Simply win five events in a row.
If you use the method described in guides for the game's other achievements (pausing to force the game to autosave when you win big pots and signing out of then back into your profile to reload your career from that save point when you lose big pots), you should get this easily while completing the Career events.
Be careful not to allow the game to return to the Main Menu if you bust in an event, or it will autosave and you will lose your streak. Sign out of your profile when the prompt asking if you want to Watch or Exit appears after you bust.