Captains & Crew

Captain Jan Miles

Pasadena, Maryland

Captain Miles is a licensed ship's master who has been with the Pride of Baltimore organization since 1981, when he joined as one of three rotating captains on the original Pride of Baltimore. He is a tall ship master with more than 35 years of experience as a professional sailor. His voyages have included five Atlantic Ocean crossings, as well as three Pacific voyages of 5,000 miles, each taking about 25 days. He has traversed the Saint Lawrence Seaway more than a dozen times. Captain Miles holds a USCG 500 Ocean Master License for Power and Sail, as well as numerous other certifications. Prior to joining Pride, Inc., Captain Miles served as master or mate aboard 15 vessels, including Lady Maryland, Californian, Bill of Rights, New Way, Alexandria, Brilliant and Clearwater. Along the way he also helped develop model sailing programs for youth at risk. His accomplishments and contributions to the tall ship sailing profession have been recognized both within and outside of the maritime community. In February 2013, Captain Miles was recognized with the Lifetime Achievement Award by Tall Ships America.

Kelsey Mullin

Philadelphia, Pennsylvania

In addition to being on the winter crew in 2014 and 2017, Kelsey has spent a number of years in her hometown of Philadelphia aboard Gazela. Other ships she has worked on include, Moshulu, A.J. Meerwald, Soundwaters, and Oliver Hazard Perry. Kelsey majored in linguistics, enjoys climbing things, and reading books.

Phil Keenan

Hawley, Massachusetts

Phil returns to Pride II for his second year as cook. With past experience in the galley aboard Black Dog Tall Ships, Shenandoah and Alabama, Phil is a natural. A big fan of NPR, Phil is the ship's unofficial political correspondent and when he isn’t cooking, he can be found trying to get on air with Diane Rehm or mingling with visitors. We are happy to have Phil back and look forward to all his tasty treats!

Chris Peterson

Raleigh, North Carolina

After performing maintenance work on Pride II in the winter of 2017, Chris will continue on as a deckhand for the sailing season. Chris has spent time sailing aboard Gazela, Irving Johnson, and has experience racing dinghies. When Chris isn’t sailing he likes to rock climb and play with his dog. One of his favorite pastimes is mopping large hardwood floors. Chris loves a quality white t-shirt with a lay-flat collar.

Gray Meyer

Key West, Florida

This is Gray Meyer's (otherwise known as Gray Matter) second season on Pride II. He has also crewed on Appledore II, Schooner Hindu, When & If, and Lynx. He likes sailing (go figure) and his favorite food is sushi.

Jessica Bucklin

Jamestown, Rhode Island

Jessica came on board in the fall of 2017. She has experience sailing on numerous vessels on both the east and west coasts of North America, including Schooner Aurora, Oliver Hazard Perry, Lady Washington, and Schooner Adventuress. She is CPR/first aid certified and has completed the U.S. Coast Guard course in STCW-BST (Standards of Training, Certification, and Watchkeeping, Basic Safety Training).

Jeff Crosby

Chief Mate
Duluth, Minnesota

Jeff sailed aboard Pride II from 2008 to 2010 and was the ship’s carpenter for the 2017 winter maintenance period. He has a degree in boat building from The Landing School. One of Jeff’s goals this year is to find the line between not enough coffee and too many cups of coffee.

Chad Lossing

Second Mate
Big Rapids, Michigan

Chad’s sailing career has found him aboard Nordlys, Hindu, and Tres Hombres. He was also a sailmaker’s apprentice at the Bierig Sail Loft. Most recently, Chad was the Historic Ships Rigger at the San Francisco Maritime National Historical Park. With experience as a mate, a lead rigger, bosun, and deckineer Chad brings a wealth of expertise to the ship.

Charles Reynolds

Seward, Alaska

Charles returns to Pride II after being aboard for the second half of 2016 as engineer. He has worked aboard a number of traditional sailing vessels including Lady Washington, Picton Castle, and Kwai. In his spare time Charles is a recreational hypnotist & is in the process publishing a thesis regarding the role of the munchkins in The Wizard of Oz.

Jennifer Roberts

Southampton, New Jersey

Joining the crew for the 2017 season, Jennifer has sailing experience on the Dutch schooner Oosterschelde. Jennifer grew up on a small apple farm, went to elementary school with Johnny Appleseed, and said he is a brat. She once ran with a mob of kangaroos and her favorite day of the week is taco Tuesday.

Jamie Bell

Chadds Ford, Pennsylvania

This is Jamie's first stint on Pride II. Before joining as a deckhand in the fall of 2017, Jamie spent time on Picton Castle and Spirit of South Carolina. When not on a boat, he lives on a farm and owns a parrot.

Manny Portes

New York, New York

Manny hails from the Big Apple and is obsessed with eating oreos. He has sailed on Schooner Pioneer, Clearwater, and the twin brigantines,Exy Johnson and Irving Johnson outside of Los Angeles. He likes 120 grit sandpaper and enjoys Marlinspike Seamanship.

Interested in becoming crew aboard Pride of Baltimore II?
All interested applicants must be U.S Citizens and either be prepared to prove being drug free, as per USCG regulations, or meet the regulations for being qualified as drug free. Prior traditional working sail vessel experience is required. USCG certification required for 1st Mate (at least 100 GRT Auxiliary Sail). All applicants are requested to provide by email a cover letter and resume plus references. In the cover letter, please describe what you would bring to the ship and her mission, as well what you would gain by being a crew member.

Email your application and cover letter to Captain Jan C. Miles: