This paper investigates how Portuguese accounting professionals perceive the effectiveness and limitations of the Standard Audit File for Tax (SAF-T), a digital reporting framework originally developed by the OECD to improve transparency and automation in tax administration. Portugal stands out as a pioneer in SAF-T implementation, having introduced SAF-T for Invoicing in 2008 and later developing a more complex SAF-T for Accounting, which, despite being technically implemented, remains pendent in terms of mandatory submission. Drawing on a structured survey of 230 certified accountants, the study examines professional perceptions regarding the impact of SAF-T on tax compliance, audit efficiency, and financial reporting transparency, as well as the main operational challenges and levels of organizational readiness. Results reveal a broadly positive view of SAF-T for Invoicing, particularly in its role in ensuring accurate VAT reporting and improving internal controls. However, concerns persist around automation gaps, software integration issues, and limited technical support. As for SAF-T for Accounting, significant apprehension remains due to the complexity of taxonomy mapping, system diversity, and training shortfalls, especially among SMEs. Despite these barriers, respondents expressed moderate readiness for the upcoming regulatory obligations, with digital familiarity playing a key role in shaping confidence. The findings emphasize that while SAF-T has significantly improved fiscal oversight in Portugal, its success depends on continued institutional support, training, and technological alignment to ensure that its full potential in promoting transparent and efficient tax reporting is realized.