The Higgs mass implies fine-tuning for minimal theories of weak scale supersymmetry (SUSY). Non-decoupling effects can boost the Higgs mass when new states interact with the Higgs, but new sources of SUSY breaking that accompany such extensions threaten naturalness. We show that a singlet with a Dirac mass can increase the Higgs mass while maintaining naturalness in the presence of large SUSY breaking in the singlet sector. We explore the modified Higgs phenomenology of this scenario, which we call the “Dirac NMSSM.”