The advent of technology has engendered a seismic shift in the debt recovery landscape. In today's world, the prudent player in the debt recovery sector is one who harnesses the power of technology. One such technological tool is Debt Recovery Software - an automated system that facilitates the management of bad debts and delinquent accounts. However, before a company or individual embarks on the selection and implementation of debt recovery software, certain fundamental questions need to be evaluated.

The first key question is: What is the efficiency of the software in terms of scalability and flexibility? Efficient software should be scalable enough to accommodate growing business needs and flexible enough to meet the varying demands of the business. As per the law of economies of scale from microeconomics, the cost per unit of debt recovery should decrease as the business expands, thus achieving cost efficiency.

Secondly, is the software customizable to your business needs? Every business has a unique operational structure and diverse needs. Therefore, the software should be configurable to meet these needs. This question intertwines with the principles of path dependency in history, which posits that the past decisions and experiences of an institution significantly impact its present and future trajectory.

The third question centers on the ability of the software to integrate with existing systems. This is crucial to avoid conflict between systems and to ensure seamless data transfer between them. The synchronization of systems, as explained by the theory of systems thinking in the field of management, enhances the performance of the whole organization.

The fourth question queries the compliance of the software with existing legal regulations. As the world becomes more interconnected, businesses are often required to adhere to international laws and standards. These legal regulations can range from data privacy laws to fair debt collection practices. The legal doctrine of lex loci solutionis, which means the law of the place where the matter is settled, might come into play in this context.

Fifthly, what is the efficiency of the software in terms of automation and accuracy? The software should be able to automate routine tasks, such as sending reminders and compiling reports. At the same time, it should guarantee high accuracy levels to minimize errors. This aspect of automation and accuracy draws parallels with the principles of machine learning and artificial intelligence.

The sixth query involves the support services offered by the software provider. In the event of a glitch or a system failure, the provider should offer prompt and effective support to rectify the situation. This question is deeply rooted in the economic principle of perfect information, which posits that every player in the market should have complete and unambiguous information about the market.

The final question assesses the return on investment (ROI) of the software. From a financial perspective, the benefits accrued from the software should outweigh the cost of investment. The concept of ROI is deeply ingrained in the capitalist economic model, where the ultimate goal of any investment is to make a profit.

In conclusion, choosing the right debt recovery software is a complex but crucial process. The key is to ask the right questions and conduct a comprehensive evaluation before making the decision. As we navigate this process, let us not forget to strike a delicate balance between the demands of the business, the needs of the customer, and the dictates of the law.