Field Staff

Sam Adair

Instructor - Wheeler Bay

Simon Beckford

Lead Instructor - Newry and Wheeler Bay

Pronouns: He/They

Hometown: Clifton, ME

Started with HIOBS: 2011

Fun facts: Simon is a Photographer and Artist as well as a HIOBS Instructor, and enjoys personal adventures sailing a small dory on the coast of Maine or hiking and backpacking in Maine and Scotland.

Lychen Berg

Instructor - Newry

Pronouns: They/Them

Hometown: New York, NY

Started with HIOBS: 2022

Fun fact: Lychen has been cohabitating with a Begonia named Scarlet for the past several years, and they like to leave a small Scarlet propagation in every place they live. 

Jonathan Bickford

Lead Instructor, Watch Officer - Wheeler Bay

Pronouns: He/Him/His

Hometown: Kittery Point, ME

Started with HIOBS: 2012

Fun fact: Maine is the only US state to border one ocean, one country, and one other state.  

Barton Blankenship

Watch Officer, Instructor, Resident Course Director - Wheeler Bay and Big Pine Key

Pronouns: He/Him/His

Hometown: Palmetto, FL

Started with HIOBS: 2008

Fun fact: On the sailing part of his spring semester, Bart had a 10’ Hammerhead swim up to him and stop at 6’. He had a foot cramp and swam back to the boat with one leg looking wounded. Everyone cracked up when Bart got back in the boat because he swam so poorly.

Courtney "Beans" Boucher

Watch Officer & Lead Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Annapolis, MD

Started with HIOBS: 2022

Tucker Brown

Lead Instructor - Newry

Sarah "eSBee" Buhlman

Course Director, Lead Instructor - Wheeler Bay

Pronouns: They/Them

Hometown: Marriottsville, MD

Started with HIOBS: 2012

Fun Facts: eSBee is a health teacher in Portland, ME when they're not working for HIOBS, and are currently in grad school for Public Health. They are finally fulfilling lifelong hopes of learning how to surf and mountain bike in the past couple of years! 

John "Sockeye" Calogero

Lead Instructor - Wheeler Bay, Big Pine Key, and the Bahamas

Pronouns: He/Him/his

Hometown: San Juan Islands

Started with HIOBS: 2011

Fun fact: Sockeye came up with the phrase, "It is only trivia out of context" while teaching some nautical detail. 

Julia Carleton

Course Director, Lead Instructor - Wheeler Bay

Preferred Pronouns: She/Her/Hers

Hometown: Camden, ME

Started with HIOBS: 2003

Fun fact: Julia met her husband working for HIOBS!

Laura Carson

Course Director, Lead Instructor - Wheeler Bay

Started with HIOBS: 2016

Abigail Colby

Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Midcoast Maine

Started with HIOBS: 2023

Fun fact: 

Meredith Colleary

Base Site Manager - Newry

Dana Crane

Lead Instructor - Big Pine Key

Hometown: Brunswick, ME

Started with HIOBS: 2011

Fun fact: Dana plays roller derby.

Erin Cunningham

Instructor - Newry

Pronouns: She/Her/Hers

Hometown: Weymouth, MA

Started with HIOBS: 2021

Fun facts: Erin enjoys spending time swimming, hiking, skiing, running, and anything else outside! 

Kaleena Davis

Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Palm Coast, FL

Started with HIOBS: 2023

Fun fact: Kaleena went for a swim in the Puerto Rico trench, the deepest part of the Atlantic Ocean.

John Donovan

Lead Instructor - Wheeler Bay

Preferred Pronouns: He/Him/His

Hometown: Hanover, NH

Started with HIOBS: 1976

Fun fact: John skippered a 35' sailboat on two short-handed transatlantic crossings.

Alexis Doroski

Logistics Coordinator - Newry

Haley "Bird" Ferrer

Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: West Chester, PA

Started with HIOBS: 2022

Fun fact: Bird has never flossed!

John Fisher

Instructor - Wheeler Bay

Norm Greenberg

Course Director - Newry

Preferred pronouns: He/Him/His

Started with HIOBS: 1989

Hometown: Baltimore, MD

Fun fact: Norm has been a semi-pro adventure racer for 7 years.

Lucy Hayward

Instructor - Wheeler Bay

Preferred pronouns: She/Her/Hers

Hometown: Rockport, ME

Started with HIOBS: 2021

Fun facts: Lucy ran her first half marathon in Bhutan while she was studying abroad. Since then she has run two more!

Elliot Higger

Instructor - Wheeler Bay

Pronouns: They/Them

Hometown: Elliot is from many different places!

Started with HIOBS: 2022

Fun fact: Elliot started Kayak Quinn, a project that generates access and community for LGBTQAI2S+ kayakers in Maine through free events, workshops, and classes: www.kayakquinn.com.

Ben Knecht

Instructor - Wheeler Bay

Sophia Lacambra

Instructor - Wheeler Bay

Preferred pronouns: She/Her/Hers

Hometown: Seattle, WA

Started with HIOBS: 2021

Fun facts: Sophia studied Environmental Science at Barnard College and loves being on or as close to the water as possible! Some of her favorite activities are running, reading on the beach, and listening to and playing music. 

Allison Lichtenstein

Instructor - Newry

Pronouns: She/Her/Hers

Hometown: Hanover, NH

Started with HIOBS: 2023

Fun fact: Allison's favorite animal is a highland cow (looks like a cow/ golden retriever mix!).

