| Guest | Title | Podcast Date |
| Kevin Harrington | Shark Tank Judge and Founder of As Seen On TV | August 7, 2025 |
| Jim Koch | Founder of Boston Beer Co (Sam Adams) | August 25, 2025 |
| John Chambers | CEO of Cisco Systems | September 8, 2025 |
| Kay Koplovitz | Founder of USA Network & Sci Fi Channel | August 8, 2025 |
| Pehr Gyllenhammar | CEO of Volvo | August 24, 2020 |
| Jeff Hoffman | Co-Founder of Priceline | August 6, 2025 |
| Steve Preston | CEO of Goodwill | June 15, 2022 |
| James Siminoff | Inventor and Founder of Ring Doorbell | August 10, 2017 |
| Michael Houlihan | Founder of #1 Wine Brand in the U.S., Barefoot Wine | September 3, 2025 |
| Ted Mathas | CEO of NY Life | May 13, 2020 |
| Frank Cottle | Chairman and Founder of Alliance Virtual Offices | January 26, 2017 |
| Brian Scudamore | Founder & CEO of 1-800-GOT-JUNK? | October 24, 2025 |
| Beth Stiller | CEO of Massage Envy | October 28, 2022 |
| Bonnie Harvey | Co-Founder of Barefoot Wines | July 23, 2025 |
| Ron Fry | Founder and President of Career Press | September 10, 2025 |
| Justin Sachs | Founder of Motivational Press | August 28, 2025 |
| Tim Berry | Co-founder of Borland International | November 3, 2015 |
| Brian Smith | Founder of UGG Australia Footwear | November 19, 2021 |
| Hap Klopp | Founder and CEO of The North Face | July 29, 2025 |
| Brenton Hayden | Founder of Renter’s Warehouse | June 26, 2015 |
| Nihal Mehta | Investor in Uber & AirBnB | September 2, 2025 |
| Jason Garner | Former CEO of Live Nation | August 5, 2025 |
| Michael Dubin | CEO and Founder of DollarShaveClub.com | April 29, 2013 |
| Sean Heiney | CEO of Signal Wire | September 4, 2025 |
| Rahul Aggarwal | CEO/Founder of DesignHill | August 26, 2025 |
| Lisa Lindahl | Inventor of the Sports Bra | September 18, 2025 |
| Rich Matta | Founder of Reputation Defender | April 14, 2020 |
| Phil Harvey | Founder/CEO of Adam & Eve | June 25, 2020 |
| Guest | Title | Podcast Date |
| Brian Tracy | #1 Speaker Alive | August 20, 2025 |
| Steve Mariotti | Founder of the National Foundation for Teaching Entrepreneurship | December 4, 2017 |
| Dr. Mae Jemison | First African American Female Astronaut | May 8, 2023 |
| John David Mann | Author of “Go-Giver” with 2 Million Books Sold | May 13, 2019 |
| Tom Ziglar | Son of Zig Ziglar | August 21, 2025 |
| Tom Hopkins | #1 Sales Trainer in the U.S. | August 17, 2017 |
| Russell Brunson | CEO of Click Funnels | August 1, 2025 |
| Melinda Emerson | New York Times SMB Writer | August 21, 2025 |
| Bryant McGill | Top .01% Social Media Guru | August 19, 2025 |
| Simon Sinek | #1 YouTube Star with 20 Million Views | August 14, 2025 |
| Brant Cooper | NYT Bestselling Author of The Lean Entrepreneur | July 3, 2023 |
| Sally Hogshead | NY Times Bestselling Author and Hall of Fame Speaker | November 18, 2016 |
| Don Green | Executive Director at The Napoleon Hill Foundation | September 22, 2016 |
| Sree Sreenivasan | Chief Digital Officer at The Metropolitan Museum of Art | June 8, 2016 |
| Steve Strauss | Senior USA TODAY Small Business Columnist | January 8, 2016 |
| Susan Solovic | THE Small Business Expert and New York Times Bestselling Author | July 30, 2025 |
| Lon Safko | Inventor of Siri | October 9, 2025 |
| Ken Blanchard | Best-Selling Author of The New One Minute Manager | October 23, 2025 |
| Verne Harnish | Founder of Entrepreneurs’ Organization | August 13, 2025 |
| Jean Chatzky | Financial Editor of NBC’s TODAY show | August 25, 2025 |
| Peter Economy | INC Leadership Guy | April 22, 2021 |
| Sean Covey | Author of 7 Habits of Highly Effective People | August 15, 2025 |
| Harry Brelsford | Founder of SMB Nation | September 24, 2020 |
| Guest | Title | Podcast Date |
| Honorable Asot Michael | Minister of Tourism, Antigua | October 6, 2017 |
| Jim Rosebush | Ronald Reagan White House Chief of Staff | August 1, 2017 |
| David Paterson | Governor of New York | November 27, 2020 |
| Daniel Gallagher | Former SEC Commissioner | October 31, 2016 |
| Douglas Kramer | Small Business Administration Deputy Administrator | April 29, 2016 |
| Karen Kerrigan | President of Small Business & Entrepreneurship Council | December 3, 2015 |
| Brian Castro | Small Business Administration (SBA) National Ombudsman | July 11, 2014 |
| Harsimrat Kaur Badal | Indian Minister of Food Processing Industries | October 20, 2017 |
| Herman Portocarero | EU Ambassador to Cuba | November 10, 2017 |
| Guest | Title | Podcast Date |
| Scott Turow | 30 Million Books Sold | June 2, 2020 |
| Bill Klein | TV Star on TLC’s Little Couple | May 6, 2016 |
| Columbus Short | “Scandal” TV Show Star | October 9, 2020 |
| Glen Zipper | Oscar Winner | October 29, 2020 |
| Bill Schneider | CNN Chief Political Analyst | November 3, 2020 |
| Ken LaCorte | VP of Fox News | May 27, 2020 |
| James Murray | Star of Impractical Jokers | July 2, 2020 |
| Guest | Title | Podcast Date |
| Brian Ford | Financial Well-Being Executive at onUp from SunTrust | February 14, 2017 |
| James Rosseau | CEO & Founder of The Corelink Solution | February 15, 2019 |
| Michael Biltz | Managing Director of Accenture Technology Vision | April 6, 2021 |
| Jessica Long | Managing Director at Accenture Strategy | April 27, 2020 |
| Jefferson Wang | Global 5G Offering Managing Director, Technology Strategy & Advisory at Accenture | September 5, 2020 |
| Kathryn Ross | Black Founders Development Program Lead at Accenture | October 23, 2020 |
| Paul Daugherty | Group Chief Executive of Accenture Technology | February 4, 2021 |
| Lawrence Levy | Former CFO of Pixar | August 11, 2017 |
| Elizabeth Romero | Certified Executive Career Coach For Powerhouse Women – Forbes Coach | May 31, 2019 |
| Robb Hilson | Small Business Executive at Bank of America | June 2, 2016 |
| Sharon Miller | Head of Small Business at Bank of America | December 23, 2020 |
| Chris Wong | Financial Expert & Consumer Savings Executive, Bank of America | March 9, 2021 |
| John Gomez | Small Business Region Executive at Bank of America | April 2, 2020 |
| April Schneider | Head of Consumer and Small Business Products at Bank of America | September 5, 2020 |
| Holly O’Neil | Chief Client Care Executive at Bank of America | October 6, 2020 |
| Jason Gaughan | Founder & Managing Partner at Pineapple Consulting Firm | August 24, 2021 |
| John Jordan | Managing Director, Head at The Academy at Bank of America | December 22, 2020 |
| Erin McCullen | Head of Deposit Products at Bank of America | February 23, 2022 |
| Kevin Crain | Head of Retirement Research & Insights at Bank of America | December 10, 2021 |
| Mary Hines Droesch | Bank of America Head of Consumer and Small Business Products | December 8, 2021 |
| Sheryl Connelly | Manager of Global Consumer Trends and Futuring at Ford Motor Company | January 6, 2017 |
| Melissa Register | Senior Wealth Planner at Fifth Third Bank | December 15, 2016 |
| Kala Gibson | Senior Vice President & Head of Business Banking at Fifth Third Bank | April 29, 2016 |
| Jada Grandy | Senior Vice President, Regional Director, Community & Economic Development at Fifth Third Bank | April 25, 2016 |
| Charlie Young | CEO of Coldwell Banker Real Estate | September 15, 2016 |
| Ron Wallace | CEO at Number One Group & Retired President of UPS International | July 14, 2016 |
| Stephen Rowley | Senior Vice President-Cox Business at Cox Communications | November 20, 2017 |
| Joel Mangan | Executive Director of the P-TECH Network at IBM | October 19, 2020 |
| Kendra De Keyrel | Director, Offering Management at IBM Internet of Things | December 21, 2020 |
| Sheri Bachstein | Global Head of Consumer Business, The Weather Company | April 27, 2020 |
| Joanne Wright | Vice President of Enterprise Operations, IBM | August 17, 2020 |
| Toby Cappello | Founding Partner of Anderson Law Group | April 16, 2020 |
| William Kassler | Deputy Health Officer and Lead Population Health Officer, IBM Watson Health | April 23, 2020 |
| Noah Syken | Vice President, IBM Sports and Entertainment Partnerships | September 4, 2020 |
| Stephanie Snow | Global Social Engineering Expert, IBM X-Force Red | May 14, 2020 |
| Charles Henderson | Global Managing Partner and Head of IBM X-Force Red | July 9, 2020 |
| Lydia Campbell | Chief Medical Officer of IBM | February 23, 2021 |
| Jason Kelley | General Manager, IBM Blockchain Services | December 23, 2020 |
| Seth Dobrin | IBM Chief AI Officer | May 26, 2021 |
| Nick Rossman | Global Threat Intelligence Lead, IBM Security X-Force | October 26, 2021 |
| Steve Brown | Former Intel Futurist and CEO Bald Futurist | April 10, 2020 |
| Mike Gould | Initial Public Offerings (IPO) Leader at PwC | April 19, 2016 |
| Vanessa Okwuraiwe | Edward Jones Principal | May 10, 2021 |
| Dr. Nela Richardson | Principal, Investment Strategist at Edward Jones | September 23, 2020 |
| Tim Burke | Principal in Tailored Solutions at Edward Jones | October 6, 2020 |
| Jacob Saperstein | Director of Innovation Policy and Social Investment and Aspire Accelerator at AT&T | June 1, 2015 |
| Rod Kurtz | Editor at Large of American Express OPEN | September 3, 2014 |
| Bryan Pearce | Global Leader of the EY Entrepreneur Of The Year and Venture Capital Group | July 11, 2014 |
| Sean Mabey | Director of Small Business Strategy and Senior Vice President at Wells Fargo Bank | December 10, 2014 |
| James Bell | Director of Corporate Communications and Social Media at Kia Motors America | May 12, 2020 |
| Sharon Hong | Vice President of Enterprise Technology, Motorola Solutions | November 27, 2020 |
| Michelle Armer | Chief People Officer of CareerBuilder | April 30, 2020 |
| Leigh-Margaret Stull | Chief Product Officer at CareerBuilder | December 16, 2020 |
| Dr. Ron Park | Executive Vice President of Health and DNA at Ancestry® | September 5, 2020 |
| Sarah Schiff | Business Integrity Expert at Facebook | December 22, 2020 |
| Kang-Xing Jin “KX” | Head of Health at Facebook | March 20, 2020 |