Lucky Me cover

Lucky Me

by Rich Paul With Jesse Washington

Making Your Own Luck from the Unthinkable

What would it take for you to turn the hardest thing you’ve ever lived through into your greatest professional edge? In Lucky Me, Rich Paul argues that the very forces that should have broken him—the crack era’s chaos in Cleveland, a mother he adored but often lost to addiction, and a childhood spent working a corner store lottery machine at age seven—became the precise training that later made him the most disruptive agent in basketball. Paul contends that “luck” is rarely random. It’s something you assemble—choice by choice—using street-taught rules about people, pressure, preparation, and purpose.

For Paul, the core claim is bold: the ghetto can be a brutal classroom, but it’s a classroom nevertheless. If you pay attention, it grants an unrivaled playbook for high-stakes decision-making, relationship management, and value creation. But to turn the wounds into wisdom, you have to own your story without romanticizing it, and convert survival skills into systems that uplift others. He shows you how those unwritten rules—learned behind a candy counter, a dice circle, and a padlocked speakeasy door—map directly onto boardrooms, negotiations, and brand-building.

What You’ll Learn in This Summary

You’ll see how Rich’s father, Big Rich, ran R&J Confectionary as a community nerve center—and as a leadership lab where a child learned math, risk, and character in real time. You’ll walk Cleveland’s East Side in the crack years, not as a spectacle but as context: redlining, disinvestment, and militarized policing that made neighborhoods feel like a warzone (a sobering echo of Ta-Nehisi Coates’s lens in Between the World and Me). You’ll learn how craps and tunk became crash courses in probability, composure, and leverage—skills Rich later used to outwait the Phoenix Suns in Eric Bledsoe’s negotiation and to build Klutch Sports against a white-shoe establishment.

You’ll also discover how style—down to a perfect jean crease or a well-timed sneaker switch—worked as armor, communication, and strategy, years before Paul consulted Tommy Hilfiger (compare with Jay-Z’s Decoded on the aesthetics of hustle). And you’ll see a pattern repeat: when Rich needed to pivot from danger, he did it by “going out the trunk”—selling Hardwood Classics jerseys hand-to-hand, then graduating to the manufacturing plug at Mitchell & Ness (a throughline readers of Phil Knight’s Shoe Dog will recognize).

Why It Matters for You

This isn’t a tale about beating the odds because of one famous friend. It’s a manual for converting constraint into capability. Paul shows you how to build an “ecosystem of empathy,” tell uncomfortable truths to power, neutralize anger under provocation, and turn showmanship into strategy without sacrificing integrity. He also exposes gatekeeping—epitomized by the short-lived “Rich Paul Rule” that required agents to have a college degree—and reframes credentials: experiences can be better than badges when you know how to use them (think Malcolm Gladwell’s Outliers, but with an underground syllabus).

Across the chapters, you’ll meet the rules—capital R—that governed life-and-death choices on St. Clair: “Take Care of Your People,” “Leave Nothing to Chance,” “Discipline Your Approach,” “Never Submit to Your Surroundings,” and more. You’ll see how those rules scale: from spotting dope fiends at the register to reading a room of billionaire owners; from giving a broke loser a “gapper” after a dice game to giving a client the uncomfortable advice nobody else will say; from ironing your jeans at six to ironing out contractual clauses at thirty-six.

Core Move

Transform survival lessons into leadership systems. Don’t glorify the pain, but don’t waste it either.

The Arc You’ll Follow

We’ll start inside the store that doubled as a school, then step onto blocks where gun smoke floated in daylight and baseball diamonds once drew whole neighborhoods. You’ll watch a kid become “the Kid” at a churchyard dice game; a teenager hit his ceiling on the court, get humbled, and choose to be a star in his role; a young man cross a moral line after his father dies, then claw back to purpose, hand-to-hand, jersey-to-jersey, until a Warren Moon throwback at an airport sets off a brotherhood with LeBron. Finally, we’ll track how Rich built Klutch by betting on the same rules that once kept him alive—and how you can apply them in your career, your family, and any room you hope to enter.


The Rules: An Unwritten Street MBA

Rich Paul frames his life as a curriculum—lessons paid for with fear, focus, and sometimes blood—that function like an unwritten MBA. Each “RULE” in the book is both survival code and business doctrine. When you read them as a system, you see a full operating manual for building trust, managing risk, and creating value.

