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How to Succeed in Business Without Really Crying

Lessons From a Life in Comedy

3.4 (809 ratings)
16 minutes read | Text | 9 key ideas
Carol Leifer faces the paradox of breaking into comedy's male-dominated sphere and triumphs with her unique blend of humor and tenacity. As a trailblazer in television, her impressive career spans iconic shows like Saturday Night Live, Seinfeld, and Modern Family. This captivating memoir not only chronicles her three-decade rise in showbiz but also delivers wit-infused guidance for anyone navigating their professional path. Through a tapestry of personal stories and hard-won insights, Leifer shares strategies for success and resilience, encouraging readers to boldly chase their ambitions. Whether you aim to conquer entertainment or excel in any field, her tales of unlocking doors—with humor or a metaphorical sledgehammer—offer inspiration and laughter in equal measure.

Categories

Business, Nonfiction, Biography, Memoir, Audiobook, Essays, Adult, Biography Memoir, Humor, Comedy

Content Type

Book

Binding

Hardcover

Year

2014

Publisher

Quirk Books

Language

English

ASIN

159474677X

ISBN

159474677X

ISBN13

9781594746772

File Download

PDF | EPUB

How to Succeed in Business Without Really Crying Plot Summary

Introduction

Carol Leifer's journey from a Long Island teenager watching comedy greats on The Ed Sullivan Show to writing for television's most beloved sitcoms represents more than just personal success—it embodies the transformation of American comedy itself. Starting as one of the few women in 1970s stand-up comedy clubs, she carved out a distinctive voice in an overwhelmingly male industry, eventually becoming a writer and producer on iconic shows like Seinfeld and Saturday Night Live. Her career spans nearly four decades of entertainment history, from the intimate comedy clubs of New York to the writers' rooms of Hollywood's biggest hits. What makes Leifer's story particularly compelling is how she turned potential disadvantages into strategic advantages, whether navigating rejection, building professional relationships, or maintaining authenticity in a business known for compromise. Through her experiences, readers discover timeless principles about perseverance in competitive environments, the art of transforming setbacks into opportunities, and the importance of finding mentors while becoming one yourself. Her perspective offers invaluable insights into creative collaboration, professional resilience, and the delicate balance between ambition and integrity that defines sustainable success in any field.

Chapter 1: Early Years: Finding Her Comedy Voice

Carol Leifer's comedic destiny was shaped long before she ever stepped onto a stage. Growing up in East Williston, Long Island, in a household where comedy records played constantly and laughter was the family currency, she absorbed the rhythms and sensibilities that would later define her career. Her father Seymour, an optometrist with impeccable timing, remains the funniest person she ever knew, while her mother Anna instilled an unshakeable confidence that gender would never limit her daughter's possibilities. The Leifer household was essentially a comedy academy. Classic albums by Mel Brooks and Carl Reiner's "2000 Year Old Man," along with performances by Jackie Mason and George Carlin on television, provided Carol's early education in comedic craft. This wasn't passive consumption—the family could recite entire routines verbatim, creating an environment where comedy was both entertainment and art form. Such immersion taught her that humor wasn't just about getting laughs; it was about connecting with audiences through shared human experiences. Even as a teenager, Carol displayed the entrepreneurial spirit that would serve her throughout her career. She organized neighborhood shows, selling tickets door-to-door and winning camp awards for her performances. These early experiences taught her that making people laugh required both natural talent and deliberate effort. More importantly, they revealed that audiences would pay for quality entertainment—a lesson that shaped her professional approach decades later. The transition from comedy fan to comedy practitioner happened during college, when she met Paul Reiser and discovered the world of New York's emerging stand-up scene. Her first auditions at legendary clubs like Catch a Rising Star and the Comic Strip, emceed by then-unknown comedians Jerry Seinfeld and Larry David, marked the beginning of relationships that would define her career. The decision to transfer schools and pursue comedy seriously, fully supported by her parents, demonstrated the kind of bold career moves that separate dreamers from doers.

