When you’re not concerned with succeeding, you can work with complete freedom.

The line contrasts outcome-fixation with process-focused creativity. “Succeeding” stands for external validation—ratings, acclaim, money, status—that can narrow artistic choices and encourage safe, conventional work. By letting go of that pressure, the speaker claims a kind of autonomy: the freedom to take risks, follow odd instincts, and pursue what feels truthful or funny without self-censorship. The quote also implies a paradox: detachment from success can be a precondition for original work, because it reduces fear of failure and the need to please. In a comedic context, it suggests that the most distinctive humor often comes from committing fully to one’s sensibility rather than chasing broad approval.