Rule Callouts

“Take Care of Your People.” “Leave Nothing to Chance.” “Discipline Your Approach.” “Build an Ecosystem of Empathy.” “Understand the Whole Show.” “Focus Is Everything.” “Never Submit to Your Surroundings.” “Cheating Will Get You Killed.” “Be a Star in Your Role.”

Take Care of Your People

At seven, Rich ran the lottery machine and stocked candy at R&J Confectionary. He watched his father front groceries, advance eggs “on a slip,” and pay a neighbor named Sam to deliver lunch so Sam could keep his dignity. When Rich bought a second order of McNuggets for a classmate named Thomas who smelled of neglect, Big Rich said, “That’s how you do it.” Today, Paul applies the same logic for clients: don’t feed egos; feed needs. That could mean a school decision, a prenup conversation, or a nutrition plan nobody else is honest enough to push.

Leave Nothing to Chance

Craps taught him to calculate odds and manage emotion. He learned to “bear down on a four”—the hardest point to hit—through method, not magic: align the dice, choose the “Hudson” or “pad roll,” and control velocity. Later, that exact calm under uncertainty powered his first big negotiation: he told Eric Bledsoe to turn down $28M, then $48M, and wait. As other guards signed, leverage accrued. Bledsoe signed for 5 years and $70M. (For a decision-science echo, see Annie Duke’s Thinking in Bets.)

Discipline Your Approach

Discipline showed up in small things first: ironing jeans at dawn until the crease aligned with the seam; leaving the video game at 7:35 to get to school; counting change without a calculator. It became a posture toward life—arrive early, say thank you to the towel guy, watch film when the club is calling. Paul’s warning is blunt: “Every day you show up undisciplined, you move closer to failure.”

Understand the Whole Show

Big Rich could let a dangerous neighbor, Slim Black, take a 40 oz. on credit—and in the same breath set a boundary: “This the last until you pay me.” That two-step—defuse, then define—taught Rich how to read rooms from street corners to Hollywood boardrooms. He says business is full of “dangerous” people too—not for your body, but your future. Don’t blink. Sequence your moves.

Cheating Will Get You Killed

On the block, cheating ends relationships—or lives. In the league, the stakes are different but the principle holds. When rivals whisper lies to poach a client, Paul refuses to reciprocate. He counters with value and truth. (Compare with Jay-Z’s Decoded: a code is only as strong as your willingness to keep it when it costs you.)

Be a Star in Your Role

Humbled in varsity hoops, Rich learned to love contribution over attention. He practiced hard, hit shots off the bench, and won with team GPA ~3.6. That humility later became a superpower: work behind the scenes, build leverage, and let the players shine. For your career, this translates to: master the small, unglamorous jobs that make big wins inevitable.

(Note: Tara Westover’s Educated also reframes hard upbringings as unconventional schooling; Lucky Me adds a code-of-ethics dimension shaped by community survival.)


Peaches and Big Rich: Hard Love, Real Love

You don’t pick the parents who teach you how to see. Rich’s life is defined by the tension and tenderness between his mother, Peaches—a magnetic hustler whose addiction stole her—and his father, Big Rich, a principled store owner who became a neighborhood patriarch. Together, they taught Rich the paradox of love without “I love yous.”

A Father Who Prepared, Not Coddled

Big Rich opened the store at 6 a.m., wore slacks and gators, and let his son run the register and lottery at age seven. He saved $25,000 cash—partly by “hitting a number”—to buy his building when banks wouldn’t lend to Black men. He used quiet moments to teach: how to spot a dope fiend, why you buy pineapple Now & Laters if that’s what sells, why you never show a full roll of cash. He was tenderness in the form of trust and time. When Rich tried to flunk out of Benedictine, Dad slid the armrest to reveal the .38 and told a Marvin Gaye story—then said, “Disrespect me, I’ll take you out.” The message beneath the menace: your life matters too much to waste.

A Mother Who Was Present Even in Absence

Peaches could light a kitchen with Anita Baker on the stereo and shrimp in the pan—and disappear for days. She sold dinners and clothes, held her head high, and taught her kids to give away what they couldn’t wear. Rich remembers the Crown Royal bag with paraphernalia, the roaches in a bare apartment, and the day he placed a Romanburger, Pepsi, and all his last $40 at her feet. He learned empathy, not excuses. Later, when he stopped her from tearing up the store and handed her cash, something broke in him—and reset. He would love her and protect his boundaries at once.

Two Kinds of Provision

Big Rich provided stability and standards. Peaches provided warmth and a window into human need. Together, they made Rich bilingual—in strength and softness.

