The Cyclone Global Navigation Satellite System (CYGNSS) is a multi-satellite constellation that utilizes Global Positioning System (GPS) reflectometry to retrieve near-surface wind speeds over the ocean. While CYGNSS is primarily aimed at measuring wind speeds in tropical cyclones, our research has established that the mission may also provide valuable insight into the relationships between wind-driven surface fluxes and general tropical oceanic convection. Currently, we are examining organized tropical convection using a mixture of CYGNSS level 1 through level 3 data, IMERG (Integrated Multi-satellite Retrievals for Global Precipitation Measurement), and other ancillary datasets (including buoys, GPM level 1 and 2 data, as well as ground-based radar). In addition, observing system experiments (OSEs) are being performed using hybrid three-dimensional variational assimilation to ingest CYGNSS observations into a limited-domain, convection-resolving model. Our focus for now is on case studies of convective evolution, but we will also report on progress toward statistical analysis of convection sampled by CYGNSS. Our working hypothesis is that the typical mature phase of organized tropical convection is marked by the development of a sharp gust-front boundary from an originally spatially broader but weaker wind speed change associated with precipitation. This increase in the wind gradient, which we demonstrate is observable by CYGNSS, likely helps to focus enhanced turbulent fluxes of convection-sustaining heat and moisture near the leading edge of the convective system where they are more easily ingested by the updraft. Progress on the testing and refinement of this hypothesis, using a mixture of observations and modeling, will be reported.