With the dissemination of quality models and the need for measurement-based management for software organizations, a variety of approaches and models are emerging to support organizations on this journey. According to a Systematic Review of Literature that selected 30 of 692 papers returned from search sources, it was noticed the need for guidelines and guides regarding the measurement process in a specific sector: micro and small companies that work with software maintenance. In this work, an empirical study was carried out to understand how the measurement process aligned with quality models can be implemented in these organizations. The field study followed the implementation of an improvement program based on CMMI® level 2 in 7 Brazilian companies from Maringá, Paraná. Finally, it was found that the process for the definition of a measurement guide can be common to a specific group of companies, taking steps and guidelines for its execution, always aligned with the organization’s strategy, giving top management an objective view work and process, supporting decision making.