The Store as School and Sanctuary

R&J Confectionary was a credit union, after-hours joint, food pantry, and safe zone. Rich watched Big Rich treat hustlers and schoolteachers with the same straightforward respect. He learned to deliver truth without theater, yank kids off arcade games at 7:35, and pose the question that disarms: “Which one you want, the bat or the gat?” It was deterrence in service of order, not ego. From behind that counter, Rich studied people the way an analyst studies tape.

Love Without Words, Care Without Performance

“No ‘I love yous’” became Rich’s adult ethic: love is attention, honesty, and accountability. That’s why as an agent, he’s often the only one in a star’s circle who says what actually helps. It also explains his struggle with vulnerability—when a partner once asked simple questions about his brother, he shut down reflexively. Recognizing that reflex is part of his ongoing work. (Ryan Holiday’s Discipline Is Destiny echoes this idea: mastery over self is the prerequisite to care for others.)

Ultimately, Peaches does return, meets her granddaughter Reonna, and reclaims pieces of a life. Rich rides a championship parade float with her and the kids, then loses her at sixty-one. In the epilogue, he speaks to her: you didn’t ruin me; the same forces that took you shaped me—and I love you whole.


Dice and Decisions Under Pressure

When life feels like a loaded game, you can still win by how you play. Dice are the book’s most potent metaphor and training ground. In Cleveland alleyways, churchyards on 105th, and the famed backroom at a Sunoco run by an OG named Noah, Rich learned probability, psychology, and poise—the exact triad most careers never formally teach.

From Basics to Mastery

At six, he absorbed craps: win on 7/11, lose on 2/3/12, establish and hit your point. He learned side-bets—calling a nine-five because the side faces made it possible—and the difference between hot streaks and real edges. Technique mattered: a “Hudson” (one die atop another, soft spin) versus “pad roll.” Later, when three-dice cee-lo dominated, variables multiplied, and so did the need to restrain impulse.

Bearing Down vs. Hully Gully

“Hully Gully” is the amateur’s throw—no control, all vibes. Bearing down is the pro’s—align the fours on top if you need an eight, control the spin, manage your breath, and ignore the taunts at your ear. That ability to lock in when stakes rise is why Paul never celebrates a deal: the next throw is already in motion. (In performance science, this mirrors the shift from arousal to focus that elite athletes cultivate.)

Gappers and Gamesmanship

Street professionalism includes magnanimity. Beat a sore loser out of $10,000? Hand him $1,500 “gapper” and walk. You keep him playing, keep the peace, and avoid provoking violence. It’s social risk management—very similar to leaving something on the table in a tense deal so the other side can explain the outcome at home.

The $25,000 Near-Collapse

At Noah’s backroom, Rich chased while down $25,000—money earmarked to re-up. Out of control for once, he finally handed the dice to Duck, who hit “big sixes” and dragged them back to even. Shame, relief, and a sober lesson followed: build rules that stop you before tilt. Later, when a police K9 sniffed over his unlocked Camry and—miraculously—didn’t bark, he read the moment as a second warning: exit this game before it exits you.

From Dice to Deals

Eric Bledsoe’s restricted free agency in 2014 was a craps table with different chips. Rich understood leverage cycles (other guards already signing), calendars (Jewish holidays affecting Suns owner Robert Sarver’s responsiveness), and signals (Flip Saunders praising Bledsoe’s max value in the press). He bore down, said no to $48M, then $60M, then yes at $70M. The dice didn’t decide; preparation did.

If you operate in high-variance fields—sales, startups, creative industries—borrow Rich’s rules: define tilt-stops, codify process, and add “gappers” to your repertoire so relationships survive hard wins.


Style as Armor, Signal, and Strategy

Clothes aren’t decoration in Lucky Me; they are a language. As a kid with a melted Richie Rich sweater and Jordan 4s perfectly laced, Rich discovered that style could soothe pain, command respect, and even become a business model. Later, it turned into a brand strategy—one that took him from ironing in grandma’s house to consulting Tommy Hilfiger.

Armor Against Chaos

When violence became background noise and Peaches might vanish for weeks, a pristine crease and an intentional outfit gave Rich control over one corner of his world. Pressing jeans from the hem up so the seam and crease aligned wasn’t vanity; it was a ritual of order. On the court, he learned that showmanship matters when grounded in substance: in a city-title game he switched Jordans at halftime (white to black 8s), then dropped 20 and MVP. Presentation amplified performance—never replacing it.

