Meet Our Cast

General Manager

Tim has worked for Old Town Trolley Tours (OTT) since 2013. He joined the cast then as a Ghost Actor/MOD. He fell in love with the character he developed within that role; that love quickly grew to the Boston operation as he moved into several different roles over the following years, ‘and the rest is history.’ Tim is ecstatic to be in his current role of always being “on stage” and is excited to help Boston operate at its fullest potential of being Boston’s ‘Storyteller.’ Tim lives in Arlington, MA with his wife and loves to spend time with her hiking in Vermont or walking the beaches of Maine.

Ghosts & Gravestones Gravedigger 

When “Agnes” turned 30 in 1898, she knew the only way she could attain a marriage proposal was with academic achievements. Though her intelligence was lacking, she made up for it with bludgeoned professors and plagiarized papers. And it worked! A little too well… Now in death, Agnes is cursed to work in the least prestigious industry possible…ghost tourism. But hey, at least she is doing what she was so good at in life – taking other people’s stories and presenting them as her own!

Detailer

Born and raised in Port-Au-Prince, Haiti. I enjoy reading, watching sports, movies and I love classical music. I love apples, bananas, blueberries, potatoes, plantains, and yucca to name a few. My all-time favorite song is “We are the World” by USA for Africa.

Sales Representative

Ali, one of our sales leads, joined Old Town Trolley Tours in April of 2023. She is originally from Lisbon, Connecticut, and now calls Boston her home. Ali is on a mission to try every macaroni and cheese in the city.

Sales Representative

Andrew arrived on Old Town Trolley’s Doorstep in 2001! He had quit his boring job at Blockbuster Video to work as a Colonial Actor on The Boston Tea Party Ship. He eventually transferred to Sales at OTT, the job he has today. Andrew loves working with our CAST while selling our attractions to guests from around the world.

Detailer

Anesti came to Boston in 1996 with his family from Albania. He has two incredible children and a beautiful granddaughter named Paris. Anesti has been with HTA since 2001, working in our Maintenance Department – ensuring our trolleys are sparkling clean every day.

Sales Representative

Ariel is a creative person who likes to improvise and have fun. They have a very chipper personality and likes to greet others with a smile, willing to lend a hand to someone, if needed. A modern artist with colorful views and a fan of history as well as science. As they grow to become greater in their field of vision, they wish to one day get to see more of the world, other countries in which they meet people that come around on a daily basis. Someday, that dream will come true for them.

Ghosts & Gravestones Gravedigger

“Arthur Preston” was the dashing ringmaster of a stupendous traveling circus. But his career came to an untimely end when the cast of the Freak Show—performers who he’d personally mutilated and disfigured—broke free from their cages and took their revenge. Step right up, and maybe he will let you join the show.

Ghosts & Gravestones Gravedigger

“Doctor Atticus Nobody” was a prodigiously renowned physician and alchemical scholar, who became infamous for his morally dubious research. His quest for immortality ended with tragic results, trapping him in a flawed immortal body plagued by hellish visions upon each consecutive demise. This perpetual cycle has come at the cost of both sanity and surname, rendering him both mad and predisposed to work in tourism.

Fleet Mechanic

Born and raised in Boston. I always have my cell phone and a chapStick in my pocket. I enjoy a great picnic by the water where I envision the author Robert Greene would write my life story. What is Boston’s best-kept secret? Most don’t know that Fenway grows its own vegetables. That is an innovative way to use 1800 sq. feet of dead space. Fenway Farms supplies produce for EMC level.

Vendor Sales Representative

Beth started at Old Town Trolley Tours of Boston as a conductor in 2004. Later that year, she moved into the Vendor Sales Representative position. She is proud to work for a company that is so well respected and represented in the tour industry. In her free time, she enjoys watching her kids’ soccer matches and taking long walks with her husband and their dog.

Commercial Fleet Manager

Bob has been an ASE Master Technician since the age of 18. He worked most of his life as a flat-rate mechanic for Oldsmobile & Chevrolet dealerships. He came to OTT in 2005 and heads up our maintenance and mechanical departments.

Sales Representative

From Charlestown, MA. An OTT sales rep, hired in 2010 and again in 2019. Studied Car Design in San Francisco and in Los Angeles, California. Chris is currently pursuing music, specifically percussion.

