
On May 13, 1862, Robert Smalls took command of a Confederate ship and liberated himself and his family from slavery. His great-great-grandson, Michael Boulware Moore, tells the story.
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Phoebe Judge
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Michael Boulware Moore
Robert was born an enslaved person in 1839 in Beaufort, South Carolina. He was born to a mother who was a domestic for their master and their family was born in a little shack behind the big house, so to speak. He was born on a day that there was a hanging going on. An enslaved person was being executed and the whole town left. And so his mother, who was in her mid-40s when she gave birth, delivered on the floor of the shack by herself. And I've always kind of just thought about that. I can't imagine giving birth in 1839 in your mid-40s by yourself on the floor. But such is how Robert came into this world.
Phoebe Judge
His mother's name was Lydia Polite. She was born enslaved and worked in the home of a man named John McKee. She helped raise his seven children, including his youngest son, Henry. When John McKee died, Henry McKee inherited Lydia Polite, and when she gave birth to her son, Robert Smalls, Henry McKee claimed him his property too. And what's your relationship to Robert Smalls?
Michael Boulware Moore
I am Robert's great great grandson. I had the real fortune of growing up with Roberts granddaughter. My grandmother was his granddaughter, of course.
Phoebe Judge
This is Michael Boulware Moore.
Michael Boulware Moore
When I think broadly about the Civil War, that's that's kind of an abstract kind of a thing. It was so long ago. But when I think about Robert Smalls, I think about sort of history as it connects to him. It's a much more tangible kind of a thing because we've had these really long generations, and. And so the history is much more tangible and accessible for me.
Phoebe Judge
Michael Boulware Moore says that Robert Smalls upbringing was somewhat unusual. He and his mother worked in Henry McKee's huge house on Prince street in Beaufort, South Carolina, and lived in a small shack behind it. Robert Smalls was able to stay with his mother much longer than many enslaved children were.
Michael Boulware Moore
Slavery, obviously, was a business. And at the first opportunity that a young child could be put to work in any kind of a meaningful way, they were taken from their mother and put to work. But Robert, because he lived with his mother as a domestic, had an opportunity to grow up with her and to receive the benefit of her love and nurturing. You know, by all accounts, he was obviously very smart, precocious. He often got in trouble because he bucked against the rules for enslaved people. As the story goes, he was very distraught, for example, at the fact that he could not go to school, that he couldn't be taught to read and write. When in the evening, when the whistle or the bell was sounded as a curfew for enslaved people, he often rebelled against going in on that and often found himself getting into trouble. But he was young, he was precocious. He had an opportunity to taste freedom, or at least to observe it from afar. Freedom in a way that the vast majority of enslaved people couldn't. And that always, I believe, stuck in his mind.
Phoebe Judge
When Robert Smalls was 12 years old, Henry McKee sent him to work in Charleston, about 50 miles from his mother in Beaufort, in 1850. One year before Robert arrived, nearly half of the population of Charleston was made up of enslaved men, women, and children, and had been one of the primary ports for the transatlantic slave trade. When Robert Smalls first arrived in Charleston, he worked as a waiter at a fancy hotel, and then as a lamplighter, next as a stevedore, loading and unloading cargo from chips. Henry McKee took almost all the money Robert earned. He let Robert keep a small portion for himself. When Robert Smalls was 17, Henry McKee gave him permission to get married. He married an enslaved woman named Hannah.
Michael Boulware Moore
Jones and had my great grandmother Elizabeth, his first child, his first daughter. And so that really, the family piece really drove a lot of his motivations and his thinkings, as it does for all young parents, certainly. But I think for him, the idea that his family could be taken from him, could be sold away at any moment was something that really vexed him, that really bothered him in a very dramatic kind of a way. And, and he had freedom on his mind. He wanted to figure out a way to protect his family. The first thing he did actually was he went and negotiated with his wife's master to buy their freedom.
Phoebe Judge
A man named Samuel Kingman owned Hannah and her child with Robert, their daughter Elizabeth. Samuel Kingman told Robert that he would be willing to sell him, his wife and their daughter for $800.