Signaling Values

He dressed to show care and character, not cost. On visits to a girlfriend’s family, preppy moccasins and a hockey jersey said, “I respect your house and myself.” Influences like his friend Mike Ivey and an older hustler named Press expanded his taste. When Rich asked why Press drove a Honda instead of a Benz, Press said, “If I can’t buy what I really want—a Bentley—I won’t waste on the in-between.” That’s capital allocation doctrine disguised as drip.

Out the Trunk: From Aesthetic to Enterprise

A chance stop at the NBA Store led him to Hardwood Classics throwbacks—Bill Russell’s Celtics, Elgin Baylor’s Lakers, Oscar Robertson’s Bucks. He wore them in Cleveland and demand exploded. He called an Atlanta shop, Distant Replays, and its owner Andy Hyman cut him 40% off if he’d work the floor one weekend a month. Rich humbled himself, ran the register, learned inventory, and took twenty to thirty jerseys home each trip, selling them for full retail out of a Toyota Camry. Demand was less dangerous than dope and more scalable than dice. He sold to Browns fullback Corey Fuller and a young CC Sabathia; eventually Andy introduced him to the manufacturer—Peter Capolino at Mitchell & Ness. He had the plug.

From Fashion to Positioning

Years later, he sat with Tommy Hilfiger to advise on what made brands hot with young consumers. The kid who maxed grandma’s Dillard’s card for Benedictine’s dress code now set taste for an industry. Lesson for you: your “hobby” can be a strategic beachhead—if you submit to apprenticeship, learn the supply chain, and sell hand-to-hand until the market speaks. (Phil Knight’s Shoe Dog is the corporate version of the same grind.)

And yes, a jersey at an airport mattered—but not because LeBron liked Warren Moon. It mattered because Rich’s whole way of carrying himself—respectful, resourceful, already moving—gave that brief encounter gravity. Style signaled substance.


From Streets to Klutch: Purpose Over Permission

Gatekeepers prefer resumes to lived experience. Lucky Me is a counter-manual for building without permission—then using power with purpose. It traces how Rich stepped over lines he swore he wouldn’t cross, then built pathways to step back, and finally turned his code into a company that reshaped an industry.

Crossing and Returning

After Big Rich died at fifty-three, Rich lasted ten days before he bought cocaine in a grocery store parking lot. He rationalized it as “pressing”—be a man, take control. He also suffered: a $250,000 snake job, the K9 who didn’t bark, the grind of living one bad day away from prison. A stranger in a trench coat told him outside the Cleveland Deli, “Your life is about to change for the better,” then vanished. Whether angel or coincidence, Rich heard the same message his near-misses repeated: find an out. The jersey hustle became a bridge.

A Brotherhood, Not a Transaction

At the Akron airport in 2001, a teenager in a Vick replica asked, “What kind of jersey is that?”—and introduced himself: “I’m LeBron.” In Atlanta they hung out, then back home Bron and his guys started coming by Rich’s house to talk about life. Months later, a $48,000-a-year check from “King James, Inc.” arrived even before a formal role existed. “I don’t know yet,” Bron said. “I just know I need you around.” Brotherhood came first; business followed.

Building Klutch, Betting the Rules

Rich apprenticed inside the NBA’s agency ecosystem, learned sneaker-business incentives, and launched Klutch in 2012. People sneered—“just LeBron’s friend”—and, in 2019, the NCAA briefly codified that sneer with a rule requiring a college degree to represent pre-draft players (dubbed the “Rich Paul Rule”). He didn’t flinch. He doubled down on the same street-bred comparative advantage: tell clients the hard truth; build leverage patiently; out-care and out-prepare rivals. Results spoke: 150+ athletes, coaches, and execs; more than $3B in contracts; first deals that weren’t the biggest—but were the smartest.

Purpose Over Permission

Paul argues your worst experiences can be your best credential—if you translate them into systems that serve others. He brings more than deal skills into rooms; he brings a moral imagination: helping players choose schools, navigate love and money, and push for equity. The point isn’t to beat gatekeepers at their game; it’s to change what the game values. (Michael Lewis’s The Blind Side shows how traditional systems miss what actually moves outcomes; Lucky Me shows how to build the system you wish existed.)

Ultimately, Paul’s thesis for you is simple and demanding: don’t wait for permission. Build credibility in public, apply your rules consistently, and turn every win into a wider opening for the next person. Make your luck—and make it mean something.

Dig Deeper

Get personalized prompts to apply these lessons to your life and deepen your understanding.

Go Deeper

Get the Full Experience

Download Insight Books for AI-powered reflections, quizzes, and more.