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Bill Cummings

Entrepreneur, Philanthropist & Author; Founder of Cummings Foundation

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 Bill Cummings Biography

Born during America’s Great Depression, Bill Cummings grew up poor, but through a series of highly successful business ventures, became one of the wealthiest individuals in Massachusetts and, more importantly, one of the most prolific philanthropists in Massachusetts history.

Cummings first tried his hand at being an entrepreneur when he was six or seven years old and all the way through high school with a dozen small (and successful) businesses. A decade later, he talked his way into Tufts University, and was able to pay all his tuition and expenses by continuously working and by being forever frugal. After graduating from college and then working all over America with two national consumer products firms, he became a serial entrepreneur in earnest.

In 1964, Cummings spent $4,000 to purchase his first real business, a hundred-year-old manufacturer of concentrated fruit-juice-beverage bases, which he quickly expanded and then sold for $1 million. With the proceeds from the sale, he founded a suburban-Boston commercial real estate firm in 1970. Cummings Properties quickly grew from one small building of 110 modern buildings today. Along the way, Cummings accumulated uncommon wealth, much of which he and his wife, Joyce, have begun actively disbursing through Cummings Foundation.

Cummings and Joyce were the first Massachusetts couple to join The Giving Pledge, an international philanthropic organization founded by Cummings and Melinda Gates and Warren Buffett. They have been honored to receive dozens of community accolades, from organizations as varied as American Red Cross, Archdiocese of Boston, The Boston Globe, Friends of Israel, Boston Business Journal, and NAIOP, the association for the commercial real estate development industry, and they have both received several honorary doctoral degrees and have four times served as college commencement speakers, and have been named to the Society of Distinguished Bostonians by the Greater Boston Chamber of Commerce.

Cummings has served as a director of Tanners National Bank, two community hospitals, the Woburn Boys and Girls Club, and as a member of many other community and professional organizations. He served as well as an elected member and chair of the Winchester Planning Board. Cummings has held appointments as a licensed real estate broker, a licensed auctioneer, and as a Justice of the Peace. He has traveled with his wife in 70 foreign lands including Zimbabwe where he swam to Devil’s Pool at the top of Victoria Falls, and in New Zealand where he bungy jumped off the Kawarau Bridge into the Kawarau River Gorge.

In 2018, Cummings released his self-written memoir, "Starting Small and Making It Big: An Entrepreneur’s Journey to Billion-Dollar Philanthropist," which includes thoughtful reflections on the lessons he has learned about business, entrepreneurship, and philanthropy. Since then, he has been booked to speak at dozens of colleges, including Harvard University, Massachusetts Institute of Technology, and Tufts University, locally. Other schools include University of Global Health Equity and University of Rwanda in Rwanda, as well as University of Oxford (England) and University of Alabama. Other talks have included keynote addresses at Boston Foundation and Associated Industries of Massachusetts, and for Forbes Magazine at the Forbes 400 Summit on Philanthropy.

Cummings and Joyce have lived together in Winchester, Massachusetts, for fifty years. They have four children and five grandchildren.

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  • HOW TO BOOK Bill Cummings?

    Our booking agents have successfully helped clients around the world secure talent like Bill Cummings for speaking engagements, personal appearances, product endorsements, or corporate entertainment for over 15 years. The team at All American Entertainment represents and listens to the needs of organizations and corporations seeking to hire keynote speakers, celebrities or entertainers. Fill out a booking request form for Bill Cummings, or call our office at 1.800.698.2536 to discuss your upcoming event. One of our experienced agents will be happy to help you get pricing information and check availability for Bill Cummings or any other celebrity of your choice.
  • HOW MUCH DOES IT COST TO BOOK Bill Cummings?

    Booking fees for Bill Cummings, or any other speakers and celebrities, are determined based on a number of factors and may change without notice. Pricing often varies according to the circumstances, including the talent's schedule, market conditions, length of presentation, and the location of the event. Speaker fees listed on this website are intended to serve as a guideline only. In some cases, the actual quote may be above or below the stated range. For the most current fee to hire Bill Cummings, please fill out the booking request form or call our office at 1.800.698.2536 to speak with an experienced booking agent.
  • WHO IS THE AGENT FOR Bill Cummings?

    All American Entertainment has successfully secured celebrity talent like Bill Cummings for clients worldwide for more than 15 years. As a full-service talent booking agency, we have access to virtually any speaker or celebrity in the world. Our agents are happy and able to submit an offer to the speaker or celebrity of your choice, letting you benefit from our reputation and long-standing relationships in the industry. Fill out the booking request form or call our office at 1.800.698.2536, and one of our agents will assist you to book Bill Cummings for your next private or corporate function.
  • WHAT IS A FULL-SERVICE TALENT BOOKING AGENCY?