Michael Boulware Moore
When Robert worked on the. On the docks, he actually was able to keep, I don't know, like a dollar a week or something, sending the rest of his wages down to his master in Beaufort. And with that money, he bought various tobacco, candy, fruit, and he sold that on the docks. And he was actually quite, quite good, quite entrepreneurial. And he actually put down $100 down payment on the life of his family. I think that he was able to save every penny he ever made selling various things on the docks and collected that hundred dollars and put the down payment down.
Phoebe Judge
They knew it would take years to save enough. And even if they did raise the money, Robert himself was still enslaved by Henry McKee, Beck and Buford. And then Hannah and Robert had their second child, a son they named Robert Jr. And they thought Samuel Kingman would increase the price beyond reach. That was in February of 1861. The next month, in March of 1861, Abraham Lincoln took office. And in April, Confederate soldiers fired the first shots of the civil war, firing at fort Sumter, a union held sea fort just off the coast of Charleston. By June, Henry McKee had sent Robert Smalls to work on a Confederate ship, a 150 foot sidewheel steamship called the planter. It was one of the newest and fastest ships in the area. He started as a deckhand. Then he was promoted to what was called a wheelman, meaning he navigated the sandbars and shallow water of Charleston harbor. The planter had a crew of 10. Three white Confederate officers, the captain, first mate and engineer. The rest of the crew were enslaved men. The white officers weren't supposed to leave the ship. They were supposed to sleep on board. But Robert Smalls noticed that they'd come and go, often staying away overnight. The enslaved crew members had to stay behind on the ship. One night, someone put the captain's hat on Robert Small's head as a joke. And that was the moment when he first Wondered if he could impersonate the captain, take command of the Confederate ship he was forced to work on, and get his wife and children out of there for good. I'm Phoebe Judge. This is Criminal. We'll be right back. Thanks to Squarespace for their support. Building a website can seem intimidating if you've never done it before. But you don't need to worry when you use Squarespace. Squarespace is the all in one website platform to help you stand out and succeed online, no matter your level of experience. Squarespace makes it easy to create a beautiful website for your project or business, so you can get your product, service, or content out there for the right audience to find. They have plenty of tools to help you tailor it to fit your personality and vision. And if you aren't quite sure what you want, Squarespace has the tools to help you figure it out. Like their website builder called Blueprint AI. It just asks you a few questions about your brand or business, and it uses that information to create a blueprint for your online presence. Plus, your websites will look great no matter what device people use to access a phone, computer, or tablet. Visit squarespace.com for a free trial, and when you're ready to Launch, go to squarespace.com criminal to save 10% off your first purchase of a website or domain.
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Michael Boulware Moore
You know, in our family, we sort of the oral history tradition goes down that Hannah actually went to Robert and, you know, they discussed this and Robert said, look, this is. It's dangerous. I Don't know if I'm going to make it. Why don't I just go ahead and take the planner to freedom and then I'll come back for you? I'll come back and get you. And she said, no, where you go, I go. Where you die, I die. And they made the pact to go at this together.
Phoebe Judge
Robert Smalls held a secret meeting with the other enslaved crew members. They agreed to join and help him. They wanted to free their families, too. Everything was planned out very carefully. On May 12, 1862, the crew of the planter had just finished a long stint, a very demanding work. Robert Small suspected that the white officers would be eager to leave the ship for the night. And as afternoon turned into evening, it appeared he was right. The Confederate captain, first mate, and engineer all left the ship. As things were falling into place, two of the deckhands decided the risk was too high and they didn't want to go anymore. Robert Smalls told them they could leave, and he hoped that they wouldn't say anything to anyone. Hannah Smalls arrived to the planter with her daughter and infant son. It wasn't uncommon for the wives of enslaved crew members to come visit the ships in the evenings, but they had to be home before curfew or risk being caught and punished by slave patrols. The families of the other crew members began to arrive too, and Robert outlined the plan for everyone.
