Our administrative staff works out of both the Leakin Park Campus and the DC Campus. They are dedicated to creating the best possible experience for our students. Learn more about each member below, and reach out to us if you have any questions!



Executive Director

Kristen joins the Chesapeake Outward Bound School after serving as the Executive Director of Shelters to Shutters.  Kristen joined Shelters to Shutters in 2021 as the Executive Director for the National Capital Region market.  In her time at Shelters to Shutters, she brought strategic development and engagement opportunities forward that delivered impact to the Shelters to Shutters mission.  Her talents in developing market pipeline opportunities, driving strategic process implementation and creating necessary models to facilitate corporate development and outreach efforts deepened Shelters to Shutters impact across the region.   Prior to joining Shelters to Shutters, Kristen was the Executive Director of JDRF for Maryland and Girls on the Run – DC, a youth development program, where she provided overall strategic direction for programming, fundraising initiatives to raise 70% of the operating budget, high-level volunteer engagement and financial operations efforts.  Kristen initiated and led an expansion of programming into Prince George’s County, MD. As a result, Girls on the Run – DC served over 2,200 girls a year across all eight wards of Washington, DC as well as Prince George’s County.   With more than ten years of leadership and management experience, Kristen has a well-rounded background with competencies in the following areas: strategic planning, revenue growth; expanding programming, and providing staff and board with effective leadership and management.   Kristen earned a master’s degree in Organizational Development from Johns Hopkins Carey School of Business and a bachelor’s degree in Early Childhood Education from Towson University.  She resides in Arnold, MD with her husband and two sons.  Outside of work, Kristen spends time hiking, being on the water with family and friends, traveling and cheering on her sons during their soccer and lacrosse games! Kristen is also a graduate of Leadership Greater Washington – class of 2017.


Finance & Administration Director

Mycah is a natural-born investigator.  She has always loved figuring out how things work in the world around her.  During her childhood in Annapolis, Mycah spent countless hours observing nature; building ant farms, catching lightning bugs, raising box turtles; and documenting her observations by writing stories about her adventures.  Her inquisitive nature and love of the water led her to study marine biology at the University of Miami and the University of Maryland. After earning a bachelor’s degree from the University of Maryland, Mycah began working in an administrative role at the Chesapeake Bay Foundation (CBF).   During her time at CBF, Mycah was able to gain experience in several areas of business administration.  She found that all the investigative techniques and problem-solving strategies used in scientific research could easily be applied in the business world to establish infrastructure and improve efficiency.  Mycah went on to work at various non-profit organizations and educational institutions in Maryland and DC while earning an associate’s degree in forensic science and a certificate in business accounting from Anne Arundel Community College. If Mycah’s not in the office crunching numbers, she’s likely relaxing with her pit bull, Lilly, or teaching 5:30 am Jazzercise classes at the Edgewater/Annapolis Jazzercise Fitness Center.


Chief Advancement Officer

A native Floridian, Phyllis has called the greater DC region home for the past 16 years. She has dedicated her career to mission-focused organizations, leading teams in both grant making and grant seeking. She has also devoted her career to creating equitable and diverse work environments, and chaired the Diversity & Inclusion Committee at WAMU, the NPR station in Washington, DC. In leading the development strategy and efforts at CBOBS, she is focused on seeking transformative support to make Outward Bound accessible for all students in the mid-Atlantic region. Phyllis is a proud Gator, receiving her bachelors’ degree from the University of Florida, School of Journalism and Communications.


Chief Operating Officer

Natalie is an accomplished traveler, snow sports enthusiast, and most importantly an Outward Bound Alum. She lived in California, Taiwan, Virginia, Michigan, Maryland, and Germany before the age of 12. Her childhood in Germany gave her family access to Austria’s impressive mountains where she acquired her lifelong obsession for skiing, snowboarding, and the pursuit of fresh powder. She graduated from Towson University with a degree in English and Secondary Education and started her professional life as a teacher – celebrating her first summer vacation with a two-week alpine mountaineering course at Colorado Outward Bound School. Natalie spent 7 years with the U.S. Postal Service in Baltimore before joining the American Red Cross where she spent 13 years in logistics, planning, and donor recruitment as the Director of Donor Recruitment for the Mid-Atlantic region. Natalie was responsible for enlisting approximately 40,000 volunteers a month to donate blood to support a safe and consistent community blood supply. "Memories not mementos" is my motto in travel and life – one that holds so very true in what we do here at Outward Bound.


Program & Safety Director 

Megan brings more than 13 years of progressive experience in traditional and outdoor education, most recently with Girl Scouts Nation’s Capital in Washington, D.C. She is committed to mission-driven, high-quality outdoor education programming and brings experience in team leadership, training, project management, staff and program development, as well as risk management. She currently serves as a volunteer with the American Camping Association as an ACA Standards Co-Chair. A lifelong learner, Megan holds a BA in Historical Studies with a minor in Gender and Women’s Studies, an MA in Historical Studies and is completing her MS in Non-Profit Management and Leadership.