Sales Representative

Darren has lived in Cambridge, MA for the past 4 years. Originally from Virginia Beach, VA. Boston’s Best Kept Secret: Samuel Adams Brewery and the Seaport District, lived there for a year. The Brightest Smile of Boston, former Multimedia Journalist for various news outlets across the country.

Manager Trainee

David moved to Massachusetts back in 2022 so he could spend more time with his family and friends. This led him to finding the perfect fit with Old Town Trolley Tours in January of 2024. Although David is not a Boston native, he always enjoyed stopping here each summer on the way up to his family’s Lake House in Sebago, Maine. Every year he would learn something new about the city and believes that Boston is one of the most unique cities in America. David is proud to be part of the OTT CAST here in Boston and is excited about what the future holds here at Historic Tours of America.

Sales Representative

As an Old Town Trolley Sales Representative, I enjoy connecting with our valued customers on a personal level. In this way I am helping to create lasting and positive vacation memories. Boston as a city has been on my radar, so to speak, since the age of ten when I became an avid hockey, specifically Bruins, fan. I am grateful to be part of a dynamic company living in the city of my hockey dreams!

Ghosts & Gravestones Gravedigger

“Dottie Mayhem” (1800-1826) was a cautionary tale for giving people in high offices the benefit of the doubt. She was very unlike a beach ball, in that when you push a beach ball out a window, it will just bounce, instead of die. Also, very unlike a beach ball, she returned from the grave a murderous revenant with a penchant for all things eerie, unsettling, and absurd.

Maintenance Manager

Gordie has been with Old Town Trolley since 2011, and in that time has held the positions of Conductor, Trainer, and facilities/ maintenance. Born in the pleasant New Jersey Hamlet of Montclair, he now resides across the river from Harvard in Allston, MA. Among his interests are photography, lutherie, and the Pre-Raphaelites.

Actor

Being a graveyard-bound pirate wasn’t what I had in mind when I was in school for graphic design and marketing, and while working as a waitress in Hampton, NH. I love learning. I’m getting good at stuff without worldly appreciation, trying things that scare me – and learning to be a good person. From pro wrestling to piracy, I’ve always done one thing well, diving in head first and doing my best!

Marketing Coordinator

Grogan has worked for Old Town Trolley since 2021, beginning their career humbly as the undead pirate captain “Greaves Hermosa” with Ghosts & Gravestones. After setting sail back to the land of the living, Grogan moved into the role of Marketing Coordinator in 2023, creating graphics and handling media.

Ghosts & Gravestones Gravedigger

“Harlan Hayvrast” was condemned to a life of tourism in 1797. His actor, Derek, has fulfilled the role for OTT since 2019. Always on the stage to elevate the guest’s experience. Stay vertical.

Sales Lead

Jeff started with Old Town Trolley on June 8, 2021, as a sales representative and became sales lead at the beginning of September 2021. He has been in the trolley industry since March 1999.

Sales Representative

My name in Jen and I was born in Cameroon, West Africa. I’m currently getting a Masters in Social Work at Smith College. When I’m not working or studying, I’m either watching movies, making jewelry, or playing squash or soccer.

Safety Officer

Jewels was born, raised, and still lives in Scituate, MA. She is the youngest in the family with 3 older brothers – one of whom made her an aunt to two amazing nephews. She has been with OTT Boston since training in winter 2015 – Boston’s snowiest winter on record! Jewels started as a Conductor and is now our Safety Officer and a key member of our Operations Team. When not working, Jewels enjoys sailing, kayaking, hiking, traveling, and trying all sorts of new experiences and adventures with family and friends.

Fleet Mechanic

Born during the Brinks robbery, married 51 years, and have 3 children (unfortunately no grandchildren yet). I have been repairing trolleys at OTT Boston for 14 years. Love to travel, swim, ski, and hike. Enjoy good books, movies, good company and great beer and wine!

National Cruise Ship Liaison

John began his career at Old Town Trolley Tours of Boston in 1997 as a Tour Conductor. Since then, he has performed many roles, such as Head Conductor, Operations Manager (10 years) and eventually General Manager (5 years). In 2018 he was promoted to his current position of National Cruise Ship Liaison, overseeing all aspects of cruise ship sales and operations for Historic Tours of America. He splits his time between Key West and Boston, spending six months of the year in each location.

