This study investigates the critical shortage of Professional Electrical Engineers (PEEs) in the Philippines, focusing on the Cagayan-Kalinga-Apayao-Batanes (CKAB) Chapter of the Institute of Integrated Electrical Engineers of the Philippines (IIEE). While the country has over 100,000 Registered Electrical Engineers (REEs), only about 10,000 have upgraded to a Professional Electrical Engineer license, and only 11 are registered with the Cagayan-Kalinga-Apayao-Batanes Chapter, which holds the sole statutory authority to sign and seal electrical plans and legal documents under Republic Act 7920. Guided by Herzberg’s Two-Factor (Motivation-Hygiene) Theory, this qualitative case study examines the external ("hygiene") roadblocks and internal ("motivational") deficits that deter eligible Registered Electrical Engineers from pursuing licensure upgrading. Data were gathered using mixed digital and in-person interviews from a sample of 40 registered electrical practitioners in the Cagayan Valley region who possess at least four (4) years of active industry experience; with these respondents, it focused only to 10 – 20 years of experience to aim on the more experienced Registered Electrical Engineer to attain a more structured result. Thematic analysis of the qualitative responses revealed five major structural and psychological barriers preventing career advancement: Professional Confidence and Social Risk; Lack of Mentorship and Guidance; Regulatory and Board Transition Anxiety; Time and Financial Constraints; and Lack of Institutional and Workplace Support. The study concludes that the Professional Electrical Engineer shortage is not driven by a lack of technical capability among Filipino engineers, but rather by systemic failures in the local professional ecosystem where poor hygiene factors actively crush internal career motivations. Based on these findings, this paper proposes a decentralized professional support program. Key recommendations include institutionalizing open-access "Professional Electrical Engineer Incubator Programs" and anonymous preliminary review panels within IIEE chapters; mandating that the PRCBEE digitize or localize panel evaluations to eliminate geographic barriers; and establishing sponsored licensure support tracks within engineering firms.