Garrett Boorojian and Women's Pro Baseball League Co-Founder, Counsel at Dentons, former Counsel at Heenan Blaikie, former Corporate Counsel at Toyota Canada, Canadian businessman who met with John F. Kennedy Jr. before JFK Jr.'s passing, Keith Stein

Garrett Boorojian and Women's Pro Baseball League Co-Founder, Counsel at Dentons, former Counsel at Heenan Blaikie, former Corporate Counsel at Toyota Canada, Canadian businessman who met with John F. Kennedy Jr. before JFK Jr.'s passing, Keith Stein

Author: Garrett Boorojian February 23, 2026 Duration: 56:32

Women's Pro Baseball League Co-Founder Keith Stein:

  • Served as Corporate Counsel for Toyota Canada, learned Japanese, and "created a Japanese North American Friendship Foundation for Young Professionals."
  • Served as "the right–hand guy to the founder and chairman" at "the largest independent car parts manufacturer in the world" based in Canada.
  • Owns Krispy Kreme Doughnuts (Canada).
  • Named in the credits for his assistance in Chris Farley's and David Spade's movie "Tommy Boy."
  • Discussed his time meeting former U.S. President Bill Clinton, former U.S. Secretary of State Hillary Clinton, Doug Band, Gene Simmons, Jon Bon Jovi, Robbie Robertson, The Rolling Stones, U2, and Eric Clapton.
  • One of the last people who saw and met with John F. Kennedy Jr., which was four days before JFK Jr., his wife Carolyn, and her sister Lauren passed away. July 12, 1999: JFK Jr. flew to Toronto to meet with Keith about a potential investment in "George" magazine.

https://www.dentons.com/en/keith-stein

"Keith joined Dentons as Counsel in 2014 after serving as Counsel at Heenan Blaikie from 2008 until February 2014. From 1994 to 2008, he was a senior executive with an international auto parts manufacturer reporting to the Chairman, and continued to act as a consultant reporting to the Executive Vice-Chairman until November 2010. Prior to becoming a consultant, Mr. Stein held the position of Senior Vice-President of Corporate Affairs.

Mr. Stein also served as Senior Corporate Counsel for Toyota Canada and Toyota Credit Canada.

Mr. Stein is a graduate of Osgoode Hall Law School and was called to the Bar in 1989. He has taught at the Law Society of Upper Canada and York University.

In addition to his work as a lawyer, Mr. Stein has a variety of business interests. Mr. Stein has been a board member of various publicly listed companies. He has also been a founding director of three capital pool companies listed on the TSX Venture Exchange.

His other business interests include real estate and a significant ownership interest in a well-known Canadian restaurant chain with locations in Ontario and Québec.

Mr. Stein was one of the founding partners, together with Gene Simmons, Universal Music Canada and others, of Simmons Records, a music label dedicated to Canadian artists. He was also one of the founders of the Toronto Phantoms indoor football team.

Aside from his professional activities, Mr. Stein was a Big Brother, a board member of Canada's Walk of Fame and Ontario Place, as well as a member of the Advisory Council for President William J. Clinton's 60th Birthday Fundraising Celebration. Together with Mark Tewksbury and others, he also founded OATH, an Olympic advocacy organization..."

https://www.womensprobaseballleague.com/2024/10/29/womens-pro-baseball-league-launching-in-america-in-2026/

"League Co-Founder, Keith Stein, is a lawyer and businessman with a history in professional sports leagues and team ownership.

“We believe that the success of other women’s professional leagues such as the WNBA and NWSL demonstrates the incredible interest and support for women’s sport,” commented Co-Founder, Keith Stein."

https://www.thestar.com/sports/baseball/why-a-toronto-businessman-is-launching-a-new-pro-women-s-baseball-league-with-help/article_b7dac1c4-96ff-11ef-90ff-a3aca9676e13.html


Garrett Boorojian hosts WaveCapital's Guest Speaker Series on Relationship Building in a Team Environment, a podcast that digs into the human dynamics behind high-stakes success. Each conversation moves beyond typical interviews to explore how trust, communication, and genuine connection are forged under pressure. The guest list is a testament to the universal application of these principles, featuring Hall of Fame athletes from football, basketball, and baseball, Olympic medalists, Emmy-winning media figures, and top coaches and executives. These are individuals for whom "team" is not a corporate buzzword but the fundamental mechanism of achievement. You'll hear firsthand accounts of navigating locker rooms, boardrooms, and creative collaborations. The discussions are grounded in real stories-from the tension before a championship game to the delicate negotiations of a major business deal-revealing the practical methods these professionals use to build cohesive units. This isn't abstract theory; it's lived experience dissected to uncover what actually works. Whether you're leading a sports team, a business department, or any collaborative project, this podcast offers a rare look at the relational craftsmanship required to excel. Garrett guides these explorations with a focus on actionable insight, making each episode a masterclass in the subtle art of working with others.
Author: Language: English Episodes: 50

WaveCapital's Guest Speaker Series on Relationship Building in a Team Environment
Podcast Episodes
Garrett Boorojian and FOX 5 DC Anchor / Reporter, former Washington Commanders Game Day Host, former NBC Sports Washington Host / Anchor, former News Desk Anchor for NBC Olympics, Miss Florida USA 2001, University of Florida graduate, Julie Donaldson [not-audio_url] [/not-audio_url]