Olivia Lord

Lead Instructor - Wheeler Bay and Big Pine Key

Pronouns: She/Her/Hers 

Hometown: Cambridge, MA

Started with HIOBS: 2021

Fun facts: Olivia will be sailing and rowing in the Race to Alaska for the first time this year (2022) with Team Sockeye Voyages! When she's not working for HIOBS, you can find her hanging out on oyster farms in Cape Cod or on SEA Semester tallships in the South Pacific and North Atlantic. Olivia is a huge fan of stargazing and cloud spotting. 

Heyward Main

Instructor - Wheeler Bay

Pronouns: He/Him/His

Hometown: Charleston, SC

Started with HIOBS: 2023

Fun fact: Heyward has had the same water bottle since 4th grade.

Kayla Markwardt

Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Ithaca, NY

Started with HIOBS: 2023

Fun fact: Kayla can ride a unicycle (sometimes).

Ramphis Medina

Instructor - Newry

Pronouns: He/Him/His

Hometown: Lawrence, MA

Started with HIOBS: 2021

Fun fact: Ramphis' least favorite course meal is breakfast. He love discussing the law of attraction, learning about places and culture, going with the flow, analyzing music, and watching youtube!

Dave Menges

Course Director, Lead Instructor - Newry

Preferred pronouns: He/Him/His

Started with HIOBS: 1989

Hometown: Cleveland, Ohio

Fun fact: Dave was an elementary school principal at an all-boys school in Richmond, VA for 17 years.

Maeve Merkle-Scotland

Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Madison, CT

Started with HIOBS: 2022

Fun fact: Maeve can make a pb&j with a perfect ratio every time.

Chris Myrick

Instructor - Wheeler Bay, Newry, and Big Pine Key

Pronouns: He/Him/His

Hometown: Hingham, MA

Started with HIOBS: 2021

Fun facts: Chris loves being on his feet and working with his hands. Some of his favorite pastimes include pool, frisbee, hacky sack, and watching movies. When he's outdoors you can find him hiking and climbing in the mountains, cross country skiing, running along a park trail, or maybe even sailing a pulling boat! 

Luke O’Neill

Lead Instructor, OBP Facilitator - Wheeler Bay

Pronouns: He/Him/His

Hometown: South Portland, ME

Started with HIOBS: 1990

Fun Facts: Luke always bring a “spoon-tula” - a combination spoon and spatula - with him on course to capture every last morsel of food from bowls, pots, and pans.  Food is fuel! 

Jorge Pardo

Instructor - Newry and Wheeler Bay

Anna Parker

Course Director, Lead Instructor - Newry

Pronouns: They/Them/Their

Hometown: Boston, MA

Started with HIOBS: 2014

Fun fact: In their free time, AP dances with a lion and dragon dance troupe in Boston.

Jeremy Reinertson

Course Director, Lead Instructor - Newry, Wheeler Bay, and Big Pine Key

Pronouns: He/Him/His

Hometown: Springfield, IL

Started with HIOBS: 2018

Fun facts: Jeremy enjoys long walks on the beach, candlelit dinners, poetry readings, and falling headfirst into gurgling mud pits. He has written three novels, which he holds close to himself like secret treasures locked inside a silver chest.

Nicki Ripple

Course Director, Lead Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Pittsburgh, PA

Started with HIOBS: 2016

Eliza Roy

Instructor - Wheeler Bay

Drew Schmid

Lead Instructor - Newry

Pronouns: He/Him/His

Hometown: Boothbay, ME

Started with HIOBS: 2019

Fun facts: Drew's favorite dessert is tiramisu and his least favorite animal is the leech.

Naman Sharma

Instructor - Newry

Pronouns: He/Him/His

Hometown: Himachal Pradesh, India

Started with HIOBS: 2023

Fun fact: Naman's name is a Palindrome. 

Jack Soley

Lead Instructor - Wheeler Bay and Panama

Pronouns: He/Him/His

Hometown: Peaks Island, ME

Started with HIOBS: 1986

Fun fact: Jack discovered Outward Bound when he was shipwrecked on Hurricane Island in 1981.

Lydia Vanderburg

Instructor - Newry and Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Seattle, WA

Started with HIOBS: 2022

Fun facts: Lydia's favorite pastimes are reading science fiction, knitting socks, and messing about in boats. When not working, Lydia can most often be found lying on the ground, examining mosses and small flowers.

Tara Watkins

Lead Instructor, Watch Officer - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Savannah, GA

Started with HIOBS: 2021

Fun fact: Tara make fancy things out of metals.

Dan Wellehan

Lead Instructor - Newry

Tierney Weymueller

Instructor - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Alvin, TX

Started with HIOBS: 2022

Fun fact: Tierney loves to put peanuts in her coke! 

Danny Wiggins

Lead Instructor - Wheeler Bay

Pronouns: He/Him/His

Hometown: Washington D.C.

Started with HIOBS: 2018

Fun fact: Danny is also known as the boat house elf! 

Peals Wrobel

Course Director, Lead Instructor - Wheeler Bay and Big Pine Key

Pronouns: She/Her/Hers

Started with HIOBS: 1976

Hometown: Buffalo, NY

Fun facts: Peals used to hitchhike a lot before getting her motorcycle and car. She’s still not a grown-up.

Vidar Zay

Instructor - Newry

Lady Sky

Lead Napper - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Midcoast Maine

Started with HIOBS: 2023

Fun fact:

Saylor

Community Dinner Coordinator - Wheeler Bay

Pronouns: She/Her/Hers

Hometown: Newry, ME

Started with HIOBS: 2021

Fun fact: Saylor prefers motor boats to sail boats.