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Angelica Lindsay Ali
Welcome to the Moth podcast. I'm your host for this week, Angelica Lindsay Ali. This episode we have a story from the Moth main stage. Jamie Trowbridge told this in Portsmouth, New Hampshire, where the theme of the night was the ties that bind. Here's Jamie live at the Moth.
Jamie Trowbridge
When I was 12, my father bought a 36 foot sailboat called the Perigee. It was really exciting when I learned we were going to all go sailing. But I was a little surprised because as far as I know, my father's never sailed, not even a small boat. It all started right here in Portsmouth. We got on board, we started to motor away from the dock and the motor died and we had to be towed back. An inauspicious beginning. But I knew that sailing with my dad was going to be great because he was so good at everything he did. Even at 12 years old, I knew he was an accomplished man. He was a graduate of Princeton, he was the president of our family business, and he'd recently been elected to the New Hampshire State senate. I was the only kid in my school with a Trowbridge for State senate bumper sticker on his lunchbox. Naturally, I wanted to be just like him, but so far it wasn't working out so great. He was a three sport varsity athlete and I can't catch a ball. He's a beautiful tenor and I appear to be tone deaf. I sense his disappointment in me, his oldest son. So if this sailing thing is something that we can do together, I am all for it. So now it's our first time actually sailing and we're up in Penobscot Bay, Maine's rocky coast. The whole family's on board and I'm feeling a little tense because we narrowly missed hitting a few boats getting out of the harbor. And now we're sailing down the coast. We're going to sail between these two islands. The boat's heeling. That feels a little weird. And I look down in the water and there's grass in the water. Now, I know now that grass in the water is not a good thing. Grass in the water means shallow water. And Maine's Penobscot Bay is full of ledges hiding right beneath the water. So we sail right into a ledge. There's a huge crash. The wave picks us back up off the ledge, crashing back down. The whole boat shakes. We're going up and down on the ledge and my mom is running around putting life jackets on us. She's preparing to abandon ship. My dad's Yelling, everything's okay. Oh, everything's okay. Over and over in a way that isn't remotely reassuring. I'm frightened, and I'm thinking, we might all have to swim to that island over there. But we don't. The boat does not sink. We bounce all the way off the ledge, and we sail back to the harbor, get off at the dock. And when we're all safe and sound, my mom looks my dad straight in the eye and he says, I am never getting back on that boat with you. And I think, whoa. I have to decide if I'm getting back on that boat. But I do go back. I go back with my brother and my two sisters. We go out for sales for two days and three days and sometimes even a week. And every time there's some minor calamity. We were constantly losing things overboard. So much so that we had to clip my little brother onto a lifeline in case he went overboard. One time, we woke up in the middle of the night, and we were drifting out to sea with the anchor just dragging across the ocean floor. My father, he'd get so mad when things went wrong. The motor would die, and he'd go, God damn it, I just had that thing fixed. And then he'd blame one of us for breaking it. Those early sales, my heart was just in my throat what was going to go wrong next. But I never considered quitting the crew with the Perigee. It was a chance to be with my father 24 7, sometimes for as long as a week. And it was so different from at home. You know, at home, he was this superhuman, and he was busy and never around on the boat. I got to see a different side of him. He wore these slumpy clothes, and he didn't care if we had Pop Tarts for dinner. It was just amazing to be there with him. And in the evenings, we would all sit in the cockpit and laugh and tell stories. And he would sing as we sat there under the stars. The other reason I didn't quit being the Perigee was I started to prove myself as a sailor. We used to race other boats. They didn't know we were racing them, but we were racing them. And he bought these special sails to help the boat perform better under certain conditions. We didn't just have one jib, we had four jibs. And we had the drifter and the flasher. And so I would go up to change those sails while we were underway. You take down one jib, put up another, the boat's going up and down. You Know at first all you can do is just hang on. But after a while, I started getting my hang of it. And in the end, how fast I could change a sail became a point of pride. Now, as we got better at sailing, my father just kept upping the ante. Didn't matter that he didn't know what he was