GET TO KNOW OUR CREW
Our staff are experienced outdoor professionals trained to facilitate powerful experiences that inspire growth, skill acquisition, and personal development through challenge and discovery.
Staff undergo extensive training in technical and facilitation skills, in addition to health and safety, including Wilderness First Responder (WFR) and CPR certifications. More than basic first aid, the 70-hour WFR certification is recognized by medical professionals worldwide, and prepares staff to respond to emergencies in remote, wilderness areas.
Staff are adventurous and compassionate people who have a full resume of teaching, counseling, outdoor and group leadership experiences. Additionally, all staff complete multiple background checks before working, including federal and state, fingerprinting.
Our experiences are big, but we keep our groups small, averaging a 1:6 ratio of staff to participants. Each crew has a team of two or more staff, led by a Lead Instructor. Our lead staff are phenomenal in instruction and mentorship. Each demonstrating consistent, excellent decision-making skills, exceptional judgment, and safety & technical skills in trip leading for numerous seasons.
Click on their photos to learn more about them>
Expedition Program Specialist
Expedition Program Specialist
A little about me:Hi, I'm Liesel (lee-zul)! I'm originally from northern Michigan, where I grew up paddling and adventuring along the Great Lakes. Before becoming a field instructor with CBOBS in 2018, I studied Social Work at Michigan State University (go green!) and worked in youth and adult mental healthcare. In my free time, I enjoy rollerblading, pen-paling and dog watching.
Favorite field meal to cook:Pizza-dillas
A stand out course memory:Watching a gnarly storm roll in across the Chesapeake Bay as the sun set on our last day of sea kayaking.
Something you love about your job:Good sunsets and even better conversations.
Advice for a future student:Invite discomfort.
Expedition Program Specialist, Instructor
Tiana “TIMO” Morris
Expedition Program Specialist, Instructor
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:Jambalaya
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.
Day Program Specialist
Andrew “Sully” Sullivan
Day Program Specialist
A little about me:Hi, I’m Sully, like the monster from “Monster’s Inc” (or the pilot who landed on the Hudson)! I’ve bounced around from Boston to DC to NYC and am happy to have settled into beautiful Baltimore. You’ll find me at rock climbing gyms, playing tennis at Leakin Park, and hiking any mountain within a 4 hour drive!
Favorite field meal to cook:No need to cook a Clif bar 😉
A stand out course memory:When a student pushes past their perceived limit on the Goal Pole high ropes element, with the support of their class of course!
Something you love about your job:The thoughtfulness and introspection of our students inspires me to push myself to grow
Advice for a future student:Try everything, find your passion(s), and do that!
A little about me:Hey I’m Jodie! I’m originally from Severna Park, MD. I love to run long-distance and bike around Baltimore, where I now call home. I have a degree in Middle Grades Education for Language Arts and still love to read (though preferably outside!). I love a good outdoor fire-pit hangout, hula hooping, casual doodling, and doughnuts.
Favorite field meal to cook:Chili Mac
A stand out course memory:On day 10 of a 12 day backpacking expedition we “shipwrecked” our students, leaving them to navigate the trail and function as a group on their own for a day of hiking. My co-instructor and I sneakily watched from behind bushes and trees, observing our students debate which way was the correct one to go at tricky intersections of trail. We saw our students encourage one another through tough terrain, take turns carrying the heavy water supply, make food for each other, and support one another in an unknown environment. It was awesome!
Something you love about your job:I love giving folks the opportunity to see that they can do so much more than they think they can. Sunsets and Sunrises at trail overlooks are also magical.
Advice for a future student:Share when something scares you or makes you nervous, chances are others are feeling the same way and we can support one another.
A little about me:My name is Winston and I was born and raised in Silver Spring, Maryland. Growing up in the suburbs between DC and Baltimore, I often turned to nature to relax and play. My love for the outdoors motivated me to earn a degree in Outdoor Leadership and Adventure Education in Western Maryland. Afterward, I served with Americorps NCCC and worked with various nonprofits and schools around the country. I returned to my roots on the east coast in 2021 to start instructing with Outward Bound. In my free time I enjoy playing guitar, cooking, biking and paddling.
Favorite field meal to cook:Thai peanut fried rice
A stand out course memory:Backpacking along the AT while a hurricane passed through, unleashing six inches of rain in twenty four hours. The trails we hiked became streams. We dried our boots over a fire the following morning on a beautiful sunny day.
