Bob Smith, a trailblazing comedian and actor, holds a unique place in the hearts of collectors, particularly for those who appreciate groundbreaking voices in entertainment. As the first openly gay comic to appear on *The Tonight Show* and headline his own American TV special, Smith’s impact transcended comedy, paving the way for future LGBTQ+ artists. While his stand-up specials are sought after on their original VHS and early DVD releases, his acting work, though less extensive, is equally compelling. Collectors specifically seek out his performance in the 2006 documentary *Outlaugh!*, a time capsule of queer comedy that often commands a premium on DVD and Blu-ray due to its historical significance and candid portrayal. Smith's contributions, whether through laughter or poignant reflection, make his releases essential additions to any discerning collection of film and comedy history.