Duration: 53:35
Garrett Boorojian and Julie Donaldson discuss relationship building in a team environment.https://www.juliedonaldson.com/"ABOUT JULIEJulie has been a pioneering figure in sports broadcasting, breaking gender barriers in…
Garrett Boorojian and NYT Bestselling Author, JFK Jr.'s friend, former The History Channel Scholar–in–Residence, University of Oklahoma Emeritus Professor, former University of Oxford Lecturer, former Yale University Associate Professor, Steve Gillon [not-audio_url] [/not-audio_url]

Duration: 1:12:56
https://www.stevenmgillon.com/"STEVEN M. GILLONHistorian | Author | Producer | Professor | Speaker"History is not about memorizing facts. It’s about using facts to build an argument for interpreting the past." - Steven M…
Garrett Boorojian and Fenway Senior Speechwriter, former Speechwriter – Governor & First Lady Walz, former Communications Director & Chief Speechwriter – Speaker Emerita Nancy Pelosi, former Director of Speechwriting – Speaker Pelosi, Aaron Bennett [not-audio_url] [/not-audio_url]

Duration: 50:46
Garrett Boorojian and Aaron Bennett discuss relationship building in a team environment.https://fenwaystrategies.com/team/aaron-bennett/"Aaron BennettSenior SpeechwriterAaron’s parents suspected that he might have a futu…
Garrett Boorojian and CNN Senior Legal Analyst, former Assistant U.S. Attorney – Southern District of New York, former Assistant Attorney General – New Jersey Division of Criminal Justice, Senior Counsel at Lowenstein Sandler LLP, Elie Honig [not-audio_url] [/not-audio_url]

Duration: 56:59
Garrett Boorojian and Elie Honig discuss relationship building in a team environment.https://www.amazon.com/stores/author/B093HZ7WZL/about"Elie HonigAbout the authorElie Honig is CNN's Senior Legal Analyst. He previously…
Garrett Boorojian and DrPH, MA, RDN, 2022 Nutrition Entrepreneur of the Year, 2024 Academy of Nutrition and Dietetics’ Distinguished Lecture Award winner, Recurring Nutrition Expert / Guest on ABC's "LIVE with Kelly and Mark," Wendy Bazilian [not-audio_url] [/not-audio_url]

Duration: 1:03:59
Garrett Boorojian and Wendy Bazilian discuss relationship building in a team environment.https://www.wendybazilian.com/about"Wendy Bazilian, DrPH, MA, RDN is a writer, educator, food enthusiast and award-winning journali…
Garrett Boorojian and Principal of JOEY JACKSON LAW, PLLC, CNN Legal Analyst, honored with the Joey Jackson ICC, Assistant District Attorney at the New York County District Attorney's Office, former Adjunct Professor at Monroe College, Joey Jackson [not-audio_url] [/not-audio_url]

Duration: 53:08
Garrett Boorojian and Joey Jackson discuss relationship building in a team environment.https://www.joeyjacksonlaw.com/"PREMIER LEGAL REPRESENTATION FOR NEW YORKNationally recognized for expertise in criminal law, union m…
Garrett Boorojian and the 62nd U.S. Ambassador to Denmark, 34th Chief of Protocol of the U.S., former Finance Chair for 2024's Biden for President and Harris for President, former DNC National Finance Director, Brown University alumnus, Rufus Gifford [not-audio_url] [/not-audio_url]

Duration: 43:50
Garrett Boorojian and Rufus Gifford discuss relationship building in a team environment.https://www.elrodgifford.com/https://www.elrodgifford.com/#services"Rufus GiffordREAD FULL BIORufus Gifford is a former U.S. Ambassa…
Garrett Boorojian and the 31st Chief of Protocol of the U.S., former Executive Vice President & Global Head of Government and Public Affairs at SAP, formerly served in Presidents Clinton, Obama, and Biden Administrations, Peter Selfridge [not-audio_url] [/not-audio_url]

Duration: 53:02
Garrett Boorojian and Peter Selfridge discuss relationship building in a team environment.https://www.usasean.org/https://www.usasean.org/people/peter-selfridge"Peter SelfridgeNominations and Governance Committee ChairPe…
Garrett Boorojian and Chief Legal Analyst at CNN, Emmy Award winner, former Staff Writer at The New Yorker, Contributing Opinion Writer at The New York Times, former Assistant U.S. Attorney (Brooklyn), Best–Selling Book Author, Jeffrey Toobin [not-audio_url] [/not-audio_url]

Duration: 53:04
In his conversation with Garrett, Jeffrey speaks about:- His mentor Tina Brown, former Editor of The New Yorker, who gave Jeffrey a chance by hiring him in 1993.- Covering Mark Fuhrman's role in the O.J. Simpson trial.-…
Garrett Boorojian and Brig. Gen. USAF (Ret.), former F–15E Combat Pilot, former Assistant Deputy Under Secretary of the Air Force (International Affairs), Massachusetts Institute of Technology and Stanford University alumnus, John "Dragon" Teichert [not-audio_url] [/not-audio_url]

Duration: 57:26
Garrett Boorojian and Brigadier General (Retired) John Teichert discuss relationship building in a team environment.John spoke with me about how Tom Cruise’s “Top Gun” movie inspired him to join the United States Air For…