Something you love about your job:I love being able to introduce others to nature and every experience is unique because of the diversity of individuals I get to meet.
Advice for a future student:Come to Outward Bound with an open mind and heart. The more present and engaged you allow yourself to be, the more you will learn and take away from this experience. Dive in!
A little about me:Hey! I’m Ty (he/they), from Frederick, MD. I started working in outdoor education at the University of Maryland in 2018, and I’ve been pursuing opportunities to be outside as much as possible ever since! In my free time, I love rock climbing, mountain biking, playing video games, and going to concerts. Always down for trail conversations about music, Dungeons and Dragons, or thoughts on Bigfoot being real (I hope so). Can’t wait to explore with y’all!
Favorite field meal to cook:Coconut Curry!
A stand out course memory:Learning the history of Lord of the Rings from a student who talked about it for 8 hours straight while hiking.
Something you love about your job:As great as it is being outside all the time, the best part is getting to see students succeed and find joy in their own ways while exploring new spaces and ideas with them. Also my coworkers here have become some of my best friends, so you should go read their bios. They’re all absolutely amazing people.
Advice for a future student:Embrace the weird stuff, and no matter how hard it gets, it’s gonna be a fun course.
A little about me:I’m Shelby (she/they), from Baltimore! My friends & family call me Bee. I grew up exploring the mid-Atlantic trails and rivers I now get to re-explore with Outward Bound. When I’m not in the field, I’m in my studio painting plants, portraits, pets, and designing tattoos for clients. My dream superpower would be being able to speak to all animals and my real life superpower is parallel parking. I adore fungi, urban agriculture, sloths, Baltimore, and DOGS, most of all my tripawd pup Cricket! Come play outside with me!
Favorite field meal to cook:Chicken of the Woods, a bright orange shelf mushroom commonly found on felled oak trees- if we’re lucky we’ll find a patch and fry up the best “chicken” appetizer!
A stand out course memory:I can still picture one of my crews sitting together side by side, watching the sunset on the Nanticoke. A Great Blue Heron near our camp took flight across the water and they all started cheering for her. I’ll never forget that moment of awe and celebration.
Something you love about your job:My students. It is so easy in this world to become (or stay) jaded, cynical, and pessimistic. My students have taught me over and over again to embrace joy, to be brave in pursuit of new experiences, and to remain hopeful. This work can be indescribably challenging, but my students remind me every course of the immense gratitude I feel to get to be here with them. Also, my co-instructors. I work with the brightest, most supportive, talented group of people in the world. Yes, the WORLD.
Advice for a future student:Outward Bound is a transformative experience, there is no doubt about that. But I want to stress that this doesn’t mean the goal is to come out on the other side a different person. The goal is for you to come out on the other side a person who better understands themselves & what they are capable of. To have more tools to navigate change and challenge that will continue to be part of your growth. You come to course on the very first day exactly who we need you to be.
A little about me:Me in a few words: California born and raised, traveler, frequent backcountry sojourner, avid reader, Spanish language learner, boundlessly curious autodidact
Favorite field meal to cook:Veggie Pizza
A stand out course memory:Helping students climb at Annapolis Rocks.
Something you love about your job:Helping students discover their potential.
Advice for a future student:You get what you put into the experience.
Eric E. Lowenthal
A little about me:You can call me Eric, EEL, Dr. Lowenthal, or by my superhero name, Engineer Man. After 20 years working in research and development as an engineer, I decided to try something new at Outward Bound. I hail from the land of many waters, the great state of Michigan, where I spent countless hours, camping, canoeing and fishing. I have been living in the Baltimore area for 24 years. When I am not working with students at Outward Bound, you might find me on my bicycle, climbing the hills of Baltimore County. I hope to see you out on the trail!
Favorite field meal to cook:Coconut curry with rice and lentils: so tasty
A stand out course memory:The look of pride on the faces of our first DC crew at the end of their longest hike still glows like a lightening bug in my mind.
Something you love about your job:I enjoying sharing my love of wild places, especially with students who have never been camping.
Advice for a future student:Come to Outward Bound with an open mind and an open heart. Push yourself beyond your comfort zone, physically and emotionally, and you will accomplish much more than your expectations.
