9 Strategies for how to Make Life Fun Get Silly. When I'm stuck in Debbie Downer-mode, I try to get more childlike and not take myself so seriously. ... Don't Overthink It. ... Stop and Smell the Roses. ... Try New Things. ... Look on the Bright Side. ... Make Time for the Things you Love. ... Put the Phone Down. ... Connect. More items... Mar 11, 2020