    All American Speakers is a "buyers agent" and exclusively represents talent buyers, meeting planners and event professionals, who are looking to secure celebrities and speakers for personal appearances, speaking engagements, corporate entertainment, public relations campaigns, commercials, or endorsements. We do not exclusively represent Bill Cummings or claim ourselves as the exclusive booking agency, business manager, publicist, speakers bureau or management for Bill Cummings or any other speaker or celebrity on this website. For more information on how we work and what makes us unique, please read the AAE Advantage.
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This website is a resource for event professionals and strives to provide the most comprehensive catalog of thought leaders and industry experts to consider for speaking engagements. A listing or profile on this website does not imply an agency affiliation or endorsement by the talent.

All American Entertainment (AAE) exclusively represents the interests of talent buyers, and does not claim to be the agency or management for any speaker or artist on this site. AAE is a talent booking agency for paid events only. We do not handle requests for donation of time or media requests for interviews, and cannot provide celebrity contact information.

If you are the talent, and wish to request removal from this catalog or report an issue with your profile, please click here.

Bill Cummings

Entrepreneur, Philanthropist & Author; Founder of Cummings Foundation

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Bill Cummings Biography

Born during America’s Great Depression, Bill Cummings grew up poor, but through a series of highly successful business ventures, became one of the wealthiest individuals in Massachusetts and, more importantly, one of the most prolific philanthropists in Massachusetts history.

Cummings first tried his hand at being an entrepreneur when he was six or seven years old and all the way through high school with a dozen small (and successful) businesses. A decade later, he talked his way into Tufts University, and was able to pay all his tuition and expenses by continuously working and by being forever frugal. After graduating from college and then working all over America with two national consumer products firms, he became a serial entrepreneur in earnest.

In 1964, Cummings spent $4,000 to purchase his first real business, a hundred-year-old manufacturer of concentrated fruit-juice-beverage bases, which he quickly expanded and then sold for $1 million. With the proceeds from the sale, he founded a suburban-Boston commercial real estate firm in 1970. Cummings Properties quickly grew from one small building of 110 modern buildings today. Along the way, Cummings accumulated uncommon wealth, much of which he and his wife, Joyce, have begun actively disbursing through Cummings Foundation.

Cummings and Joyce were the first Massachusetts couple to join The Giving Pledge, an international philanthropic organization founded by Cummings and Melinda Gates and Warren Buffett. They have been honored to receive dozens of community accolades, from organizations as varied as American Red Cross, Archdiocese of Boston, The Boston Globe, Friends of Israel, Boston Business Journal, and NAIOP, the association for the commercial real estate development industry, and they have both received several honorary doctoral degrees and have four times served as college commencement speakers, and have been named to the Society of Distinguished Bostonians by the Greater Boston Chamber of Commerce.

Cummings has served as a director of Tanners National Bank, two community hospitals, the Woburn Boys and Girls Club, and as a member of many other community and professional organizations. He served as well as an elected member and chair of the Winchester Planning Board. Cummings has held appointments as a licensed real estate broker, a licensed auctioneer, and as a Justice of the Peace. He has traveled with his wife in 70 foreign lands including Zimbabwe where he swam to Devil’s Pool at the top of Victoria Falls, and in New Zealand where he bungy jumped off the Kawarau Bridge into the Kawarau River Gorge.

In 2018, Cummings released his self-written memoir, "Starting Small and Making It Big: An Entrepreneur’s Journey to Billion-Dollar Philanthropist," which includes thoughtful reflections on the lessons he has learned about business, entrepreneurship, and philanthropy. Since then, he has been booked to speak at dozens of colleges, including Harvard University, Massachusetts Institute of Technology, and Tufts University, locally. Other schools include University of Global Health Equity and University of Rwanda in Rwanda, as well as University of Oxford (England) and University of Alabama. Other talks have included keynote addresses at Boston Foundation and Associated Industries of Massachusetts, and for Forbes Magazine at the Forbes 400 Summit on Philanthropy.

Cummings and Joyce have lived together in Winchester, Massachusetts, for fifty years. They have four children and five grandchildren.

