I do this almost every time, after betting on possibilities that I deem feasible, I go for yet selections that looks crazy yet have high yield if it ends up converting. In sports betting, it plays out most times in Brazilian midnight games for me, I've won a 50 odd game there and regretted not staking with bigger funds, but on the contrary, it still had more possibilities of losing than winning considering the match conditions and opponents.
Gambling is about taking cool and calculated risks and there is a chance for every selection to play out no matter how small and if you are sound with knowledge of team and player form, you can sense a little advantage even for the underdogs and try your luck and if it is your day, it would surely convert for you.