Chapter 2: Breaking Into Stand-Up: Courage and Persistence

The comedy club circuit of the late 1970s was unforgiving territory for anyone, but especially challenging for women. Carol entered a world where female comedians were often treated as novelty acts—"the singer, then the ventriloquist, then the chick"—rather than legitimate performers. Yet this marginalization, paradoxically, became her first professional advantage. Club owners needed variety in their lineups, which meant more stage time for the few women brave enough to pursue stand-up comedy. Stage time was everything for developing comedians, and Carol maximized every opportunity. The simple process of showing up each afternoon to draw a number for that night's lineup taught her that success often came down to basic persistence. While other aspiring performers waited for perfect opportunities, she embraced the democratic nature of comedy clubs—anyone could get onstage, but only those who consistently delivered would survive. Her early material drew heavily from distinctly female perspectives, giving audiences viewpoints rarely expressed in comedy. Jokes about dating behavior, social expectations, and everyday experiences that resonated with half the audience helped establish her unique voice. This wasn't accident but strategy—recognizing that her different perspective was actually a competitive advantage rather than a liability. The financial realities were harsh. Five-dollar payments barely covered cab fare, necessitating creative day jobs and careful budgeting. Yet these constraints forced important lessons about the business side of entertainment. Learning to supplement performance income with compatible work, managing unpredictable schedules, and maintaining motivation despite minimal immediate rewards built the foundation for later entrepreneurial ventures. Most crucially, Carol learned that bombing was part of the education, not evidence of failure. Sets so quiet that "a yoga class broke out" taught resilience and the importance of reading audiences. Each disaster became data for improvement, while successful nights reinforced what worked. This analytical approach to performance, treating both success and failure as learning opportunities, distinguished her from comedians who relied solely on natural talent.

Chapter 3: Television Success: Writing for Seinfeld

Joining the Seinfeld writing staff represented both the culmination of Carol's performing experience and the beginning of her most significant professional chapter. The show's unique approach—hiring stand-up comedians with no traditional sitcom experience—created an environment where her comedy club background became an asset rather than a limitation. Larry David and Jerry Seinfeld specifically sought writers who could bring fresh perspectives unburdened by television conventions. The show's famous "no story room" policy meant individual writers had to pitch complete ideas before being assigned scripts. This system, intimidating to many experienced television writers, suited Carol perfectly. Her stand-up training had taught her to distill complex observations into concise, compelling presentations. The rule that successful pitches required just one or two sentences ending with big laughs from Larry and Jerry paralleled the economy of language essential to effective jokes. Carol's female perspective proved invaluable in a writers' room dominated by men. Episodes about nail salon paranoia, department store mirrors, and dating dynamics drew from experiences her male colleagues couldn't access. Ideas like having George hire a lip-reading woman to spy on his ex-girlfriend emerged from her unique viewpoint on relationships and social dynamics. These contributions weren't tokens but genuine expansions of the show's comedic universe. The collaborative process at Seinfeld taught essential lessons about creative partnerships. Watching Larry and Jerry rewrite every script showed how great ideas could be refined into brilliant execution. Rather than feeling diminished by their revisions, Carol studied their changes to understand what made comedy work at the highest level. This mentorship-through-revision became a masterclass in comedic writing that informed her approach to all subsequent projects. Working on television's eventual number-one comedy provided insights into the business of entertainment that pure performing never could. From casting to editing to final sound mixing, Carol learned every aspect of television production. This comprehensive education, combined with the show's massive success, established her as a versatile creative professional capable of contributing far beyond her original role as a performer.

Chapter 4: Career Evolution and Diversification

The transition from performer to writer-producer required Carol to reimagine her professional identity while maintaining the core skills that had brought her initial success. Rather than abandoning stand-up comedy entirely, she used her performing background as a foundation for expanding into new areas. This strategic diversification protected her from the inevitable ups and downs of any single entertainment sector while building a more sustainable career portfolio. Her father's advice to "diversify" when offered the Saturday Night Live writing position proved prescient. Though initially disappointed not to land a performing role, Carol discovered that writing opened doors that pure performance might never have accessed. The discipline of creating material for others, understanding different comedic voices, and working within collaborative structures became essential skills for television success. The entertainment industry's project-based nature meant constant career reinvention. Between television seasons, during show hiatuses, and when series ended, Carol had to continuously generate new opportunities. This uncertainty, while stressful, forced the kind of entrepreneurial thinking that many traditional employees never develop. Learning to market herself, maintain professional relationships during idle periods, and pursue multiple opportunities simultaneously became crucial survival skills. Each new project brought different challenges and learning opportunities. Writing for variety shows required different skills than situation comedies. Corporate speaking engagements demanded yet another set of abilities. Rather than viewing these as distractions from her "real" career, Carol embraced each as opportunities to grow professionally while building a more robust business foundation. The key insight was that different entertainment sectors, while seeming separate, actually reinforced each other. Stand-up comedy kept her performing skills sharp and provided material for writing projects. Television writing enhanced her understanding of comedic structure, improving her stand-up performances. Corporate work developed business skills applicable to all entertainment ventures. This synergy between different professional activities created a career greater than the sum of its individual parts.