doing, he was just going to go for it. The diciest thing we did was sail in the fog. We used to go out in the fog with just a chart and a compass to navigate. No gps, no radar. Now, here's what you need to know about doing that. You don't know where you really are in the fog with just a chart and a compass, you just know where you think you're supposed to be. So I go up on the bow of the boat in the fog and I'd look for anything we might hit and some kind of mark in the water that's going to tell us where we actually are. One time I'm up there and I see this green channel marker coming out of the fog. It's a green can. I call back to my dad. I see green can number six. And I look back at him, you know, barely see him back there, the fog's so thick. And he's consulting the chart and he calls up, can't be green can number six. That's miles from here. There goes the can. There's the grass in the water, right into the ledge. As good as we got, we never stopped running aground. After college, I moved away. I wanted to see what it was like to live farther away from my family and away from New Hampshire. I moved to Seattle, and when I came back, everything was different. When I moved away, I was a carefree 21 year old. And when I came back, I was married. And my wife was pregnant with our first child. My mom was ill, she was very ill, and she needed care. And my dad was strangely absent and he was drinking too much. I didn't understand how bad it was until the day I unscrewed the cap of the disposable water bottle he carried with him all the time now. And I smelled the cheap vodka inside. When my father left my mother after 35 years of marriage, my image of him was just shattered. I kept my distance from him after that. I couldn't overcome the feelings of anger and disappointment I had. He invited me to sail with him, but I wouldn't go. It was a place he went now to escape. And you could say that our relationship just ran aground and the tide wasn't high enough to pick us off the ledge. At least not yet. You know, I knew I had to reconcile with him, this man I loved so deeply. But I kept putting it off and putting it off. And then he died. He died quite suddenly. And now there was no way for us to come back together. And when I went to the funeral home and I was alone with his body, I just broke down and wailed. I couldn't believe I'd never see him again. We buried his ashes in Dublin, New Hampshire, where he'd lived and worked and been so successful. But we reserved some for one more sale on Penobscot Bay. I knew I had to go back to this place that was so special to him and special to me. So my brother and my sister and I went back for a three day sail. And it was weird to be on the boat without my father. I never sailed without him, but it was also so familiar. And everything came right back. I remembered how to fly the drifter. I remembered how to set the anchor so it wouldn't drag. I remembered how to dock the boat. Always a moment of peril. And when the motor wouldn't start, for old times sake, I blamed my brother. It was amazing. I had actually learned how to sail. So on the first night of that cruise, my brother. We're down below and my brother pulls out of one of the drawers all the old logbooks. I couldn't believe it. I didn't know they were on board. When he spread them out on that table, it felt like we were dividing up this secret treasure. There wall was a complete record of all the things that I had done on the boat with my father. All the misadventures that had happened to me. One entry in particular cracked me up. It began with the usual stuff. The wind speed, the weather, the first course of the day, blah, blah, blah. And then there it was, ran aground, blah, blah, blah. And you get to. This is like ran aground. No big deal, no need to elaborate. Less important in the entry than what we had for lunch. And at the end of the entry my father had scrawled good times with two exclamation points. So on the last day of that sail, we sailed to Butter island, which was one of my father's favorite destinations. And we anchor in the COVID We're all alone there. There's no other boats. The island's uninhabited. My brother, my sister and I, we row ashore and we pull the dinghy up high on the beach to keep the tide from taking it. And we climb the bluff. And as we're looking down on Perigee with the sun setting behind us. We cast my father's ashes into the air and the wind carries them far out over the water. In that moment, I don't feel my father's loss so much as I feel his presence. There's no place he'd rather be right then than there with me, and I feel prepared for whatever lay before me. You know, what I learned from sailing with my father is your greatest strength is not your competence, it's your confidence. I decided to let go of those bad years at the end, and when I think of my father today, those four words from the logbook sum it up. Ran aground. Good times. Thank you.
