The Sycamore Initiative

"People may spend their whole lives climbing the ladder of success only to find, once they reach the top, that the ladder is leaning against the wrong wall."

- Thomas Merton

The Sycamore Community

Sycamore is a peer community of high responsibility, high capacity leaders who want to thrive spiritually, emotionally, in their character, in family and friendship, and at work. Professional bonds may form organically, but the focus is building honorable, purpose-oriented lives through:

connection with God and peers who share similar challenges and hopes
understanding and cultivating healthy ambition
prioritizing integrity and eulogy virtues
embracing the humble path of downward mobility
creating a custom life and leadership plan for each participant

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Venue, Schedule, Cost

Participants gather once monthly for three hours at Donald and Betsy Miller's Carriage House in Green Hills. Each month features a core life and leadership theme with teaching, interviews, life stories, roundtable talks, and peer connection.

Smaller peer groups also connect monthly with Scott and each other. Monthly 1:1 coaching and support is also available to all.

Optional extras including social gatherings, special outings, and an overnight retreat are available. Current, 2024-2025 participants are the inaugural class of a connected, citywide network of high output leaders and influencers.

To inquire about cost and other details, please Apply or use the Contact Form.

Name and Meaning

The name “Sycamore” is inspired by a public figure in the Bible whose job title began with the word “Chief.” Sensing there must be more to life than chasing power and hitting a number, this man embarked on a search for meaning.

Jesus noticed him perched on a sycamore branch above the crowd, alone and unsettled. Jesus called him by name, entered his home, surrounded him with friends, and inspired him to live honorably and meaningfully.

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