Chapter 5: Leadership Lessons: Being the Boss

Creating and starring in her own sitcom "Alright Already" marked Carol's transition from employee to employer, bringing new responsibilities and revealing important truths about leadership. The experience of being the person others looked to for direction, while simultaneously performing and maintaining creative vision, required skills that no amount of working for others had fully prepared her for. Her parents provided the best examples of effective leadership through their own professional practices. Her father's optometry practice demonstrated how treating customers like family, maintaining consistent standards, and being the first to arrive and last to leave created loyalty and respect. Her mother's psychology practice showed how intellectual rigor combined with genuine care for others could build lasting professional relationships. The entertainment industry's collaborative nature demanded a particular kind of leadership—one that could inspire creativity while maintaining practical constraints of budgets, schedules, and network requirements. Carol learned that being a good boss meant creating environments where talented people could do their best work, not trying to control every detail of the creative process. Managing creative personalities required different skills than managing other types of employees. Writers, actors, and crew members often brought significant egos and artistic temperaments to their work. Effective leadership meant channeling these energies productively rather than suppressing them. The ability to give constructive criticism while maintaining morale became essential for keeping productions on track. The "fish stinks from the head down" principle her father taught her proved especially relevant in entertainment, where a star's or showrunner's attitude quickly permeated entire productions. Maintaining professionalism, treating all team members with respect regardless of their position, and demonstrating the work ethic she expected from others became foundations of her leadership approach.

Chapter 6: Handling Rejection and Embracing Failure

The entertainment industry's culture of constant rejection taught Carol that professional disappointment was not personal failure but simply business reality. Learning to separate her self-worth from professional setbacks became crucial for maintaining the emotional resilience necessary for a sustained career in comedy and television. Her early experiences with television auditions, particularly the frustrating eleven-year journey to appear on The Tonight Show with Johnny Carson, demonstrated that persistence often mattered more than immediate acceptance. Each rejection provided information about what wasn't working while building the emotional calluses necessary for surviving in a business where "no" was heard far more often than "yes." The key insight was that failure could be transformed into opportunity with the right attitude and strategic thinking. When fired from Celebrity Apprentice in the humiliating position of being first eliminated, Carol turned potential disaster into victory by securing a charitable donation for her cause. This example illustrated how creative thinking and bold action could salvage something valuable from even the most disappointing situations. Understanding that rejection often had nothing to do with merit helped maintain perspective during difficult periods. Network executives, casting directors, and producers made decisions based on numerous factors beyond talent—market conditions, personal preferences, political considerations, and pure chance all influenced outcomes. Recognizing these realities prevented the kind of bitter cynicism that destroyed many otherwise talented performers. The most successful response to professional disappointment was immediate action toward the next opportunity. Rather than dwelling on what went wrong or seeking explanations for rejection, Carol learned to channel disappointment into motivation for pursuing new projects. This forward momentum prevented the kind of professional paralysis that could end careers during inevitable rough patches.