Ghosts & Gravestones Gravedigger

“Jonathan Percival Goodspeed,” the Mad Mortician of Boston, ran a thriving and prosperous funeral business until an increase in life expectancy forced him to…manufacture additional inventory. He has been played by William Muñoz, a native of the South Shore, since 2010. In his spare time, Will works with RPG developers and enjoys cooking and travel.

Kimberly has been with Old Town Trolley since 2010, spending the first decade as “Lily Winters” with Ghosts & Gravestones. She is now the Group Sales and Advertising Representative for the company. Kim was born and raised right outside of Boston and attended Regis College, where she graduated Magna Cum Laude. Kim has been acting since she was a young girl and some of her favorite roles include playing Lina Lamont in “Singing in the Rain” for both The Company Theatre and The Emerson Umbrella Theatre, and Paulette in “Legally Blonde” for Arlington Friends of the Drama. When Kim is not working, she loves going to the beach, skiing and spending time on Nantucket with her wife, Ashley.

Sales Representative

Kristen joined Old Town Trolley Tours of Boston in 2016 after returning to Boston from Florida. While in Florida, she worked at Disney World as a conductor and engineer of four different 21910 steam trains.

Depot Sales Manager

Lauren moved to Boston in 2021 from Honolulu, Hawaii. In September 2022, Lauren started her role as the Depot Sales Manager at OTT. When she is not selling trolley tickets, you will find her hanging out with her two dogs.

Lead Actor

Leo is a professional actor and entertainer with years of experience as a character actor. While he specializes in the haunting industry, his range into more mainstream comedy and dramatic roles is equally impressive. Born in Boston, he lived most of his life in Seattle where he learned to hone his acting skills on stage, tv, movies, live events, and even behind the camera as the director of his own television/stage shows. Returning to Boston he utilized his talents to entertain the east coast. When not performing, he is typically found cartooning, gaming, and exploring the world for quirky facts and new adventures.

Concierge

‘I haven’t been everywhere, but ‘it’s on my list’ is my motto. My passion is travel and my goal is to see (and experience) the world! I have spent 16 years in Hospitality and enjoyed every of minute meeting people and sharing stories. My background is insurance, which has taught me many of life’s lessons, but I still like to take some risks. What else do I love? Sun, sand, surf, and endless summer.

Concierge

Originally from Colorado Springs, Colorado, Lisa previously worked as a Public Relations, Marketing & Fundraising Consultant for professional athletes and entertainers. She fell in love with the city of Boston during a business trip and decided to make this her permanent home. Lisa works for Historic Tours of America as a concierge at the Marriott Long Wharf. She resides in Charlestown and keeps busy with hobbies that include travel, watching sports, scrapbooking & photography.

Operations Administrative Assistant

Liz (aka “Queenie” or “Lizbit”), Operations Administrative Assistant, was hired in August of 2022. She was born and raised in South Boston, MA. Liz thrives on sarcasm, açaí bowls, spoonerisms & puns. As Charlie Chaplin said, “a day without laughter is a day wasted.” Lucky for her, there are no wasted days at OTT Boston!

Ghosts & Gravestones Gravedigger

“Malachi Malice” is an actor, cursed never to set foot on stage after a series of bloody “accidents.” But they have found that tourism still has the thrill of live performance. So come and join them and you will see that anything can happen.

Ghosts & Gravestones Gravedigger

“Mercy Witherer,” having been accidentally burnt to death while cleaning up a pile of bodies, must continue to haunt Boston till all the filth has been removed. Mercy Witherer has been floating around at OTT since 2006 with a couple of years off in between. The character is portrayed by actor and puppeteer Charlotte Anne Dore who is a proud member of actor’s unions SAG-AFTRA and AEA and the Puppeteer’s Guild of America. When not ghosting Charlotte is often presenting puppet shows at Libraries and daycare centers through her company Rosalita’s Puppets.

Ghosts & Gravestones Gravedigger

“Merry Dashwood” was the finest housewife in town! Until a slight misunderstanding, both made her a widow and launched her culinary career. Alas, her pride was her doom, and now she is cursed to schlepp tourists about without killing a single one!

AP/AR Specialist

Michele joined OTT in 2023 as our AP/AR specialist. She loves to travel, learn history, and meet new people, but always finds her way back to her hometown of Boston.

