He has always enjoyed being with the order that taught him in high school. Nothing else seems to have worked out. Entering the brothers might give his life real meaning and purpose and his family would be delighted. Most religious communities would challenge Chris to set a goal and reach it before seeking life in a community. Signs of stability are missing in Chris' life.
Communities look for evidence of commitment skills from their candidates.
They want to see that a person can set goals, make a commitments, and follow through. Religious life can't be a vocation by default because nothing else worked out. Also, the desire to please his family is a red flag for Chris. The motivation to be a priest, brother, or sister needs to come from a desire to serve rather than a desire to please others. To belong Ruth has always been shy and timid.