You know how everyone's talking about AI and technology these days? Well, Monte Wood and Nicole F. Roberts are here with something refreshingly human - a book about generosity. But hold on, this isn't your typical "be kind, give money" story. They're redefining generosity as any act of kindness where you help someone without expecting them to return the favor.
The book follows Emily (she's fictional, but stick with us) as she chats with real successful people about generosity. These folks reveal that being generous actually makes their own lives better! And the authors make a brilliant point: knowing that you'll benefit from being generous doesn't make you selfish - it makes you smart. It's like finding out that your favorite dessert is actually good for your health!
Speaking of health, the book couldn't have come at a better time. In 2023, the U.S. Surgeon General announced we're facing a loneliness crisis (thanks a lot, COVID). And here's where it gets all the relatable - Wood and Roberts show it is generosity that could be our ticket out of this mess. Fun fact: humans are the only creatures who help complete strangers. Take that, ChatGPT!
For all the "where's the proof" people, science is backing everything up. The authors present research that proves their points. They cover everything from teaching kids about generosity to showing professionals how being generous can boost their careers.
Their challenge at the end is brilliantly simple: do one generous thing each day for thirty days and write it down. Think of it as a fun experiment - like testing if you really can make your life better by helping others.
Bottom line? "Generosity Wins" isn't trying to turn you into a saint - it's showing you how being generous is actually a pretty smart move for your own success. In a world where machines are getting better at almost everything, they remind us that being genuinely kind to others is our secret weapon. Now that's what we call a superpower worth having!
The Generosity Journey Begins
Ever had your world turned upside down right when you thought you were crushing it? That's exactly what happened to Emily Gardner, the whip-smart manager of Pinafore Global's San Diego hotel. She walked into her review meeting expecting high fives for boosting profits, only to get the corporate equivalent of "we need to talk."Her boss Don Jenkins, a mentor who'd championed her career from day one, dropped quite the bombshell. All those cost-cutting moves she was so proud of - saying goodbye to turndown service, trimming housekeeping staff, reducing concierge hours? Not exactly winning her any points at Pinafore. Ouch. But Don wasn't mad about what Emily did - he was concerned about who she'd become. He reminded her of the time she helicoptered some guests to their missed cruise ship (yes, actually arranged a helicopter!), and when she tracked down a guest's winter coat in Mongolia. This was the Emily he knew - someone who went above and beyond, not someone who just slashed budgets.Instead of showing her the door, Don came up with something totally different: a six-month adventure meeting leaders who've mastered the art of being generous while building successful businesses. The cherry on top? A shot at becoming Pinafore's first-ever Chief Generosity Officer. Pretty cool title, right?Sure, Emily thought it was a fancy way of pushing her out at first. But when Don pulled out her old mission statement from her intern days - full of dreams about creating amazing experiences for travelers - something clicked. Maybe she had wandered off course a bit.So what did our skeptical hotel manager do? She dove into research about generosity, and boy, was she surprised. Studies showing it makes you healthier? Check. Yale's most popular class being about happiness and giving? You bet. Business bigwigs talking about how generosity leads to success? That too. The best part? Emily set out on this journey by being generous to herself - something she hadn't done in years. After a day of research and exercise, she did the unthinkable for a workaholic: took an afternoon nap. Small step for Emily, giant leap for her perspective on what really matters in business and life.Now, if you're sitting there thinking about your own workplace decisions, Emily's story might hit close to home. Can you boost the bottom line while still keeping your heart in the game? According to Don and Pinafore Global, that's not...
