Rethinking Homelessness is a national initiative of impassioned people who are dedicated to advancing homelessness solutions based on data and best practices. We exist to help community leaders like you mobilize your key regional elected officials, law enforcement officers, service providers, and business leaders to lead groundbreaking homelessness initiatives that reduce homelessness on your streets and help elevate the lives of your community's most vulnerable populations. 

As a national thought leader on homelessness, it is our mission to advance the way society views homelessness and works to solve homelessness-related challenges such as panhandling, encampments, and evictions.


Since Rethinking Homelessness was established in 2016, we have partnered with cities and municipalities of various sizes and zip codes that have courageously abandoned methodologies that were not working in order to embrace our collaborative approach to homelessness that has yielded impressive and unprecedented results.

The results were historic...Based on Central Florida's extraordinary success, I'm now a true believer in the model these leaders have created, and I hope it is replicated in other communities. Bailey has made a believer of me, and Central Florida's results are making believers around the nation.

Barbara Poppe, 

Former Executive Director of the U.S. Interagency Council on Homelessness



Our work with homelessness began right here in our hometown of Orlando with an ambitious goal: ending chronic homelessness in our region.


When we assumed responsibility for finding solutions to homelessness in our community, Orlando had just been designated by the U.S. Department of Housing and Urban Development as the number-one mid-sized city in America for chronic homelessness, and the city was ranked in the top four in every category of homelessness measured by the federal government...


But in just 36 months, we led a collective effort that reduced homelessness in Orlando by 60 percent, prompting the federal government’s homeless “czar” to describe our results as “one of the more astonishing transformations I have seen in my career.”​

We have succeeded where others had failed because we are committed to finding a collaborative approach to the problem and to implementing the national “best practices” we had gathered from communities across America with track records of success.


With the goal of ending homelessness in mind, we brought together elected officials, business executives, faith leaders, and concerned philanthropists and nonprofit leaders to create a consensus strategy for significantly reducing homelessness in Orlando. Then we funded and implemented that strategy to produce unprecedented results...


Andrae Bailey, Founder & CEO of Rethinking Homelessness, launched the Rethinking Homelessness Initiative after devoting more than 10 years of leading community-wide advocacy campaigns to combat homelessness.


A veteran of more than 20 years in the field of social innovation, Andrae has advised and partnered with some of the most successful organizations in the United States to address deeply entrenched societal problems like homelessness and opioid-related deaths.

Prior to the launch of Rethinking Homelessness in 2016, Andrae served as the President and CEO of the Central Florida Commission on Homelessness. During his tenure, he was appointed by Governor Rick Scott to the Florida Council on Homelessness due to his pivotal role in pioneering a regional, collaborative initiative that reduced homelessness in Central Florida by nearly 60% in three years. He was also selected by the Orlando Sentinel as the Central Floridian of the Year and was named one of the “50 Most Powerful People in Orlando” by Orlando magazine. Andrae’s work on homelessness was described as “historic” by Barbara Poppe, former Executive Director of the U.S. Interagency Council on Homelessness in 2008 for President Barack Obama, dubbed by media as the nation's "homelessness czar."

Andrae graduated from Heritage University and Seminary, where he received a master’s degree in pastoral theology. He also completed the Crummer Graduate School of Business mini-MBA program at Rollins College, and he is an instructor at the Edyth Bush Institute for Philanthropy & Nonprofit Leadership. Andrae is recognized by Certified Fund Raising Executive International as a certified fundraising executive (CFRE).