Oyebanjo Akinola, in his article, Enforcement of Training Bond: A Critical Appraisal of Applicable Principles, notes that the practice of sponsoring new employees in a company to undergo training fully funded by the employer on the assurance that the employee will remain in the employment of the employer for an agreed period after the completion of the training is a common practice in the workplace. The problem, however, almost often arises when employees, upon completion of the training, either due to better job opportunities or the zeal to seek greener pastures with their newly acquired certificate or skillset, decide to leave the employment of the employer/sponsor before the expiration of the agreed time. The disgruntled employer who often find the departure to be unjust and seeks to recoup the amount spent in training the employee usually gets to know that the legal consequences of their kind gestures are far beyond their expectations and predictions, as Courts will, in most cases require more than proof of mere execution of the training bond before the aggrieved employer can recoup the cost expended on the employee. Akinola critically examines the guiding principles surrounding the enforcement of training bonds, considering the established rules as it relates to aviation and other sectors within Nigeria and other jurisdictions.