Background: Surgical resection of head and neck (H&N) neoplasms requiring osseous reconstruction have underdefined complication profiles. This study aimed to characterize postoperative outcomes of patients with H&N neoplasia undergoing osteocutaneous flap (OCF) or bare bone flap (BBF) reconstructions. Materials and methods: Retrospective analysis of the National Surgical Quality Improvement Program (NSQIP) 2005-2017 databases. Queried for diagnosis and procedural codes extracted patients with H&N neoplasms undergoing BBF or OCF reconstruction. Postoperative complications were evaluated. Multivariable regression generated adjusted odds ratios. Results: A cohort of 746 patients were identified. Of reconstructions, 24.9% (n = 186/746) were BBFs while 75.1% (n = 560/746) were OCFs. 58.1% of the BBF cohort and 59.9% of the OCF cohort experienced an all-cause complication (p = .654). Sub-stratified, 24.2% of BBF and 17.5% of OCF patients experienced a wound complication (p = .045). Regression analysis demonstrated no difference in risk for medical complications between cohorts. However, patients receiving OCFs had a decreased likelihood of developing a wound complication (OR 0.652; 95%CI 0.430-0.989; p = .044) compared to patients receiving BBFs. Conclusion: The incidence of complications following osseous reconstruction of the H&N is considerable. Although several complication outcomes do not seem to differ between BBF or OCF reconstructions, OCFs is associated with a decreased likelihood of wound complications. 1 | INTRODUCTION Benign and malignant neoplasms of the head and neck (H&N) exert significant global morbidity with H&N cancer occurring in more than 500,000 patients across the globe each year (Jemal et al., 2011). An estimated 65,000 of these new cases are annually diagnosed in the United States, of which 14,000 result in death (Cancer.net Editorial Board, n.d.). These statistics are further magnified by cutaneous malignancies localized to the H&N (Mydlarz, Weber, & Kupferman, 2015). Ultimately, the treatment of H&N neoplasms is multi-faceted and interdisciplinary involving medical, surgical, occupational, and psychological support (Wheless, McKinney, & Zanation, 2010). Surgical intervention is an integral aspect of H&N tumor management with excision dependent upon tumor location and characteristics (Carlson & McCoy, 2017; Fu, Foreman, Goldstein, & de Disclaimer: The ACS NSQIP databases are the source of information used in this study. Data extrapolated, statistical analysis performed, and conclusions reached have not been verified by the ACS NSQIP but rather are the result of the work done by authors of this study.