Over the last several years, the multi-stage theory of jet modification, in concert with extensive event generator frameworks such as JETSCAPE, has been able to describe a wide range of data on jets, leading hadron, and jet related observables from top RHIC to LHC energies. The underlying theory used in many of these simulations is based on a quasi-particle picture of the Quark Gluon Plasma [as furnished by Hard-Thermal-Loop (HTL) effective theory]. However, a Bayesian analysis using all jet and leading hadron data yields some tension in the effective coupling, comparing fits to only jet or only hadron data. We demonstrate that one source of this tension is the temperature and energy dependence of the jet transport coefficient (q-hat) derived from HTL theory. We highlight the remaining few outstanding jet-based observables, discuss their impact on the overarching framework, and present upcoming improvements designed to address these. Finally, we will discuss the high transverse momentum observables in small systems (such as in high multiplicity p-p and p-A), and why, in our view, these are indicative of initial state effects, not related to final state jet modification in a dense medium.