In August 2008, Dr. Dog was riding high on the success of their album *Fate*, which had dropped just a year earlier. This marked a significant moment in their evolution, as *Fate* showcased their eclectic blend of rock and retro pop, a recipe that helped carve out their unique sound in the indie music scene. Performing "My Old Ways" at Lollapalooza, their energy and connection with the audience were palpable, reflecting the vibrant spirit of that festival. It’s interesting to note that while they weren't mainstream megastars at the time, their performances were infused with a raw enthusiasm that resonated deeply with fans, kind of like a charming but unpolished gem. They were also known for their DIY approach, having built a loyal following largely through word of mouth and live shows. That dedication to their craft at festivals like Lollapalooza played a crucial role in growing their fanbase during this pivotal period, setting the stage for their future successes.