Assistant Manager of Operations

Mike was born, lived, and for a time he worked for Old Town Trolley, starting out as a conductor. Not long after giving tours, he was made a dispatcher, then eventually promoted to assistant manager of operations. Mike is well known for telling the worst one-liner jokes that you have ever heard – and he knows it; (no, it hasn’t stopped him).

HR Administrator

Moriah has worked as an HR Admin at Old Town Trolley since 2021. A Boston native, Moriah loves northern Italian food, art, nutrition, politics, and travel and helping people navigate this beautiful and exciting city.

Detailer

Namik and his family moved to Boston from Albania. His two daughters are the light of his life and are succeeding in their works. He is friendly and enjoys working with people of different nationalities and cultures. He is a terrific soccer player.

Sales Representative

I have lived in Boston and worked for Old Town Trolley for a few years now. I moved here to go to grad school and work for a historical company in the city. My grad school program is in Archaeology and Anthropology. I have a passion for historical conservation, and I love Boston because it has so much history.

Ghosts & Gravestones Gravedigger

“Petunia Pickman,” formerly an ambitious Victorian anatomist, is often seen sipping bespoke chemical concoctions from Mason jars. Petunia’s favorite defensive accessory is her hand fan, paired with a large hat pin. She also loves cats, bones, and the human heart. She currently lives under the persona of Marie Alessandro, a communication graduate with a knack for storytelling, and a passion for fantasy and vintage costuming.

Assistant Trainer

I have been with Old Town Trolley since February 2019. I am a huge fan of anything to do with sharks, which might be a huge hint where my name comes from. I have taken on many roles here at Old Town Trolley Boston, be it training, driving tours, or dispatching.

Administrative Assistant

Ruben is an administrative assistant here at OTT Boston, starting in 2024. Ruben has lived in Malden, MA for his entire life with dreams of seeing the rest of the country. Ruben is known for trying new things and playing chess.

Administrative Assistant

Sabrina grew up in Malden, MA, and has worked with OTT Boston as an Administrative Assistant since 2025. She loves Disney, and when not at work, she likes spending time with her husband and daughter.

Concierge

Stephen grew up in Boston, just beyond the North End. When he was a kid, one of his favorites, almost daily excursions, was to hop on the “T” after school and go on explorations all over the city with his friends. With a life-long knowledge of the city and its history, when the Concierge position opened-up at Old Town Trolley to serve at the Marriott Long Wharf Hotel, he was eager to sign on. Sharing knowledge of the city, informing guests of tours and cultural attractions, while guiding them to some of Boston’s finest restaurants, is enjoyable and fun. Stephen most likes the diversity of guests who visit the city from across the country and from every nation around the world. When people ask him what he does for a living, he jokingly replies, “I get to tell people where to go and what to do, which pretty much sums up this role, which I enjoy very much.”

Tour Entertainment Manager

Steven currently oversees The Sons and Daughters of Liberty Educational Tour and his one-true-love – Ghosts & Gravestones of Boston. After a stunning, high-profile career of performing in such theater destinations as Kittery, Maine and Portsmouth, NH, Steven left for the small, little known town of Boston, MA to teach the local actors how it was done. In his spare time, Steven enjoys film, boxing, running, board games, reading, role-playing games, hiking, Star Trek, comic books, performing at Improv Boston, traveling and all things to do with horror and Halloween. He recently earned a degree in Sociology at the University of Massachusetts, Boston.

Trainer

Sue started with OTT in May 1995 as a fun summer job and never left. She was born in the City of Boston and grew up in the City of Somerville right next door and has never lived further than 20 miles from Boston. She is a Colonial/American Revolution Reenactor and can cook over fire for 20 or 30 people. Come and let her show you around Boston.

HR Manager

I was born and brought-up in Boston. Some of my best childhood memories were in the North End, visiting family, enjoying gravy on our macaroni on Sundays, getting a single purple balloon at the weekly Summer Feasts, and eating entirely too much of the original East Coast favorite, Ritchie’s Slush.

I have worked in several industries over my 30 or so years of experience. Corporate America was no longer challenging (or fun) for me. In researching other job opportunities, I came across the HR Manager position ad for Old Town Trolley Tours of Boston. After reading all the wonderful write-ups and bios, I knew it would be a positive change if I was able to work here. I applied for the position, and the rest is history!