Chapter 7: The Work Ethic Behind the Laughs

The misconception that comedy was somehow easier than "real" work dissolved quickly for anyone who seriously pursued entertainment as a career. Carol's experience revealed that sustained success required the same dedication, discipline, and continuous improvement expected in any demanding profession, combined with the additional challenges of irregular income, public scrutiny, and constant competition. Daily practice remained essential even after achieving recognition. Stand-up comedians never stopped writing new material, testing jokes, and refining their craft. Television writers continually studied successful shows, developed new series concepts, and maintained relationships with industry professionals. The idea that talent alone was sufficient for long-term success proved naive in an industry where talented people vastly outnumbered available opportunities. The entertainment business demanded a particular kind of work ethic—one that combined creative inspiration with practical business sense. Successful performers learned to treat their careers as businesses, understanding contracts, managing finances, and building professional networks. Creative work required the same strategic thinking and long-term planning as any entrepreneurial venture. Physical and mental health became crucial for sustaining demanding schedules and high-pressure situations. Regular exercise, proper nutrition, and stress management weren't luxuries but necessities for maintaining the energy required for creative work. The party lifestyle associated with entertainment proved counterproductive for professionals serious about building lasting careers. The most important realization was that loving your work made intensive effort feel sustainable rather than burdensome. When the daily activities required for professional success aligned with personal passion, the "work" became its own reward. This alignment between personal fulfillment and professional demands created the foundation for careers that could be maintained over decades rather than just a few successful years.

Summary

Carol Leifer's remarkable journey from Long Island teenager to television comedy icon demonstrates that sustainable success comes not from avoiding challenges but from transforming them into strategic advantages. Her ability to turn gender discrimination into opportunity, rejection into motivation, and professional setbacks into learning experiences reveals the mindset necessary for thriving in competitive creative industries. The most valuable lesson from her career may be the importance of persistence combined with adaptability—knowing when to stay the course and when to pivot toward new opportunities. Her willingness to evolve from performer to writer to producer to author shows how professional growth requires continuous reinvention while maintaining core strengths. Anyone pursuing ambitious goals can learn from her example of building careers through daily discipline, strategic relationship-building, and the courage to pursue opportunities even when success seems uncertain.

Best Quote

“There’s no predicting which encounters will be the ones that take your career to a new and interesting place. So always be social. Get up and go across a room to say hi. Great things can result. Even if all you get out of it is a cool conversation, it’s worth doing.” ― Carol Leifer, How to Succeed in Business Without Really Crying: Lessons From a Life in Comedy

Review Summary

Strengths: The book offers valuable career and inspirational advice, particularly for those interested in the comedy and entertainment industry. It is described as an interesting and solid read, combining memoir elements with self-help guidance. The writing is engaging enough to maintain the reader's interest throughout. Weaknesses: The book is not as humorous as the promotional material suggests, and the comedic rhythm takes time to develop. The connection between Leifer's life and broader business principles is not strongly established, limiting its applicability beyond the entertainment sector. Overall: The reader finds the book to be a worthwhile, albeit not hilarious, read that provides insightful advice. It is recommended as a light, engaging read, particularly suitable as a gift for graduates, though it may require context for younger audiences unfamiliar with Leifer's work.

About Author

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Carol Leifer Avatar

Carol Leifer

Leifer delves into the intricacies of personal identity and cultural experiences through her distinct comedic lens. Her work often navigates themes of Jewish ancestry, LGBTQ+ identity, and family dynamics, allowing her to create relatable yet thought-provoking content. Known for her observational humor that intertwines personal anecdotes with broader social commentary, she provides audiences with both entertainment and a nuanced perspective on contemporary issues. Her writing, particularly in shows like "Seinfeld" and "The Larry Sanders Show", has cemented her place as a pioneering figure in television comedy.\n\nWith a career spanning over four decades, Leifer's contributions extend beyond writing, as she has also made significant impacts as a performer and producer. Her achievements include winning both an Emmy and a Golden Globe for her work on "Hacks", a testament to her creative prowess. Meanwhile, her literary ventures, such as the book co-written with Rick Mitchell, "How to Write a Funny Speech for a Wedding, Bar Mitzvah, Graduation & Every Other Event You Didn’t Want to Go to in the First Place", offer valuable insights into crafting humor for various occasions. Through these multifaceted roles, she engages a diverse audience, resonating with those interested in cultural narratives and comedic innovation.\n\nReaders and viewers alike benefit from Leifer's work, gaining access to a unique blend of humor and depth that challenges societal norms while celebrating individuality. Her bio reflects a career built on breaking barriers and redefining the scope of comedy, making her a vital voice in the industry. As both an author and a comedian, her contributions continue to inspire and entertain, demonstrating the power of humor as a tool for cultural exploration and personal expression.

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