The issues of methodological support of interaction between a large transport company and its general contractors are becoming more significant due to the increasing number of types of activities transferred to outsourcing. The article investigated the main methodological approaches that determine the procedure for justifying the choice of an outsourcing organization and the relevant methods applied in practice, in particular, an assessment of the methodological basis for judging the effectiveness of the choice of infrastructure repair workflow was carried out. The analysis of the methods for justifying the choice of a third-party organization, performing railway infrastructure repair work, made it possible to form the author's methodological approach to the choice of a repair technology and an organization to perform it best on outsourcing basis. The specifics of the object, namely, JSC «Russian Railways», which provides strategically important services for the economy, allows us to recommend the proposed author's methodological approach to justifying the choice of a third-party organization performing work for other transport companies.