A little about me:My name is Bex and I'm a Field Instructor here at Chesapeake Bay Outward Bound School. After being raised in the Mid-Atlantic humidity I was able to move throughout the country and gain stellar technical and interpersonal skills with several different non-profits. These days, when I am not in the field with students I am in the field with my friends, family, or seeking solitude in nature. I aim to care for and use our green spaces for challenge and healing. You can also find me tending to my parent’s garden in Dundalk, just east of the city. Like those perennials, I aim to adapt and grow with the seasons around me.
Favorite field meal to cook:Chili-Mac
A stand out course memory:Taking down and passing around 100 bottles of milk from the wall. The dedication!! The triumph!
Something you love about your job:The view.
Advice for a future student:Your willingness and ability are enough.
A little about me:Hey, y’all! I’m Jimmy (he/him) and I’m super excited to get to know you! I was born in Silver Spring, Maryland but I’ve spent most of my life in Texas. Sun-scorched forests, ancient caves, and creepy crawlies are my bread and butter. I’ve been everywhere from Rome to Bangkok to Ho Chi Minh City and a bunch of places in between. One of my life goals is to find the perfect banh mi sandwich. When I’m not working I spend a lot of time going on walks, reading fantasy/sci fi novels, listening to rock n roll, and running games of Dungeons & Dragons for my friends! Can’t wait to get out there and explore with you!
Favorite field meal to cook:Veggie Stir Fry with Peanut Butter!
A stand out course memory:Paddling across the Nanticoke while three different storm cells clashed in the distance like Zeus and Poseidon were duking it out
Something you love about your job:Being out in the world always gives me an opportunity to come back to the present moment, enjoy the large and small beauties of nature, and help others find the best versions of themselves! When you’re in the woods, truth and introspection are never in short supply.
Advice for a future student:Lean into the challenge! There may be moments on course that push you or require you to dig deep. Always remember that you’ll be surrounded by caring, supportive people who are there to help you grow, make mistakes, and recharge your batteries. What you put in is what you’ll get out!
A little about me:Howdy! My name is Jake and I hail from Fargo, North Dakota (yes, I'm actually from Fargo). I came to CBOBS in 2019, and am excited to be returning as a full time instructor this year. I graduated from Emerson College in Boston, MA with a Bachelor of Fine Arts in Acting. I've also worked about two years in wilderness therapy and am passionate about mental health and the wilderness as a healing modality. During my free time you can catch me playing (like a 5 year old) outside, checking out local coffee shops, or going on a spontaneous adventure. Peace, Love, Chow!
Favorite field meal to cook:You can't beat some backcountry coconut curry!
A stand out course memory:My co-instructor Jodie and I were on 12-day backpacking course, and we had a long push day in the Dolly Sods. Now, the sods can be kind of confusing, so it took us a couple hours to navigate to our campsite, but once we did, we set up camp and journeyed to this incredible look out, where our students ask if we can all share five minutes of silence and reflection together. It was magical.
Something you love about your job:I love having the opportunity to introduce a majority of our students to a backcountry experience!
Advice for a future student:Give it your best shot! You might end up realizing or confirming that a backcountry adventure is not your thing OR you might just end up discovering a new passion.
A little about me:My name is Chloe, but I will also accept Chlo, Chlo-Chlo, Cleo, or any other (kind) name that my students choose for me. I grew up originally in Mid-Michigan, but have also lived in Southern California, and have now lived in Maryland for a few years. I graduated from Central Michigan University with a Bachelor's Degree in Outdoor Recreation. I had never even been backpacking, canoeing, rock climbing, or backcountry camping until my first year of college! Outside of OB, I am a yogi, watercolor artist, absolutely non-professional dancer, and tea enthusiast. Most days out of the field, you can find me cuddling my dog, Ninja or working on my small art business.
Favorite field meal to cook:Cous Cous Breakfast (you've just got to trust me on this one)
A stand out course memory:Sinking into the Dolly Sods mud up to our knees after the rain! It sounds like a sticky situation to be in, but it made us all crack up every time. We had to dig for our boots a couple of times, and we had a great time doing it. We ended up naming our crew "MudVille."
Something you love about your job:No one day is ever the same! There's always a new adventure to experience and new people to make memories with.
Advice for a future student:Come exactly as you are and let us follow suit- everyone has a place on our team.
A little about me:My name is Rachel and I am originally from Minnesota. I moved to Maryland last year and I love being in the Appalachian mountains, paddling east coast rivers, and relaxing by the ocean. Before joining Outward Bound, I served in AmeriCorps NCCC in the pacific region and spent a year working with various non-profits and exploring out west. I went to college in snowy northern Minnesota for Elementary Education and Spanish. In my free time you could find me going on a walk in Leakin Park, biking on the C&O canal, cooking a new meal, and drinking many cups of tea.
