A business trailblazer and industry disruptor, Josh Luber combined his passion for entrepreneurship and sneakers to co-found StockX, the world’s first “Stock Market of Things,” with partners Dan Gilbert (co-founder and chairman of Quicken Loans and majority owner of the Cleveland Cavaliers), Greg Schwartz, and Chris Kaufman in 2015. As CEO, Luber led StockX’s rise from idea to billion-dollar company and cemented its status as the leading marketplace for sneakers, apparel, and collectibles in under three years.

Congressman Joseph Kennedy III has dedicated his career to social and economic justice, fighting for the basic needs of every American family and a political system that is inclusive, representative, and fair. The U.S. Representative for Massachusetts’s 4th congressional district from 2013-2021, he ran for office to tackle the systemic inequities – from health care and housing to climate and education – that have left countless American families locked out and left behind. Kennedy’s presentations address the latest in politics and what’s next for the political landscape. Well-versed on the most pressing issues of the day, he provides an insider’s look at current events and takes a thoughtful approach on how they may impact the country’s future. With a constant focus on the most vulnerable among us, Kennedy brings a uniquely empathetic voice to our nation’s most vexing challenges.

Ambassador Ron Kirk is the former United States trade representative (USTR) who was a pivotal member of the president’s economics team. With nearly 20 years in politics, he has been a Dallas mayor, U.S. Senate candidate, a lawyer with international reach. Boisterous and entertaining, Kirk analyzes the current political environment and offers audiences a glimpse behind the curtain in Washington and into what the president is really thinking. He also addresses trade, jobs, the economy, and doing business in China.

How do you turn a t-shirt brand that’s sold from the trunk of a rusty car into a global, multi-million dollar business? Johnny Earle transformed Johnny Cupcakes into one of the world’s fastest growing independent businesses. Businessweek named him America’s No. 1 young entrepreneur, and he has been profiled by the New York Times, NPR, MTV, Forbes, Newsweek, the Boston Globe, and INC. By focusing on the customer experience (he wants buying a t-shirt to feel like your birthday), he created such a unique brand that consumers would (and do) line up around the block for his shirts.

Kevin O’Leary is a self-made millionaire and TV/News Personality. He is currently one of the main “Sharks” on the hit ABC Emmy Award winning reality show, Shark Tank, and is constantly featured as a business and economic expert across all cable and network news.

Dan Bartlett, the former counselor and key advisor to President George W. Bush, was responsible for strategic communications, policy formulation, and the implementation of the administration’s agenda. His experience serving in the highest levels of state and federal government and helping lead two successful presidential campaigns gives him a unique perspective in shaping public opinion and reputation management. Currently the executive vice president of corporate affairs for Walmart, Bartlett addresses politics, strategic communications, and life in the West Wing.

Bert Jacobs is the co-founder and Chief Executive Optimist of The Life is good Company. A $100 million privately held business based in Boston, MA, Life is good® spreads positive vibes with its colorful collection of apparel and accessories. Jake, Life is good’s iconic hero with the contagious smile, teaches men, women and children that optimism is fun, healthy, and empowering. Bert has appeared on CNN’s Tips from the Top, CNBC’s Business Nation, and The Donny Deutch Show. Life is good has been featured in the New York Times, on the cover of Inc Magazine, and on NBC’s The Today Show.

Matthew Dowd is a well-known and respected cultural commentator and strategist. For the past 30 years, he has helped shape strategies and campaigns for CEOs, corporations, foundations, governments, candidates, and presidents. Most recently, he served as chief political analyst for ABC News where he appeared on This Week, Good Morning America, and Nightline. He was the chief strategist for the 2004 Bush-Cheney campaign, earning the title “strategist of the year.” He is also the author of the best-selling Applebee’s America. Dowd addresses politics; running winning campaigns; and demographic, commercial, and political patterns.

As a motivational keynote speaker, author, and entrepreneur, Laura Gassner Otting helps innovators, idealists, and iconoclasts get “unstuck”, increase confidence, and achieve extraordinary results. Laura inspires change agents, entrepreneurs, investors, leaders, and donors to push past the doubt and indecision that keeps great ideas in limbo. She delivers strategic thinking, well-honed wisdom, and catalytic perspective informed by decades of navigating change across the start-up, non-profit, political, and philanthropic landscapes. Laura dares listeners to find their voice, and generate the confidence needed to tackle larger-than-life challenges, and ultimately leads them to seek new ways of leading, managing, and mentoring others. Excited by the audacity of The Big Idea and the larger-than-life goal you just can’t seem to shake, she's an instigator, a motivator, and a provocateur, and she’s never met a revolution she didn’t like.

Throughout his career, Mr. Oczkowski has worked at the intersection of where product development meets data science to forecast, predict, and analyze commercial markets and American elections. Prior to his work at Data Propria, Mr. Oczkowski also served as Head of Product for Cambridge Analytica where he most notably ran the team of embedded technical specialists inside the Trump Campaign that led to the scientific understanding of the eventual outcome of the election - a scenario that pundits missed. Using tactics from the worlds of: behavioral science, growth hacking, machine learning, sentiment analysis, and NLP, Mr. Oczkowski successfully connects behavioral dots together to make informed decisions about groups of people.

Three-time Super Bowl champion and five-time Pro Bowl selection, Darren Woodson is one of the greatest players to ever wear a Dallas Cowboys uniform. The vocal leader of the defense during the Cowboys 1990’s Super Bowl teams, Woodson was one of the most popular players both inside the clubhouse and as an ambassador in the community. Upon retirement, Woodson joined ESPN as an NFL analyst. He appears on NFL Live and SportsCenter, as well as other ESPN platforms throughout the year. Woodson earned a reputation as one of the hardest hitters and most ferocious strong safeties in the NFL during his 13 seasons (1992-2004), all with the Dallas Cowboys. The quarterback of the team’s defense during its three championship runs in the 1990s (Super Bowl’s XXVII, XXVIII and XXX), Woodson registered career totals of 11 sacks, 23 interceptions and 1,350 tackles, the most in Cowboys franchise history at the time of his retirement in 2004. A native of Phoenix, Woodson was a second-round pick in the 1992 NFL Draft (37th overall) from Arizona State University, where he was a converted linebacker. He earned a bachelor of science from ASU in Justice Studies. In addition to his analyst work for ESPN, Woodson is involved in several businesses, and he remains active in the Dallas community, most notably as a board member for the North Texas Chapter of the Make-a-Wish Foundation.

Betsy Myers is currently the founding director of the Center for Women and Business at Bentley University. A leadership expert and author, she speaks around the world on the changing nature of leadership and women's leadership. Her book Take the Lead, Motivate, Inspire, and Bring Out the Best in Yourself and Everyone Around You, was released in September 2011. Myers experience spans the corporate, political and higher education arena. She was the executive director of the Center for Public Leadership at Harvard's Kennedy School of Government from 2003-2007. A senior adviser to two U.S. presidents, Myers was most recently the COO and chair of Women for President Obama’s 2008 national presidential campaign. During the Clinton Administration, Myers launched and was the first director of the White House Office for Women's Initiatives and Outreach. She also served as the director of the Office of Women's Business Ownership at the SBA. She currently lives in Boston with her husband and young daughter.