Facilitated by remote work normalization and the expanding gig economy, multiple jobholding (MJH)—holding more than one paid position simultaneously—is experiencing marked growth. This growth has expanded the demography of multiple job holders, notably for income level, resulting in two research perspectives: a traditional assumption that MJH is an unfortunate necessity forced upon the economically vulnerable or a newer celebration of MJH as empowering “side hustles” offering supplemental income and fulfillment. To reconcile these perspectives, we surveyed workers (n=254) on whether they actively desire MJH, whether finances alone drive that preference, and what else drives its appeal. Results show workers across demographics genuinely prefer MJH, beyond economic need. While compensation matters, all workers value MJH for its flexibility and autonomy. Uniquely, Gen Z shows significantly higher interest in using MJH to build distinct professional identities (p < 0.05). These findings suggest an emerging trend toward a “Career Mosaic”—a deliberate construction of professional identity through curated work experiences that together express a fuller self. This shift from linear career progression to multifaceted composition has major implications for employment policy, workforce development, HR technology, and organizational strategy—all designed for a single-employer paradigm that no longer fits evolving work relationships.