Michael Boulware Moore
They had made the decision that if something happened and they were caught, they, they were going to kill themselves. They lined the bottom of the boat with dynamite and, you know, they, they made that decision that it was either going to be freedom or it was going to be death for them.
Phoebe Judge
Around 3am on May 13, the crew began adding wood to the fires and had to wait for the boilers to get hot enough to produce steam. Finally, it was time to go. The crew raised the ship's flags, first the Confederate flag and then the state flag of South Carolina. And then Robert took command of the ship.
Michael Boulware Moore
And he donned the straw top hat that the Confederate captain of the planter used to wear and this long overcoat. He had studied the gait of the Confederate captain and he sailed out and he knew all of the passcodes that he had to execute with the whistle to get by. I think there were five forts there. And sailed out.
Phoebe Judge
They sailed past Confederate guard boats, guard stations and forts. They had to move at a slow pace so that nothing would appear out of the ordinary. One of the planter's engineers, an enslaved man named Alfred Gourdine, later said, I was taken so weak that I could hardly stand. He remembered that everyone on board was terrified except for Robert Smalls. If he lost his nerve for a single minute, no one noticed it, he said. At one point, Robert Smalls was said to have saluted a passing boat with a whistle. Another time, as they passed a towboat, he yelled out to its captain, something about the fog. Gordine remembered that Robert Smalls kept the steamer right on its course. And when they passed the Confederate stronghold, Fort Sumter, Robert Smalls saluted it with a whistle and then added an extra one quote as a farewell to the Confederacy. As Robert Smalls navigated the planter out of the port of Charleston, he thought that if he could continue impersonating the ship's captain until they were out of range of the Confederate cannons, they might be safe. He knew that there was a fleet of Union ships further out in the waters off Charleston, and he planned to approach them and ask for help.
Michael Boulware Moore
Once he believed he was beyond the range, he veered south to this Union blockade and he started sailing toward the USS Onward, which was the lead boat in the federal blockade there outside the mouth. And one of the, you know, Robert was very careful, knew all the details, had planned everything, except there was one detail that he had forgotten. And here it is at this point. It was probably, I don't know, maybe 4 or 5 o'clock in the morning. Maybe the sun was just starting or the early light was just starting to peek over the horizon. And here is this large, one of the largest boats in the harbor with this enormous Confederate flag sailing toward the USS Onward to the federal blockade. Obviously, that could have created quite a problem. But luckily, Robert's wife, Hannah, my great great grandmother, had thought to sew together some white sheets. And so they quickly lowered the Confederate flag, raised the white flag of surrender as they approached the USS Onward. And as they approached the Onward, as the stories go, the Union, the military folks who were manning the onward there were just in amazement. As, you know, this large boat comes with this crew of black people. You know, the general conception of what black people could do was extraordinarily limited. You know, let's remember that a narrative had to be created for this country to do the things that it did to enslave people. The narrative was that they were less than human, that they were not intelligent, that they were beasts, that they were, you know, violent, aggressive, all these kinds of things. And so, you know, at this point, here is this enormous Confederate boat coming with this crew of enslaved people. It just, you know, it shocked not Only the, the officers and the folks from the Union there. But it made enormous news up and down the east coast, and they were free.
Phoebe Judge
Robert Smalls reportedly said to the captain of the onward, I'm delivering this war material, including these cannons. I think Uncle Abraham Lincoln can put them to good use.
