Meet Our Staff and Interns!

Founder & CEO

Cindy McGrew worked full time for 18 ½ years, at Legg Mason, now Morgan Stanley, as a Client Service Representative. She left her full time job to devote her efforts full time to Operation Second Chance. She began this mission of hope out of love for our country, pride in being an American and a huge respect for those serving in the military.

Administrative Assistant

In August of 2013, I was called with the opportunity to interview with Operation Second Chance and it has been the biggest blessing I have received! I get to work for an amazing organization, I get to learn from Cindy, and I get to see the difference we are able to make in people’s lives every day. It is an honor and privilege to be part of Operation Second Chance!

Call 301-972-1080/888-672-4838 or email Vanessa.

Military Family Support Liaison

I got involved with Operation Second Chance in August 2016 when I heard this amazing non-profit was looking for an intern. I had always been passionate about helping others and I grew up around the military so I thought it would be perfect for me, and it is! I am so proud to be able to say I am a part of such a trustworthy and hard working organization that truly cares for the lives of our service members. Currently, I am pursuing my Associates degree in Business Administration at Colorado Technical University. My husband is still active duty and continues having day to day battles with his chronic disease however, getting to be a part of Operation Second Chance has made those battles easier and our lives more positive.


I am excited to be a part of an organization that truly cares about the service member and their families, and that OSC allows me to bring families together to make lifelong friends and connections that may otherwise not be possible. While yes, OSC does help financially, sometimes a conversation over a cup of coffee or a plate of hot wings discussing where you’ve been and where you hope to go from here with someone who understands is also a real need that I love being able to fulfill. OSC and their overwhelming love for our country, its service members and their families makes me honored to be a part of their team.

Staff Member

Lt. Col (Ret) Lourake retired form active duty where he last served as the Director of Plans and Programs under the Air Force District of Washington, and Special Air Missions pilot at Andrews Air Force Base. Until recently, he served as Director of Veteran Outreach at the Minnesota based Veterans Airlift Command. A veteran centric non-profit that provides free air transportation to post 9-11 combat wounded and their families for medical and other compassionate purposes through a national network of volunteer aircraft owners and pilots.

AmeriCorps VISTA

Shelby Flint is a disabled veteran from Phoenix, AZ, who served 5 years with the US Army as a multichannel systems operator and IT specialist for signal brigades and combat arms units. She is a fighter with a permanent smile and when she’s done falling over her two left feet, the will to always bring laughter.

She refuses to give up working with our nations greatest, so she is on a mission to help end poverty on the homefront. By dedicating her time to helping keep our hero’s off the streets and providing any form of life stability necessary for our wounded, ill and injured soldiers.

Staff Member

In 2007, Vanessa was awarded the Family Readiness Group Leader of the Year by the 95th MP Battalion. In 2011, her husband was medically retired from the Army due to injuries sustained for his support to Operation Iraqi Freedom.

During her time with her husband at Walter Reed Army Medical Center, Vanessa was provided much needed support by Cindy McGrew and Operation Second Chance. After her husband’s retirement Vanessa and her family settled in Tallahassee, Florida. In 2017, with the support of Cindy McGrew, Vanessa started the OSC Veteran Group in Tallahassee, Florida. Providing support to fellow military families is a passion for her.