Interim Marketing Director

A city dweller with a love for nature. Between New Jersey, Philadelphia PA, and Baltimore MD, Jen has always lived in what she calls the "Mid-Atlantic Triangle". Jen has dabbled in outdoor passions including farming, floristry, landscaping, and eventually outdoor education after completing a 28-day expedition in Alaska. She graduated from Drexel University with a B.S. in Urban Environmental Studies. Over the past 10 years, Jen has worked in outdoor education in a variety of capacities. She has taken on roles from instructor and course director at Outward Bound, to Assistant Director of Outdoor Adventure at Loyola University Maryland. Jen is currently at the Chesapeake Bay Outward Bound School as the Marketing and Communications Coordinator to continue to share her passion of experiential education with the community at large. She currently is pursuing her master’s degree in Emerging Media, and can also be found shucking oysters at a local restaurant. Her personal adventures have taken her across multiple states on a bicycle, through tidal bays in a sea kayak, and down the street in her community garden.


Independent Schools & Corporate Sales Associate

As a life-long Baltimorean, Jason has an affinity to all things Bawlmer. Let’s go O’s! In school, Jason balanced sports, music, and performing arts where he realized the life skills and character development offered in them. Through sports he learned about teamwork, sacrifice, and success from failure; through studying music he developed his creative thinking, problem solving, and time management skills; and through performing arts he became confident, flexible, and dependable. After graduating from Towson University with a Degree in Electronic Media, Jason worked for the Library of Congress Service for the Blind and Physically Handicapped before moving onto several lifestyle, brand, and sales focused roles for various companies in Maryland. Wanting to make a greater impact on the community, Jason looked for an organization whose mission was to shape people and teach life skills through experience the way he was fortunate enough to learn. Outward Bound has surpassed his expectations of an organization, and only deepens his love of Baltimore.


Development Coordinator

As a shy, artsy kid, Erin found inspiration and solace in nature from a very young age. Growing up in the “green part” of Northern New Jersey and going to school in upstate New York at Skidmore College, there was no shortage of beautiful nature for her to explore. Erin moved to Maryland in 2011 to pursue an MFA in Studio Art at Maryland Institute College of Art with a focus on drawing and installation. Over the past ten years, she worked at nonprofits specializing in education and community arts, with a focus on development and marketing. Past employers include MICA, Children’s Chorus of Maryland and School of Music, and Make Studio – an art studio for adults with disabilities. Erin is currently at Chesapeake Bay Outward Bound School as the Development Coordinator to continue pursuing her passion for experiences in nature, community building, creative expression, and social justice. Some of her favorite hiking experiences include Santa Fe National Forest and Torrey Pines State Natural Reserve north of San Diego. Erin’s favorite past times include finding new coffee spots in Baltimore and going for walks with her dog Frieda.


DC Program Manager

Ashley is a self-proclaimed “camp kid”. Growing up in Western New York, she spent all of her free time outside exploring, camping, hiking, swimming and horseback riding. When she wasn’t outdoors, she spent her time planning her next adventures. She loved sharing her curiosity and passion for the outdoors with anyone who would listen. This led her to study social studies education at SUNY Fredonia. After college, she worked as a youth department coordinator before expanding her love of experiential learning into the international realm. Ashley obtained her masters in International Education from New York University where she worked on projects related to education in emergencies. To continue thinking about diverse ways to view education and learning, she joined the Peace Corps in Sierra Leone. She spent her two years learning alongside her students while incorporating nature as a classroom into her lessons. After returning from West Africa, Ashley joined the gap year field working for the New Zealand based company, Pacific Discovery. She facilitated intentional and ethical travel with groups of students through Central America and South East Asia. Ashley worked with students on cross-cultural competency, sustainable travel, personal growth, and developing an inclusive group culture. When she is not sharing her excitement about experiential education, you can find Ashley reading, frequenting cozy cafes, or learning a new hobby like latte art.


Regional Development Officer 

April grew up in Baltimore and upon graduating from St. Timothy’s School, she went on to study theatre and cultural anthropology in college before heading west to California to pursue a career in the film industry. After working in various areas of video production, April began volunteering as a reading tutor for a local youth organization. That volunteer experience led her to change careers and become a full-time, non-profit professional with a passion for organizations that serve youth. April’s combined experience as a producer, a professional fundraiser of more than 20 years, and a mother of two teenagers has made her adept at building and managing relationships. An avid coffee drinker, and lover of good old fashioned road trips, she loves to connect with people wherever she may be. Her work at CBOBS brings all her passion together as she fosters meaningful partnerships and support behind youth leadership development in her community.