Bill Cummings Videos

  • Bill Cummings Speaking at Endicott College Commencement
  • EforAll Summit 2018 - Thoughts on Entrepreneurship with Bill Cummings
    At the 2018 EforAll Summit Bill Cummings, Massachusetts billionaire, philanthropist, and author of "Starting Small and Making it Big", shares his...
  • Billionaire Bill Cummings On Decision To Donate Nearly All Of His Fortune
    He went from a one-bedroom apartment in Medford, to a more than $1 billion fortune — and now Bill Cummings is giving nearly all of it away. He...

FAQs on booking Bill Cummings

  • How to book Bill Cummings?

    Our booking agents have successfully helped clients around the world secure talent like Bill Cummings for speaking engagements, personal appearances, product endorsements, or corporate entertainment for over 15 years. The team at All American Entertainment represents and listens to the needs of organizations and corporations seeking to hire keynote speakers, celebrities or entertainers. Fill out a booking request form for Bill Cummings, or call our office at 1.800.698.2536 to discuss your upcoming event. One of our experienced agents will be happy to help you get pricing information and check availability for Bill Cummings or any other celebrity of your choice.
  • How much does it cost to book Bill Cummings?

    Booking fees for Bill Cummings, or any other speakers and celebrities, are determined based on a number of factors and may change without notice. Pricing often varies according to the circumstances, including the talent's schedule, market conditions, length of presentation, and the location of the event. Speaker fees listed on this website are intended to serve as a guideline only. In some cases, the actual quote may be above or below the stated range. For the most current fee to hire Bill Cummings, please fill out the booking request form or call our office at 1.800.698.2536 to speak with an experienced booking agent.
  • Who is the agent for Bill Cummings?

    All American Entertainment has successfully secured celebrity talent like Bill Cummings for clients worldwide for more than 15 years. As a full-service talent booking agency, we have access to virtually any speaker or celebrity in the world. Our agents are happy and able to submit an offer to the speaker or celebrity of your choice, letting you benefit from our reputation and long-standing relationships in the industry. Fill out the booking request form or call our office at 1.800.698.2536, and one of our agents will assist you to book Bill Cummings for your next private or corporate function.
  • What is a full-service talent booking agency?

    All American Speakers is a "buyers agent" and exclusively represents talent buyers, meeting planners and event professionals, who are looking to secure celebrities and speakers for personal appearances, speaking engagements, corporate entertainment, public relations campaigns, commercials, or endorsements. We do not exclusively represent Bill Cummings or claim ourselves as the exclusive booking agency, business manager, publicist, speakers bureau or management for Bill Cummings or any other speaker or celebrity on this website. For more information on how we work and what makes us unique, please read the AAE Advantage.

Bill Cummings is a keynote speaker and industry expert who speaks on a wide range of topics . The estimated speaking fee range to book Bill Cummings for your event is available upon request. Bill Cummings generally travels from and can be booked for (private) corporate events, personal appearances, keynote speeches, or other performances. Similar motivational celebrity speakers are Anastasia Soare, Allyson Kapin, Bill Drayton, Nancy Twine and Michael Dermer. Contact All American Speakers for ratings, reviews, videos and information on scheduling Bill Cummings for an upcoming event.

Bill Cummings Speaker Videos

  • Bill Cummings Speaking at Endicott College Commencement
    EforAll Summit 2018 - Thoughts on Entrepreneurship with Bill Cummings
    At the 2018 EforAll Summit Bill Cummings, Massachusetts billionaire, philanthropist, and author of "Starting Small and Making it Big", shares his advice for aspiring entrepreneurs of all stages.
  • Billionaire Bill Cummings On Decision To Donate Nearly All Of His Fortune
    He went from a one-bedroom apartment in Medford, to a more than $1 billion fortune — and now Bill Cummings is giving nearly all of it away. He joined Jim Braude to discuss his donations and his new...
    Bill and Joyce Cummings - Keynote at Giving Common launch, May 30, 2012
    Bill and Joyce Cummings, two of the most important philanthropists in New England today, delivered the keynote address at the launch of the Boston Foundation's Giving Common. They shared their...

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Speakers Similar to Bill Cummings

This website is a resource for event professionals and strives to provide the most comprehensive catalog of thought leaders and industry experts to consider for speaking engagements. A listing or profile on this website does not imply an agency affiliation or endorsement by the talent.

All American Entertainment (AAE) exclusively represents the interests of talent buyers, and does not claim to be the agency or management for any speaker or artist on this site. AAE is a talent booking agency for paid events only. We do not handle requests for donation of time or media requests for interviews, and cannot provide celebrity contact information.

If you are the talent, and wish to request removal from this catalog or report an issue with your profile, please click here.

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