Michael Boulware Moore
I've often thought, like, as they were stepping off the planter and onto the onward, just what must they have felt? I mean, it was common. I'm sure every enslaved person in the country dreamed at one point or another of being free. But how many actually had the opportunity to actually do something about that? And Robert, you know, he had the audacity really to do this, and, you know, he was free. And again, I mean, just what they must have felt as they stepped their first steps of freedom onto this union. It just must have been incredible. You won't be surprised that the story was received differently in the north than it was in the South. In the North, Robert was really. The story was enormous news. It was great news. It was joyous. Robert was taken to the north and there were parades and huge celebrations up and down the East Coast. Washington, Philadelphia, New York, Boston. And he was really received as a hero. He was one of the first real heroes of the Civil War. Obviously, in the south, there was a little bit of a different reception. You know, there was a bounty put on his head. He was Persona non grata. He had really embarrassed the Confederacy because again, the conception was that, you know, enslaved people, black people, were akin to beasts of burden in terms of their ability to think strategically and to, you know, just to execute sort of high level kinds of reasoning and thinking and planning. And so Robert really called all of that into question.
Phoebe Judge
We'll be right back.
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Phoebe Judge
A few months later, Robert Smalls traveled to Washington and met with President Lincoln in person. The story of what Robert Smalls had done is partly credited with persuading President Lincoln to allow African Americans to enlist in the Union Army. And Robert Smalls went back to South Carolina to serve as a naval pilot.
Michael Boulware Moore
You know, he had this unique ability to envision realities for himself, to think about things, to dream about things, to actually make those things happen for himself, but then to extend those things to his family and then to fight for others to do that. And so he did that. In this instance, he actually went back into the crucible of the war, back into the. The heart of things, and worked with the Union as the pilot of this boat, the planter, the same vessel that he used to free himself. And so he moved back to the low country here of South Carolina. And to make a long story short, Robert became the first African American to command a United States naval vessel as a result of some heroics that he executed there, fighting for the Union during the Civil War.
Phoebe Judge
That must have been. I mean, the fact that he. To sail this ship that he had once been forced to work on, now as the commander of it, I can't imagine the thought of that.
Michael Boulware Moore
Yeah, I think there was real poetry to it, to be honest. I mean, he did spectacular things. And it was at a time when there was a lot to be done. And so he, you know, he stepped up and did a lot.
Phoebe Judge
Robert Smalls bought the house on Prince street in Beaufort where he and his mother had once been enslaved.
Michael Boulware Moore
And so he lived there. He and Hannah, my great, great grandmother, and others lived there. And. And after the Civil War, the wife of his former master came to the house. She was both physically and mentally ill, and she thought she was going home. She thought she was going to her house. She's old and infirmed and Robert could have responded in a number of different ways. This was the woman who had owned him as a piece of property, who had, you know, defined his life as a piece of chattel in so many different ways. But yet he embraced her and brought her in and cared for her. And even though, for example, she wouldn't eat at the table with them, you know, just cared for her, allowed her to live. And so to me, that story just touches me because, you know, he could have slammed the door in her face, you know, literally and figuratively, and he didn't.
Phoebe Judge
The Civil War began its end on April 9, 1865, when Union soldiers entered Charleston. The first soldiers to arrive were African American. Many of them had been forced to work in the city earlier in their lives, and now they'd returned, deliberated the period known as Reconstruction, attempted to bring the Southern states back into the Union, and attempted to correct the inequities of slavery. When Abraham Lincoln was assassinated, the Reconstruction effort was left in the hands of Vice President Andrew Johnson, who'd said, white men alone must manage the South. Robert Smalls became active in politics. He wrote legislation to create the first public school system for the state of South Carolina, which is often said to be the first free, compulsory, statewide public school system in the country. He was elected to the South Carolina House and Senate and was elected to the U.S. house of Representatives, where he served numerous terms. By 1877, about 2,000 African American men had held public office in former Confederate states. Over the decades to come, state governments dialed back the rights and freedoms African Americans had been granted during Reconstruction. Jim Crow laws legalized segregation. Confederate monuments began to be installed across the country, not just in the South. And Robert Smalls watched as opportunities for equality were taken away one after another.