Day Program Coordinator 

Chris arrived at the Chesapeake Bay Outward Bound School just before his 26th birthday in September of 2018 after four years of teaching in a formalized traditional classroom space. Covered in radiator fluid after his car overheated on the drive down from his native Cape Cod, Chris stepped into his apprenticeship ready for challenge. Since that fateful September day, Chris can often be heard exclaiming, “it’s just another day in paradise” or “the time it takes is the time it takes.” This is after all, the best job he has ever had. An award-winning photographer and classically trained artist, Chris brings a creativity, style, and energy to educating with Outward Bound that engages students from the jump. His partner claims that, “his students are his coffee.” Chris is usually wearing something eccentric; he gets that from his mother. Ask him about whatever it is, there is probably an entertaining story behind it.


Program Support Coordinator

Kyle grew up in Michigan surrounded by a huge extended family. He has always loved music, especially deep-diving into the music of his favorite artists. His favorite artists of all time are Nine Inch Nails and Prince. Kyle has also always had a love for the natural world, leading him to earn a degree in Geosciences from Princeton University, where he had his first exposure to outdoor education by becoming a peer-leader for Princeton’s Outdoor Action program. This experience led Kyle to join the Chesapeake Bay Outward Bound School in the Spring of 2019 as an instructor apprentice, and he immediately fell in love with the community and mission of CBOBS. Here at CBOBS and elsewhere, Kyle has thrived in roles designed to support others, and he is looking forward to supporting instructors and the program team as CBOBS’ Program Support Coordinator. Kyle also loves food, making coffee, and making cocktails.


People and Culture Coordinator

Patrice “Rice” Ermilio began her Outward Bound career as an apprentice in the fall of 2017.  Outdoor education brought her through many states until she built her nest at CBOBS.  Rice currently serves as the People and Culture Coordinator where she works to build and support the CBOBS community. What Rice loves most about OB is the impact it has made on her mindset about challenge. If it is hard to do, it’s probably worth it.  

Rice enjoys scanning the forest for mushrooms, sunrise cowboy coffee, and paddling in a fleet. Rumor has it she once saw a monkey on the Potomac.


Sales & Scholarship Associate

Hanibal has lived all over the east coast including NY, VA, FL and MD.  His life experiences have created a person with a deep appreciation and respect of the outdoors while also having a love for city life.  He has traveled to four continents and is looking to hit all seven at some point. After graduating from Towson University with a Degree in Education he spent years working in the fitness industry and remains involved in collegiate sports as a rugby coach. After becoming an Outward Bound Alum and then eventually an instructor, he has come full circle to help provide Baltimore City youth the life changing experiences that Outward Bound can offer. His favorite thing about working for CBOBS is knowing that his colleagues genuinely have the best interest of all we serve at heart, and work hard to be compassionate human beings. Not many folks can say they go home at the end of the day feeling like they made a positive impact on society, but he feels he can.


Associate Program Director, Insight

Lainie grew up in upstate NY surrounded by beautiful landscapes and endless outdoor adventures. Her love of nature led her to pursue a degree in Outdoor Adventure Leadership (OAL) from Ithaca College. As part of the degree program, OAL students participated in a 90-day multi-element expedition with the Colorado Outward Bound School. After graduating from Ithaca with high honors, Lainie worked as a day program facilitator and an expedition leader for a handful of different outdoor organizations before finding herself at the Chesapeake Bay Outward Bound School. Lainie was a field instructor for 3 years before stepping into her current role as the Insight Program Coordinator.   “I love the work that we do here. Our incredible students and the amazing community of CBOBS is what keeps me here.”


Admissions Coordinator

Nick developed his self-confidence on his Outward Bound Baltimore course when he was 15. Over the last 8 years he has strived to give others that same opportunity. He engaged 90 middle school students in weekly service learning programming at City Year AmeriCorps from 2006-2007. Nick has instructed for Outward Bound from 2008-2013 in 6 states. He has pursued his passion for confidence building initiatives with a Bachelor of Arts at Earlham College (2006) and a Master in Experiential Education at Minnesota State University (2013). Nick is very thankful to be working with his Outward Bound Baltimore Crew.


