Everybody experiences some successes and some failures.

(humorous) If one makes poor decisions one should expect negative consequences.

In a winning manner.

superlative form of winning: most winning / (US) Most winning; most attractive. / (US, sports) Having the most wins.

The quality or state of being winning.

comparative form of winning: more winning / (US) More winning; more attractive or successful; (sports) having more wins.

A surname.

plural of Winningham

A suburb of Northwich, Cheshire West and Chester, Cheshire, England (OS grid ref SJ6473) / A hamlet in Newcastle-under-Lyme borough, Staffordshire, England (OS grid ref SJ7238). / A surname.