H O L T S T R E E T RESIDENCY AT 1 DEXTER
DEC 1-2, 2025
MONTGOMERY, ALABAMA
You’re Invited…
This is an intimate, 1.5 day leadership experience bringing together 50 founders, executives, military, policymakers, investors, and creatives — people shaping the most consequential conversations of our time.
The immersive journey invites leaders out of traditional meeting spaces and into an environment that sharpens perspective, deepens connection, and challenges assumptions. Over a day and a half, we’ll explore the future of leadership by looking back, grounding ourselves in one of the most consequential cities in America, a place that has redefined courage, strategy, and progress time and again.
Along the way, participants will engage directly with living legends such as Presidential Medal of Freedom recipient Dr. Fred Gray and Tuskegee Mayor Johnny Ford, walk the steps of the Edmund Pettus Bridge, and spend time within the new memorials and museums shaped by Bryan Stevenson and the Equal Justice Initiative.
You will meet extraordinary leaders from across industries — fellow participants who carry very different stories, yet share a familiar drive to make sense of this moment. Together, you’ll experience conversations and places that remind you how leadership can make us feel both different and deeply the same.
-
Tom Davidson
CEO, Holt Street.
Founder & Fmr. CEO, EverFi. -
Ed Byers
Medal of Honor Recipient.
Master Chief (SEAL), Ret.
President, Leadership, Holt Street. -
Bret Baier
Chief Political Anchor, FOX News.
-
Mayor Johnny Ford
Fmr. Mayor, Tuskegee, Alabama
-
Dr. Fred Gray
Attorney & Civil Rights Legend
Reserve Your Place at Holt Street · 1 Dexter
$3,500.00
Registration confirms your place for December 1–2, 2025 in this 1.5-day immersive experience and includes full access to all guided landmark visits, site admissions, and program fees. Participants will also enjoy all programmed meals, private transportation to and from designated sites, and access to curated sessions, discussions, and gatherings throughout the Residency.
Participation in The Holt Street Residency at 1 Dexter is by private invitation only.
Your registration directly supports Holt Street’s mission — making gatherings like this possible and fueling the Residency’s broader work of connecting extraordinary leaders to the places and stories that continue to shape the American narrative of leadership.
AGENDA OVERVIEW
Day 1 | Monday, Dec 1
12:00PM - 3:00PM
Arrivals & Check-In
The gathering opens at Holt Street HQ, housed within one of Montgomery’s most storied buildings, 1 Dexter Ave. Once a cornerstone of civic life, it now serves as the home of the Holt Street Residency. A warm welcome and tome setting for the day ahead.
Opening Holt Street Welcome
3:00PM - 3:50PM
4:00PM - 5:30PM
Visit the spiritual heart of the Montgomery Bus Boycott — the church where strategy met faith, and the parsonage where Dr. King lived, wrote, and reflected. Together, these landmarks offer a rare window into the movement’s origins and the humanity behind its leadership.
Dexter Baptist Church & MLK Parsonage
6:30PM - 8:00PM
Welcome remarks by Bret Baier
Opening Reception, 1 Dexter
8:15PM -10:00PM
Seated Dinner
Day 2 | Tuesday, Dec 2
7:00AM
Bus Departure from Trilogy Hotel
8:00AM-9:00AM
Featuring Mayor Johnny Ford
A National Historic Landmark and the site of the infamous “Bloody Sunday”. Participants will walk the bridge, as the voting rights marchers did many years ago, with commentary from civil rights leader Mayor Johnny Ford.
Edmund Pettus Bridge Walk
10:00AM - 11:45AM
The Legacy Museum tells the comprehensive story and evolution of slavery in America through interactive media, first-person narratives, and special exhibits. Participants will have the opportunity to explore the harrowing museum via a self-guided tour.
The Legacy Museum Tour
12:00PM - 1:30PM
Lunch, 1 Dexter
Featuring Dr. Fred Gray
One of the remaining icons of the civil rights movement, Fred Gray - the legendary attorney to Rosa Parks and MLK – offers a first hand look inside the pivotal moments of the civil rights movement and the private conversations that would shape the future of our nation.
1:30PM - 2:30PM
A powerful memorial recognizing and commemorating the thousands of lynchings that occurred across the country between 1877-1950. Participants will explore the memorial, the history it represents, and reflect on its legacy – while also hearing from Bryan Stevenson.
Memorial for Peace & Justice Tour
3:00PM - 5:50PM
Chair Sessions, 1 Dexter
Held under Chatham House Rule, moderated Tom Davidson, and Ed Byers, participants will hear from each other – sharing deep reflections, and insights while exploring core takeaways from the gathering, and how to bring them forward into the world.
7:00PM - Late
Closing Holt Street Dinner Party
ACCOMMODATIONS
We’re delighted to host Holt Street guests at the Trilogy Hotel, a beautifully restored boutique property just a three-minute walk from 1 Dexter Avenue, where most of our programming will take place. Blending historic charm with contemporary design, the Trilogy offers a quiet retreat at the center of Montgomery’s cultural district
We’ve reserved special discounted rates exclusively for Holt Street participants: $199 per night (King Studio). Reserve your hotel using the link here:
What is the Holt Street Residency?
The Holt Street Residency is a vetted membership-based community, a living network of influential voices redefining the next generation of leadership through high-trust fellowship and community. The Residency gathers extraordinary people in extraordinary places across the American landscape, immersing members in new environments that have tested conviction, shaped culture, and reimagined what it means to lead. It’s part gathering, part reflection, and part catalyst — created for those who believe the future of how we lead can be found through history, humanity and place. Montgomery is just the beginning.
Who is it for?
It’s for leaders who know that leadership wasn’t born in boardrooms or roundtables. For those who believe the future of leadership is found in people, places, and stories — shaped through lived experience, divergent perspectives, and honest dialogue with others on the same path. The Residency is thoughtfully designed for individuals shaping consequential conversations in their fields, the intentionally seeks those who share a curiosity for ideas and a desire to lead with context, courage, and imagination.