Favorite field meal to cook:French Toast Bagel
A stand out course memory:After a day of rock climbing at Annapolis Rock, having our last evening meeting while watching the sunset from the top of the climb.
Something you love about your job:I love spending so much time outside along with meeting new students every course!
Advice for a future student:You are capable of more than you know.
A little about me:What's up, my name is Jake and I'm a Marylander through and through. I was born outside Baltimore, graduated from the University of Maryland, and now work at the Chesapeake Bay Outward Bound School. I love to climb rocks, play the guitar, shoot video, and ride my snowboard.
Favorite field meal to cook:Stir Fry
A stand out course memory:Sitting on a beach, watching the sun set over the Chesapeake Bay.
Something you love about your job:All the new things I learn from my students and co-instructors.
Advice for a future student:Jump in with everything you have. Your instructors and crew mates are there to catch you.
A little about me:Hey my name's Yasith. I was born and raised in Phoenix, AZ by my parents who immigrated from the South Asian island country of Sri Lanka. I received my bachelors degree at Arizona State University, after which I moved into the non-profit world through a year of service with AmeriCorps NCCC based in Vinton, Iowa where I found a love for facilitation, experiential learning, and service. Outside of my work I'm a big fan of rock climbing, jamming on my guitar with friends, playing board games and TTRPGs, and cooking meals big and small!
Favorite field meal to cook:Coconut Curry (with extra butter)
A stand out course memory:While we backpacked in the Dolly Sods, one of our crew members requested to find a spot to look at the stars before bed. We went out and the sky was cloudy - we thought our luck was spent. Despite that, the crew respected that member's wish to stay a little longer. Sure enough, about 10 minutes later, the clouds parted like a veil being cast to the side! Our eyes adjusted slowly, making it seem as though tens, then hundreds, then thousands of stars revealed themselves point by point as a reward for our patience.
Something you love about your job:I love getting to know our crew members, learning what they care about, and seeing them overcome challenges they may not have known they were capable of overcoming.
Advice for a future student:You're gonna be bad at something. That's all good. You don't have to be great immediately. As long as you're moving and working through obstacles, you will become great. Keep moving, and be kind while do you it.
A little about me:Hello, my name is Leo. I was born and raised in San Francisco. I drove across the country to work with CBOBs because I was an Outward Bound scholarship student when I was 15 and it has since changed my life. I majored in Cultural Anthropology and someday have aspirations to become an International Cultural Preservation Journalist! In my free time you can find me practicing martial arts, talking to people about travel/philosophy, and overall being a curious goofball.
Favorite field meal to cook:Curry
A stand out course memory:Firewatch (keeping a fire going the entire night) with students through 6 hours of torrential downpour
Something you love about your job:Day 4 of a course when most students embrace the "wild side"
Advice for a future student:Come as you are and be open to exploring new aspects within yourself
Instructor staff come from a diversity of backgrounds and experiences prior to Outward Bound. Hear some of their first hand reflections on personal growth and challenge, building community, and facilitating the student experience.
From the Instructor Lens: How I Learned to Embrace Challenge Working for Outward Bound
Maria reflects back on her first training expedition after reading a letter she wrote to her future-self. See the advice Maria highlights from her time backpacking and how it it can be a lesson for us all.
Doing the Impossible
Instructors are highly invested in student growth and work to facilitate an experience that fosters life long learning. Watch Kevin share insight on the most rewarding aspects of working as an Outward Bound instructor.
Kinder, Stronger, Better: Challenge through Exposure
"I could not do my job nearly as well as I do now had I not been willing to learn from my training experience. I used to think that what I needed to be a successful instructor was the ability to encounter every moment out in the wilderness with ease and confidence, but now I know that it is so much more than that."
JOIN OUR TEAM
Many of our field staff begin their Outward Bound careers through our Instructor Apprenticeship. This 10-week program is offered every spring, summer and fall seasons and prepares participants to become full time field instructors. Apprentices come with backgrounds ranging in education, youth development, and outdoor skills, however no experience is necessary. In the 10 weeks, participants will gain experience in outdoor skills and group facilitation through technical trainings, instructor shadowing, program logistic support, and an apprentice expedition.
Find the CBOBS Apprenticeship and all of our other openings through our careers page.