The author presents the challenge Christian entrepreneurs face delaring their core values and aligning their organizations with those values. This ministry challenge is compounded by a shortage of trusted advisors to support them on their journey. He created an intervention, which consisted of trusted counsel and legacy coaching from Wise Counsel Inc. (WCI). He recruited 13 participants and used one-to-one interviews to collect qualitative data to measure the impact on their ability to align their organizations with their values. He interviewed the 13 participants and searched for indicators of increased alignment and its impact on their sense of wellbeing throughout their work with WCI. The author discovered that with high levels of trust and transparency, combined with appropriate levels of challenge and support, Christian entrepreneurs can align their organizations with their core values. The impact the relationship with WCI had on these research participants reveals that having a trusted legacy advisor represents a significant ministry opportunity to Christian entrepreneurs and their families.