Two Roads to Understanding Generosity
Emily's journey into understanding generosity takes her down two fascinating paths - one through the corporate halls of Denver with Will Little, and another through the scientific corridors near Chicago with Beth McQuiston.Her Denver experience starts with unexpected touches of generosity - a first-class flight upgrade, a personal greeter, and a private town car. These gestures set the stage for her meeting with Will Little, a dynamic executive at Shea Properties who believes generosity goes far beyond writing cheques. For Little, true generosity requires emotional investment and time. He demonstrates this philosophy right in his office setup - senior executives like himself take windowless offices so younger team members can enjoy natural light and views. It's a small but powerful example of putting others first.Little's personal life reinforces his generous outlook. His story about marrying Sara, a single mother of four children, showcases how generosity transformed his life. Despite his initial reservations about marriage after a previous relationship, Sara's selfless nature - managing to raise four children in expensive Aspen while still finding time for charity work - showed him a different way of living.The scientific side of generosity unfolds in Beth McQuiston's office near Chicago. A neurologist who started as a nutritionist, McQuiston explains how generosity literally lights up our brains. She breaks down complex concepts into digestible bits - describing how dopamine (the feel-good chemical) spikes when we're generous, and how oxytocin (the love hormone) flows when we help others. These aren't just nice feelings - they translate into real health benefits, from lower blood pressure to reduced stress levels.McQuiston practices what she preaches, particularly in mentoring. She creates chains of generosity by having college interns mentor high school students, building a network of support that benefits everyone involved. Her approach to workplace positivity includes practical tips like her "mental weeds" concept - actively removing negative thoughts just as you'd pull weeds from a garden.Both perspectives show Emily that generosity isn't just a nice-to-have quality - it's a practical tool for building better businesses and healthier lives. Little's corporate success stems from putting others first, while McQuiston's scientific insights prove that being generous actually makes us feel better physically and mentally.Emily puts these lessons to immediate use when stuck in Chicago traffic after her meeting with McQuiston. Instead of getting frustrated, she chooses to reframe the situation positively - a small but significant step in her growing understanding...
Generosity Spreads
In her journey exploring generosity, Emily's next stop takes her to Columbus, Ohio. There, Jack Pannell, who transformed education through the Baltimore Collegiate School for Boys, showed Emily how generosity starts with genuine care for others. As someone who grew up in a home where the dinner table welcomed strangers and conversations flowed freely, Pannell carried this spirit of openness into his work. His father's example of being the go-to person for community problems, even getting calls at 2 AM to help teens in trouble, taught him, and then Emily, and all of us, that generosity means being there for others. At Baltimore Collegiate School for Boys, he built an environment where the motto "Whatever hurts my brother hurts me; whatever helps my brother helps me" wasn't just words on a wall - it became a way of life that students carried into their communities.This lesson in selfless service is something that matches to Sherrie Beckstead's perspective in Washington DC. Over tea at the historic Willard Hotel, Beckstead shared with Emily how true generosity emerged from her experience of loss. After losing her husband Sid during COVID-19, she witnessed extraordinary generosity from medical staff who stayed at hospitals, separated from their own families, to care for patients. This showed her that generosity often means personal sacrifice for others' wellbeing.Mike Kaplan, a skiing enthusiast turned business leader, embodies a different kind of generosity - one built on servant leadership. Under his guidance, SkiCo executives don't just direct from behind desks; they wash dishes alongside kitchen staff and help make beds with housekeepers. This hands-on approach isn't just for show. When the pandemic hit and employees were furloughed, SkiCo set up food pantries and kept grooming ski slopes so locals could ski for free, demonstrating how corporate generosity can adapt to challenging times.The pattern is clear: genuine generosity, starting with one person or action, multiplies naturally. In Pannell's schools, students who experienced support became mentors themselves. Beckstead channeled the understanding she received from the hospital staff into her philanthropic work, creating initiatives that built trust across diverse communities. Kaplan's business practices proved that treating employees generously led to better customer experiences and stronger community bonds.What made these leaders' approaches powerful was their focus on authentic giving without expectation of return. They showed Emily that true generosity isn't transactional - it's transformational. When people give freely of their time, energy, and resources, they...
The Science and Soul of Giving
Dr. Ayman El-Mohandes, dean at The City University of New York, brings a cultural dimension to generosity through his art-filled office and rich life experiences. Growing up in Egypt with physician parents who gave endlessly of themselves, he witnessed generosity as a social contract - the wealthy were expected to care for those with less. His mother, a pioneering pediatric neurologist, and his aunt, dubbed "the Egyptian Muslim Nun," showed him how direct service could transform lives. One touching example was a man with polio whose life changed because El-Mohandes' aunt convinced his family to give him more opportunities, not less. This cultural foundation shaped his approach to institutional leadership. At CUNY, he focuses on appreciating students and building trust. During COVID-19, when students struggled with tuition, his team raised funds to help them graduate. One student's story particularly stands out - despite facing homelessness and paying for a roommate's burial, she declined financial aid, saying others needed it more.
Christopher Graves, in his historic DC townhouse, brings scientific rigor to understanding generosity. Rather than viewing it as an innate character trait that some people have and others don't, he presents generosity as a behavior that can be learned and cultivated over time. This is a crucial distinction - it means anyone can become more generous through practice, regardless of their natural inclinations.
