I also used to work in the Catskill Mountains as a bus boy, and I performed in talent shows.
You have to be very brave in that first writing session.
Probably most successful songwriters have an innate songwriting ability.
It's amazing how a competitive nature can turn a negative into something positive.
One other thing, if it's possible, as songwriters, you should also develop yourself as record producers.
You can get stale writing with each other for a while.