modeling frameworks, and observations from multiple recent field campaigns (e.g. CAP-MBL, MAGIC, CSET, ACE-ENA, ORACLES, EUREC4A/ATOMIC, COMBLE, ACTIVATE).