A critical legal requirement for economic actors is the ability to secure performance obligations. This study examines two potential guarantee mechanisms: (1) conventional guarantee (ḍimān iṣṭilāḥī) and (2) guarantee under Article 10 of the Iranian Civil Code, which invokes general contractual principles. Through descriptive-analytical methodology, the research assesses the feasibility of enforcing such guarantees. For an obligation to be legally guaranteed (maḍmūn bih), it must meet three conditions: (a) constitute recognized property (māl), (b) be performable by a third party, and (c) have its legal cause (sabab) established in the debtor's liability (dhimma). The analysis reveals that most contractual obligations satisfy these requirements, and since the Civil Code recognizes cause-based liability, their guarantee appears legally viable. However, uncertainties surrounding conventional guarantee structures and the expansive nature of obligational guarantees suggest that Article 10 provides a more robust foundation. Comparatively, advanced legal systems often implement guarantee mechanisms through unions or principal contractors acting on behalf of subcontractors, offering a potential model for development. This research concludes that while both guarantee methods are theoretically feasible, the flexibility of Article 10 makes it preferable for securing performance obligations in practice.