Angelica Lindsay Ali
That was Jamie Trowbridge. Jamie is a magazine publisher who lives in Peterborough, New Hampshire. Although Jamie says he is not cast off from the Maine coast in a decade, he does set sail on a nearby lake every summer and on New Hampshire's frozen lakes in an ice boat during the winter. Jamie says when you go out in a boat, you almost always come back with a story. And if you're wondering what exactly an ice boat looks like, head to the extras for this episode. While you're there, you can also check out some photos of Jamie and his family on their boat, the Perigee, and a page from his father's logbook at themoth.org extras. This story reminds me of summer and the perfectly imperfect memories that I shared with my father. He was a complicated man and we often had a difficult relationship, but he managed to make summer the most magical time of the year. Our favorite activities were foraging in our northwest Detroit neighborhood for mulberries and taking the pruned branches from the peach tree in our backyard and using them to fashion fantasy vehicles like Starship Cruisers. It was an amazing time and I cherish those memories with my dad. I'll be going back to Detroit for the first time in four years. This time I'm taking my youngest daughter at the top of our itinerary is visiting our old neighborhood to see if those mulberry trees are still standing. I can't wait to indulge in mulberry soaked fingers with my daughter the same way that my father did with me. That's all for this week. Until next time from all of us here at the Moth, have a story worthy week.
Angelica Lindsay Ali is a native of Detroit and a die hard Afro futurist. She lives with her husband and four children in Phoenix, where she's also the host of the Moth Story Slam. This episode of the Moth podcast was produced by me, Julia Purcell with Sarah Austin, Janess and Sarah Jane Johnson. The rest of the Moth's leadership team includes Katherine Burns, Sarah, Sarah Haberman, Jennifer Hickson, Meg Bowles, Kate Tellers, Jennifer Birmingham, Marina Cluce, Suzanne Rust, Brandon Grant, Inga Gladowski and Aldi Kaza. Moth stories are true, as remembered and affirmed by storytellers. For more about our podcast, information on pitching your own story and everything else, go to our website themoth.org.
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The Moth Podcast: Learning to Sail – Detailed Summary
Introduction
In this heartfelt episode of The Moth Podcast, storyteller Jamie Trowbridge shares a deeply personal narrative titled "Learning to Sail." Presented on August 15, 2025, this story explores the intricate ties between family relationships, personal growth, and the challenges of sailing as both a literal and metaphorical journey. Hosted by Angelica Lindsay Ali, the episode delves into Jamie's experiences sailing with his father, the complexities of their relationship, and the profound lessons learned through navigating both the seas and familial bonds.
Early Sailing Experiences
Jamie begins his story at the age of twelve, when his father purchases a 36-foot sailboat named the Perigee. Excitement fills the household as the family anticipates their inaugural sailing trip. However, uncertainty looms since Jamie's father had little to no sailing experience. Jamie recounts the boat’s initial mishap: “[03:30]...we started to motor away from the dock and the motor died and we had to be towed back.” Despite this rocky start, Jamie’s admiration for his father remains unwavering, viewing him as an accomplished and multifaceted individual.
Growing Awareness and Challenges
As Jamie and his family embark on their sailing adventures in Penobscot Bay, Maine, the realities of sailing soon surface. Jamie describes their first real sailing experience, highlighting the treacherous rocky coasts and the ever-present danger of shallow waters hidden beneath the surface: “[05:10]...grass in the water means shallow water. And Maine's Penobscot Bay is full of ledges hiding right beneath the water.” The family's boat encounters a severe crash against a ledge, heightening Jamie’s fear and setting the tone for future voyages. His mother, in a state of panic, prepares to abandon ship, while his father's repeated reassurances fail to quell the growing tension: “[06:00]...he's yelling, everything's okay. Oh, everything's okay.”
Despite these early difficulties, Jamie remains committed to sailing with his father, driven by the desire to bond and emulate his father's excellence. Over the next few days, the family faces numerous minor calamities, such as losing items overboard, necessitating safety measures like tying his younger brother to a lifeline. Jamie reflects on the constant state of uncertainty: “[08:15]...we were constantly losing things overboard.”
