About Us

What is Spiritual Direction?

Christian spiritual direction is a professional ministry in which one Christian, called a spiritual director, helps another person, known as a retreatant or directee, grow in intimacy with God. This service is typically offered for a fee.
The spiritual director guides the retreatant in recognizing that God’s love is entirely unconditional. The director helps the retreatant learn to listen, discern, and respond to God’s communication. As the retreatant experiences God’s love more deeply, they are freed to live lives that reflect that love through service to others.

More about the role of a spiritual director, click here.

Your Waypoints Spiritual Director

Tom Cashman has been deeply engaged in Ignatian Spirituality for over eleven years. He was trained to offer the Spiritual Exercises of St. Ignatius of Loyola in the 3-year Pierre Favre Program at the Jesuit Retreat Center of Los Altos, California. He completed his 19th Annotation retreat experience through SEEL Puget Sound. Tom holds a master’s degree in public administration and has spent his career in public affairs communications, public issues advocacy, consulting, museum development, education administration, and non-profit fundraising.

For individuals, Tom offers:

  • The 34-week 19th Annotation of the Spiritual Exercises of St. Ignatius of Loyola
  • Personalized spiritual direction focused on helping directees with discernment of important decisions
  • Guidance in the practice of contemplative prayer.

“. . . a knowledgeable director, always providing answers to my questions and different options that allowed me to explore the path that God had for me . . . “

Read more testimonials here.
Tom and his wife, Rosemary, live in Tucson, Arizona.

Tom also serves parishes and retreat centers as a retreat leader and program presenter on the following topics:

  • Praying with the Parables of Jesus
  • Contemplative reflection retreats during the liturgical seasons of Advent, Lent, and Pentecost
  • In-depth reflection on the Our Father, the Annunciation, and the work of the Holy Spirit
  • Ignatian contemplative prayer to foster one’s deepening relationship with God
  • Spiritual direction and prayer formation for Deacons and Religious
  • Providing support to parish adult religious education programs.

Tom’s retreats incorporate both classical and modern art, as well as music, to enhance his presentations and the contemplative experience of participants, particularly for those who learn through visual and sensory engagement.

Tom’s retreat and presentation venues have included parishes in Benicia, CA; Phoenix and Tucson, AZ; and Belfast. North of Ireland-UK .

Reflecting on his own retreat experience with the Spiritual Exercises, Tom says, “The retreat was life changing. I came to understand more clearly that prayer and communion with God are not something we initiate ourselves. It is God who takes the initiative and leads the relationship. God seeks us out as companions, inviting us to serve others and the world with compassion. My work now is to share this transformative experience with retreatants, so they, too, can embrace their call to be people for others.”

Tom is in full compliance with the Safe Environments training and certification requirements of the Diocese of Tucson. He is also a volunteer of the St. Maximilian Kolbe Prison Ministry team of Catholic Community Services of Southern Arizona, which provides weekly services and eucharistic support to incarcerated residents of Arizona Prisons.

Our Commitment to Your Satisfaction

“. . . a knowledgeable director, always providing answers to my questions and different options that allowed me to explore the path that God had for me . . . “ – Student testimonial

Tom Cashman is dedicated to guiding you through the Spiritual Exercises of Ignatius Loyola, offering individualized spiritual direction with a focus on your growth, safety, and confidentiality. If Tom is not the right fit for you as your retreat or spiritual director, he is happy to provide referrals and contact information for other directors. This allows you to interview and find the director who best suits your needs.

Waypoints Spiritual Direction adheres to the Guidelines for Ethical Conduct as outlined in the handbook of Spiritual Directors International, which you can view

 www.sdicompanions.org/docs/guidelines/Flip/guidelines_ethical_conduct.html     

Upcoming Events

Retreat and Presentations Schedule

  • September 26-28 – Ignatian Retreat

    Redemptorist Renewal Center, Tucson AZ
    Check back here this summer for more details.

  • October 25, 2025 – Men’s Retreat, Corpus Christi Catholic Church, Tucson, AZ
    Check back here this summer for more details.