So, how do you “become” generous? Through his behavioral science work, Graves explains humans need to connect to be generous. And we're more likely to be generous when we can identify with specific individuals rather than abstract groups - what scientists call the "identifiable victim effect." A single photograph of a Syrian refugee child moved people to action more than statistics about thousands of refugees. Start with small acts of generosity, and the mindset will follow. It's similar to recycling - people who begin recycling often become more environmentally conscious over time, even if they weren't when they started.
The beauty of viewing generosity as a behavior rather than a trait is that it removes barriers and makes generosity accessible to everyone. You don't need to be born generous or have a certain personality type. You just need to practice generous acts, and the internal transformation will follow naturally.
Now, let's travel to Virginia for our next interview, shall we?
Generosity Keeps on Surprising
When Melissa Dawn Simkins was just starting kindergarten in small-town Indiana, she faced a tough first day. As one of only two Black children in her school, she came home upset after other children wouldn't let her sit on the bus and looked at her like she was from another planet. Her mother's response? She took out watercolors and a big piece of white paper, and together they painted a garden filled with flowers of every color. "You know," her mother said, "this flower garden is like God's flower garden. God made flowers - and people - of every color, and they're all beautiful in different ways."
Throughout her life, Melissa's faith remained the foundation of her generous spirit. As she puts it, "The why of whatever generosity I've shown is my relationship with God."
Then there's Glenn Frommer, whose story shows us it's never too late to embrace generosity. As a successful venture capitalist, Frommer's life took an unexpected turn when he was diagnosed with polycystic kidney disease (PKD). Instead of focusing solely on business success, he channeled his energy into helping others with PKD. His epic 5,500-mile bike ride across America wasn't the only thing he achieved - he spent time with PKD patients of all ages, from infants to seniors, showing that generosity can blossom at any stage of life. Sometimes, life's challenges can spark generous actions we never imagined ourselves capable of!
Andre Durand brings yet another perspective on generosity - one centered on belief and trust. As CEO of Ping Identity, he learned early that the purest form of giving is believing in someone when there's no apparent reason to do so. He experienced this himself when, as a high school student working on a kit car, he shared his business idea with the car's owner. The man immediately wrote him a check for ten thousand dollars - not as an investment, but as an act of pure belief in a young person's potential. This led him to create a corporate culture at Ping Identity where generosity flourishes - a practical application of the belief that was once shown to him!
All these lessons give Emily some epiphanies!
The Last Stop
You know how sometimes the biggest revelations come when everything finally clicks? That's exactly what happens in the final chapters of Emily's story. After months of crisscrossing the country interviewing successful people about generosity, Emily has her big "aha" moment – she needs to interview Don, the very person who started her on this wild ride!
When she calls Don to set up the interview, you can just feel the difference in her energy compared to six months ago. Remember how skeptical she was at the start? Thinking this whole thing might be some elaborate scheme to push her out? Now here she is, fully getting what Don did for her. It wasn't about Pinafore – it was about her growth, about Don passing on the generosity that others had shown him to Emily to help her find what she'd lost.
Before meeting Don, Emily goes full research mode in her living room. She's diving into studies, playing with AI, and pulling together everything she's learned. It's pretty cool how she uses ChatGPT to validate what all these successful people told her about generosity. Old wisdom meeting new tech!
Then comes the big meeting in Texas. The moment Emily sees Don, she goes in for a hug – something she'd never have done before. Their conversation is this beautiful mix of reflection, wisdom, and even some playful teasing.
The best part? When Don pulls out that box with Emily's new business cards: "Chief Generosity Officer, Pinafore Global." How's that for a full-circle moment? Looking back, you can't help but smile at how far Emily's come. From that skeptical exec, to someone who truly gets it – generosity is this amazing force that makes both the giver and receiver better. And now she's ready to spread that message throughout Pinafore.
Summary
After all these stories and insights, it's pretty clear that generosity isn't just about giving money or time – it's about a whole new way of looking at success. All these different people, from business leaders to scientists, showed that being generous actually makes your own life better. It's like that old saying about what goes around comes around!
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About the Author
Monte Wood is a business leader and the author of Generosity Wins: How and Why this Game-Changing Superpower Drives Our Success. His success formula is simple: help others—employees, customers, and partners— to be successful. Monte built and sold two industry- leading marketing agencies.
More on: https://www.amazon.com/stores/author/B0CM9KVC3D/about
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