This article attempts to elaborate upon the notion that anyway seems to play specific discursive functions in the institutional talk, Donald Trump Speech relevant to monologues rather than any other institutional talk related to turn-sequences, taking heed of how its usage is connoted in disparate settings of his monologic speeches. Drawing upon the observation pertaining to the monologic speeches of anyway in spoken language, it was shown that the use of anyway indicates the four certain discursive functions including resumptive, transitive, incremental, and strengthening markers in order to acquire his vested rights, or receive his votes, and maintain his favorable reputation. As for the heterogeneous nature of anyway between monologues and turn-sequences, it may be presumed that monologic anyway does not tend to function to close or alter ongoing narratives or themes, whereas its anyway may be utilized to indicate that interlocutors have the intention of increasing supplementary information or thoughts and highlighting absolute contentions; in addition, this may be related to a contemptuous function.