Admissions Coordinator

Gracemarie grew up in NY/NJ with a love for day-hiking in areas from the Delaware Water Gap to the Hudson Valley.  Shortly after graduating from Bucknell University, she backpacked from NH into Maine with Outward Bound.  The courage and confidence she gained through that course was instrumental to her success as a Special Agent with the U.S. Secret Service and in every challenging role she has undertaken since. Gracemarie has visited 42 states and 7 foreign countries, enjoys growing in her faith, trying new GF recipes, solving puzzles, and researching ancestry.  Her greatest adventure is with her husband as they parent four amazing young women.  “Courage is resistance to fear, mastery of fear – not absence of fear.” ~ Mark Twain


Sales & Scholarships Associate

A native of Knoxville, TN, Shey grew up exploring the lush landscapes of the southern Appalachian Mountains and the vibrant trails in Great Smoky Mountains National Park. It was through his own experiences of exploration in the wilderness of these lands that broadened his love for the outdoors and guided his understanding of how one’s own immersive experience in nature can create a backdrop for challenge and discovery within one’s own self. After failing to graduate high school, Shey found guidance through participation and involvement in asset based, outdoor and experiential education programming much like what we offer here at Chesapeake Bay Outward Bound School. These experiences fostered and instilled confidence, adaptability, and determination within himself and equipped him with the certitude that he was capable of confronting and overcoming any challenges or obstacles that life may throw his way. As of today, Shey has become the first generation in his family to have obtained a college degree. He has earned an Associate of Arts in Outdoor Leadership Education and Recreation from San Juan College, a Bachelor of Arts in Adventure Education from Prescott College, and a Master of Science in Recreation Management from Southern Illinois University. Shey knows the incredible impact an expedition or experience with Outward Bound can have on a person’s life and he wants to make certain all students in the DC area have accessibility to these opportunities through the Chesapeake Bay Outward Bound School.


Expedition Program Coordinator

A little about me:

Hey Friends, My name is TIMO and I am originally from the Peach State. Since leaving GA I have lived in IA, MI, MN, MD, CO, MT and traveled to 32 other states. My personal goal is to get to all 50 states and beyond. I am passionate about service and spent my young adulthood serving in AmeriCorps. I moved to Maryland to continue my journey with AmeriCorps, and as a resort I found my home here at CBOBS. I'm always down for a good movie night, good food and great company!

Favorite field meal to cook:


A stand out course memory:

First night of course a storm rolls in and it's raining cats and dogs! There is lighting on top of us so we get into lighting drill. The first 5 mins, I'm thinking "wow this must be tough for the students". Then I realized there was another sound in the distance. It sounded a little like," I guess you'd say, What can make me feel this way. My girl, my girl, my girl, talkin' 'bout my girl. My girl." The whole crew was singing at the top of there lungs so that they could hear each other because we were all spaced out. That's when I knew this crew was ready to take on any challenge with style. We were out there together.

Something you love about your job:

Course Magic. Everyday is a new adventure.

Advice for a future student:

You don't know it yet but everyday you are making memories of a lifetime. So enjoy the little things. That's how you show up for your life's journey.


Associate Program Director, Expeditions

Starting as an instructor, Mary has worked at Chesapeake Bay Outward Bound School since 2014. Mary grew up on Long Island, NY and spent most summers at a camp in Northern Ontario. Summers spent canoeing Canada’s lakes and rivers fostered her belief that group travel in the outdoors builds teams, relationships, and confidence like nothing else can. While earning a degree in English at Loyola University Maryland, Mary spent most of her spare time as a Student Leader for Loyola’s Outdoor Adventure Experience (OAE). With the goal of serving CBOBS students better through the Bloomberg American Health Initiative, Mary completed Master of Public Health with a Concentration in Child and Adolescent Health at Johns Hopkins in 2020.  After five years of programming, and the completion of her MPH, she now serves our community as the Expedition Program Manager. Mary also loves biking around Baltimore, reading with some coffee, and staring at her cat.


Police Youth Challenge (PYC) Program Coordinator

A lifetime resident of Baltimore, and a product of its private, public, and charter school systems, Khai has worked at CBOBS since joining our Spring 2016 apprentice class. In 2019 , Khai was named Program Coordinator of CBOBS’s Police Youth Challenge Program. Improving police community relations, specifically between youth and BPD, is the main goal of PYC and within his tole Khai has pushed CBOBS into new spaces in this aspect. In October 2019, Khai delivered a TEDx talk on the program as part of the college TEDx series held at Thomas Jefferson University. Also in December 2020 , Khai was named to the inaugural Public Safety Citizens Advisory Commission by Mayor Brandon Scott due to his work in the realms of police reform in Baltimore. When not looking to create equity within the community of Baltimore, Khai enjoys coaching preschool sports clinics at the YMCA, and hanging out with his godson Anthony.


Instructional Designer

Kelly Reynolds came to Outward Bound in 2014 after five years of teaching in the traditional classroom. She has a passion for the deep learning and insight that can come from personal experience, challenge, and reflection. Mindfulness, community, the human connection to others and the natural world are values that drive her methods of instruction. Kelly Reynolds currently serves as the Instructional Designer at Baltimore Chesapeake Bay Outward Bound School. Her duties include strategic planning and in-school support on CBOBS Character Curriculum, staff training and development, and curriculum design. Reynolds co-authored the CBOBS Character Curriculum, which serves as a bridge for schools to effectively engage with Outward Bound programming. B.A. Education, University of Wisconsin – Whitewater, 2009


Office Manager