Michael Boulware Moore
I think about just the struggles that he must have experienced as Reconstruction was dying, as we were going back to a period where African Americans, black people, had little to no rights, were stripped of their ability to vote, to participate in society in a meaningful way. And, you know, he had been out there as one of the major personalities, the major, really warriors around justice throughout his life. And so I can only imagine that he must have been just completely disheartened. There are quotes of his from one of the last constitutional conventions, I think the last one that he participated in, that actually put the Jim Crow laws into effect and sort of recast society back as in sort of a white supremacist, sort of a mold. And, you know, he's. One of the quotes that he said was, my race needs no special defense. For the past history of them in this nation leads everyone to believe that they can compete with anyone, anywhere, all. All they need is an equal chance in the battle of life.
Phoebe Judge
That line is engraved on a statue of Robert Smalls that sits in the cemetery of the Tabernacle Baptist Church in Beaufort. He's buried there, and a marker describes how he liberated himself and his family on May 13, 1862. Is May 13 a special day for your family?
Michael Boulware Moore
That is a great question, because for me, I always acknowledge it as my personal Independence Day. You know, of course, July 4th is a national Independence Day. And, you know, look, I think as an African American, one could always question the relevance of that day because, you know, on July 4, 1776, or, you know, the relevance of that Independence Day, you know, it really didn't have any relevance for people of African descent who were enslaved. Frederick Douglass has an amazing speech about that day. But for my family, May 13, yeah, it is our Independence Day. It is the day when, you know, that we commemorate when Robert, you know, sort of pulled this plan together and executed it with boldness, with aplomb, with audacity, and won his freedom. So, yeah, that's a very important day.
Phoebe Judge
You know, as. As white people like me think about history and think about what stories are celebrated and taught in school. Stories of bravery, stories of fighting for your independence, and what stories you aren't taught. You know, I'm struck that I've. I've never heard of Robert Smalls, a man who really accomplished what seems to be just such a. Such a big feat.
Michael Boulware Moore
I agree. I mean, I always. I grew up outside of Boston, and I got a very New England centric view of history, pretty much that if it didn't happen north of, say, Washington, D.C. it really wasn't important. And of course, that's ridiculous. But I also, as I got older, I came to realize that history is less of a literal recitation of what happened and much more of a tool of sort of social construction. History, they say, is told by the victor. And I think that's true. I mean, Robert, first of all, he was Persona non grata, as mentioned in the South. And so even here in Charleston, South Carolina, in the city where he started his historical sort of career, let's say his story is still somewhat muted. And of course, someone like Paul Revere we learn about so often. And I remember as a young child thinking, yeah, well, that was cool what he did. That was cool. But that wasn't like what Robert Smalls did. And again, obviously, I couldn't be more biased. But yeah, I think it's an amazing story. It's an amazing, amazing American story. If, if we can be broad enough to consider that African American history is in fact American history, then this is among the best of them, in my view.
Phoebe Judge
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Criminal Podcast Episode Summary: "Robert Smalls"
Introduction In the February 7, 2025 episode of Criminal, hosted by Phoebe Judge and produced by the Vox Media Podcast Network, the story of Robert Smalls—a remarkable figure who defied the shackles of slavery to become a hero of the Civil War and a prominent politician during Reconstruction—is meticulously unraveled. This episode delves deep into Smalls' life, his audacious escape from slavery, and his enduring legacy, providing listeners with a comprehensive understanding of his profound impact on American history.
Early Life and Enslavement Robert Smalls was born into slavery in 1839 in Beaufort, South Carolina. His mother, Lydia Polite, was a domestic worker for the McKee family. Smalls' birth was marked by tragedy; his mother delivered him alone on the floor of a shack during a public hanging, an event that left an indelible mark on his early years (Michael Boulware Moore, [00:00]).
Family and Upbringing Smalls' upbringing was atypical for enslaved children. Unlike many of his peers who were abruptly separated from their families to work, Robert was fortunate to remain with his mother for a longer period. He and his mother worked in the expansive McKee household on Prince Street, residing in a modest shack behind the main house. This environment allowed Robert to benefit from his mother's nurturing and love, fostering his intelligence and precociousness. Phoebe Judge notes that Robert often rebelled against the oppressive rules imposed on enslaved people, expressing frustration over his inability to receive an education ([05:15]).