Relationship with Father
Sailing becomes more than just a recreational activity; it transforms into a conduit for Jamie to connect with his father. Living away from home and observing his father's multifaceted roles—Princeton graduate, family business president, and state senator—Jamie initially struggles to meet his father's high standards in various activities. However, the shared experience on the boat provides Jamie with glimpses of his father's vulnerability and humanity: “[09:50]...he wore these slumpy clothes, and he didn't care if we had Pop Tarts for dinner. It was just amazing to be there with him.”
As Jamie gains confidence in sailing, he starts to earn his father's respect by mastering technical aspects of sailing, such as changing sails under challenging conditions: “[12:30]...how fast I could change a sail became a point of pride.” This growing competence strengthens Jamie's bond with his father, even as his father continues to push the boundaries of their sailing adventures.
Reconciliation and Final Sailing
After college, Jamie moves to Seattle, seeking independence and a respite from family dynamics. Upon returning, he discovers that his mother is seriously ill and his father is grappling with alcoholism, a stark contrast to the revered figure he once idolized. The revelation of his father's struggles leads to a strained relationship, marked by anger and disappointment. Jamie attempts to distance himself, choosing not to sail with his father as the latter uses sailing as an escape from his troubles: “[13:45]...it was a place he went now to escape.”
Tragically, Jamie's father passes away abruptly, leaving unresolved emotions and a sense of missed opportunities for reconciliation. Overcome with grief, Jamie attends his father’s funeral alone, marking a poignant turning point in his journey: “[14:50]...I just broke down and wailed. I couldn't believe I'd never see him again.”
Determined to honor his father's memory, Jamie organizes a final sail aboard the Perigee with his siblings. The act symbolizes both closure and a continuation of the legacy his father left behind. As they sail to Butter Island, Jamie reflects on the familiar yet bittersweet experience: “[15:00]...it was weird to be on the boat without my father. I never sailed without him, but it was also so familiar.”
Lessons Learned
The culmination of Jamie’s sailing journey offers profound insights into familial relationships and personal resilience. While navigating the Perigee without his father, Jamie reminisces about the skills and confidence he gained: “[15:30]...I had actually learned how to sail.” The discovery of his father's logbooks aboard the boat serves as a touching reminder of their shared experiences and the lighter moments amidst adversity: “[16:10]...his father had scrawled good times with two exclamation points.”
In the final act of releasing his father's ashes over the water, Jamie experiences a sense of his father's enduring presence: “[16:45]...I don't feel my father's loss so much as I feel his presence.” This moment encapsulates the essence of Jamie's journey—moving beyond grief to embrace the enduring bonds that tie loved ones together.
Jamie concludes his story with a powerful lesson: “your greatest strength is not your competence, it's your confidence.” This realization underscores the importance of self-belief and the ability to navigate life's challenges with assurance, a lesson he attributes to his father’s influence and their shared sailing experiences.
Conclusion
Jamie Trowbridge's "Learning to Sail" is a compelling narrative that intertwines the literal journey of mastering sailing with the metaphorical voyage of understanding and reconciling familial relationships. Through vivid storytelling and emotional depth, Jamie illustrates how shared experiences can bridge gaps, foster personal growth, and leave lasting impressions even in the face of loss. This episode of The Moth Podcast resonates with listeners by highlighting the complexities of parent-child relationships and the enduring power of shared passions in shaping our identities and memories.
Notable Quotes with Timestamps
About Jamie Trowbridge
Jamie Trowbridge is a magazine publisher residing in Peterborough, New Hampshire. Beyond his professional endeavors, Jamie maintains a strong connection to sailing, regularly setting sail on local lakes during the summer and navigating frozen lakes with an ice boat in the winter. His storytelling reflects a deep appreciation for the imperfect yet cherished memories shared with his father, emphasizing the enduring impact of those formative experiences.
Further Engagement
Listeners intrigued by Jamie's story can explore additional content, including photos of the Perigee and excerpts from his father's logbook, by visiting themoth.org/extras. These supplementary materials provide a richer context to Jamie's narrative, offering visual and historical insights into the family's sailing legacy.
This summary aims to provide a comprehensive overview of Jamie Trowbridge's "Learning to Sail" episode from The Moth Podcast, capturing the essence of his story and the emotional journey it entails.