Information Technology (IT) systems are pervasive tools for contemporary enterprises to achieve their mission and goals. A key issue for a well-functioning enterprise is to keep business and IT strategies aligned as they continuously evolve. Although many practitioners and researchers offer business and IT alignment theories and approaches there is no silver bullet solution for all the issues involved in Strategic Business and IT Alignment (SBITA), which is still ranked amongst the five top enterprise executives? concerns year after year. In this thesis two SBITA assessment methods are presented. The first is the Organization-wide Approach for Assessing SBITA, developed as an enhancement of Jerry N. Luftman's SBITA assessment approach in terms of measurability, traceability and organizational involvement. The second is the Alignment Metamodel Assessment Method (AMAM). Both methods are based on well established references and approaches and they are presented with systematic documentation for their application and reusability as shown in the included papers and reported case studies. This is a composite thesis that, besides the introduction, includes five papers (papers A-E). Paper A describes Luftman's SBITA assessment approach and its enhancement in terms of measurability, traceability and organizational involvement, the proposed Organization-wide Approach for Assessing SBITA. Results from applying this approach in two case studies in companies in Sweden and Nicaragua are also included. Paper B describes the AMAM. It explains how a metamodel is deduced and how the SBITA assessment will be performed. This paper argues that the AMAM can be affiliated to the EA discipline as a guide or reference for identifying the relevant EA?s representations for the SBITA concern, mitigating the expenses and drawbacks of the often larger modeling required in applying EA frameworks. Paper C shows a weighting of the importance of the SBITA topics, taking as reference the Henderson & Venkatraman Strategic Alignment Model (SAM) - the basis of Luftman?s SBITA assessment approach -by relating it to the relevant and highly cited references in the field of SBITA. Paper D explains the criteria and the process for associating the AMAM artifacts with the Zachman´s Enterprise Architecture Framework and reports the pattern of association into the EA dominion. Paper E reports the details of the processes and results of applying the developed AMAM in a case study conducted in an intensive IT services enterprise in Nicaragua.