The whole key to Content is one simple thought – “tethering” the Subject to the Listener. You have to meet her or him where they live.
Just recently, I watched an old “Andy Griffith Show” rerun about a Mayberry High School reunion. It touched everything I felt about my own reunion, how it reawakens old feelings, puts things in perspective, etc. (Andy saw his High School girlfriend, wondered why they drifted apart, then realized why when they got into an argument over staying in Mayberry as a “big fish is a small pond” instead of her moving to Chicago to compete in a larger arena.)
Over the years of watching what are now classic sitcoms, two names keep coming up: Everett Greenbaum and Jim Fritzell. Name any big show in that era – Andy Griffith, M*A*S*H, Mary Tyler Moore show, etc. – and they wrote episodes for it. They had the knack of writing something very particular to each character, but framed by what the viewer had in common with them.
That’s your challenge, too. If you need help, get some coaching. This is an Art, not just a technique.