As a primary mechanism by which stars energize and restructure the interstellar medium (ISM) on relatively large scales, the importance of superbubble (SB) populations in spiral galaxies cannot be overstated. Historically it has always been an arduous task to find and characterize expanding shells revealed within HI datacubes. For my dissertation, I developed automated pattern recognition algorithms based on hydrodynamic models describing the evolution of superbubbles in a disk environment. This advance has made possible the first genuinely systematic analysis of SBs in nearby spiral galaxies. The Las Cruces / Dwingeloo Supershell Survey is now partially complete. I will present results from this work, concentrating on the first four galaxies to be investigated: NGC 300, NGC 2403, M81, and M101. In addition, I will discuss predictions from a population synthesis code capable of simulating a superbubble ensemble and all associated stellar clusters, given assumptions regarding the mode of star formation and ambient disk structure. Reasonable agreement is found between observational data and synthetic predictions.