Life in Charleston and Slavery At the age of 12, in 1850, Robert was sent to Charleston, a bustling port city with a significant enslaved population. There, he took on various roles, including waiter, lamplighter, and stevedore. Despite the harsh conditions, Robert exhibited entrepreneurial spirit, saving his earnings to eventually buy his family's freedom. By the age of 17, he had managed to secure permission to marry Hannah, an enslaved woman, highlighting his commitment to family life despite systemic oppression.
Marriage and Family Robert Smalls married Hannah, and together they had two children: Elizabeth and Robert Jr. Their union symbolized hope and resilience, as Michael Boulware Moore shares stories of how their family dynamic fueled Robert's determination to seek freedom and protect his loved ones ([06:08]). The threat of family separation loomed large, motivating Robert to devise a plan to secure their liberty.
The Civil War and the Planter Escape With the onset of the Civil War in April 1861, Robert was compelled to serve on the Confederate ship Planter. Working initially as a deckhand and later as a wheelman, he observed the vulnerabilities of the Confederate officers who often left the ship unattended. This observation sparked the idea that would change his fate and that of his family ([14:14]).
The Escape Plan and Execution On May 12, 1862, Robert convened a secret meeting with the other enslaved crew members aboard the Planter. Together, they meticulously planned their escape, deciding to seize the ship and navigate it past Confederate defenses to reach Union lines. Key to their plan was impersonating the ship's captain, a risky but daring strategy. Smalls donned the captain's hat and overcoat, memorizing the officers' routines and signals to avoid suspicion.
As the Planter sailed out of Charleston harbor under the cover of night, Robert maintained composure despite the crew's fear. He successfully navigated the ship past Confederate guard boats and forts, ultimately raising the white flag of surrender to approach the Union blockade vessel, the USS Onward ([15:00]).
A poignant moment occurred when Smalls reportedly said to the captain of the Onward, “I'm delivering this war material, including these cannons. I think Uncle Abraham Lincoln can put them to good use” ([19:30]). This bold declaration not only secured their passage to freedom but also provided the Union with valuable resources for the war effort.
Aftermath and Impact Smalls' escape made national headlines, celebrating him as a hero in the North while inciting hostility in the South, where a bounty was placed on his head. His actions challenged prevailing racist narratives by demonstrating the strategic acumen and bravery of an African American man during the Civil War ([16:55]).
Post-War and Political Career Following his liberation, Robert Smalls met with President Abraham Lincoln, influencing the decision to allow African Americans to enlist in the Union Army. After the war, he returned to Beaufort, South Carolina, where he purchased the house on Prince Street—the very place where he had been enslaved. Smalls transitioned into a political career, serving in the South Carolina House of Representatives, the State Senate, and the U.S. House of Representatives. He was instrumental in establishing South Carolina’s public school system, one of the first in the nation ([23:36]).
Legacy and Reflection As Reconstruction ended and Jim Crow laws began to dismantle the gains made by African Americans, Smalls witnessed the erosion of civil rights. Despite these setbacks, his legacy as a pioneer for equality and justice endures. Michael Boulware Moore reflects on the profound personal impact of Smalls' story, describing May 13—the day of his escape—as his family's "personal Independence Day" ([29:30]). The episode underscores the importance of recognizing African American history as an integral part of American history, highlighting Robert Smalls as a figure of immense courage and resilience.
Conclusion The Criminal episode on Robert Smalls serves as a compelling narrative of bravery, ingenuity, and the relentless pursuit of freedom. Through detailed storytelling and personal reflections from Smalls' descendants, the episode not only honors his contributions but also challenges listeners to acknowledge the broader narratives often omitted from mainstream historical discourse. Robert Smalls' story is a testament to the enduring human spirit and the quest for justice, making it a pivotal chapter in the annals of American history.
Notable Quotes:
Attribution:
This detailed account not only brings to light the extraordinary life of Robert Smalls but also emphasizes the importance of inclusive historical narratives that honor the contributions of African Americans to the nation's development.