| Show | DATE | Guest | Company | Topic(s) of Discussion |
| AE-1 | 6/20/99 | Lew Wheeler | Rapidigm | Growth of Rapidigm |
| AE-1 | 6/20/99 | Craig Kirsch | Arthur Andersen | Advice to Entrepreneurs |
| AE-2 | 6/27/99 | Leslie Messineo | Titus & McConomy | Financial and Legal Issues of Starting Business |
| AE-3 | 7/4/99 | Bob Brown | Brown & Abbot | Corporate Structures |
| AE-4 | 7/11/99 | Pat Cavanaugh | Cavanaugh | Promoting Businesses |
| AE-5 | 7/18/99 | Walt Becker | SCORE | Small Business Help, Helping Start-Ups |
| AE-6 | 7/25/99 | Phil Solomon | SteelPan Band | Music - Manufacturing Steel Drums |
| AE-7 | 8/15/99 | Dennis Thompson | SPIRC | Helping Manufacturing Businesses |
| AE-8 | 8/22/99 | Manu Kumar | Sneaker Labs, Inc. | High Tech Entrepreneurism |
| AE-9 | 10/17/99 | Bob Scherrer | Baldwin High School | Teaching Entrepreneurism in High School |
| AE-10 | 10/24/99 | John Butera | Coldwell Banker Realtors | Real Estate Business |
| AE-11 | 11/6/99 | Jack Thorne | Carnegie Mellon University | Donald H. Jones Center for Entrepreneurship |
| AE-11 | 11/6/99 | Sanjay Chopra | Carnegie Mellon University | Graduate of Donald H. Jones Center |
| AE-12 | 11/13/99 | Donn Nemchick | U-S Small Business Administration | Small Business and Start-Up Help |
| AE-13 | 11/20/99 | Paul Mawhinney | Record Rama Sound Archives | State of Recording Industry - Technology |
| AE-14 | 12/4/99 | Mary Ellen Sheetz | Two Men and a Truck | Moving Company |
| AE-15 | 12/26/99 | Jerry Bowyer | Allegheny Institute | 1999 Year in Review |
| AE-15 | 12/26/99 | Steve Massey | Pittsburgh Post-Gazette | 1999 Year in Review |
| AE-16 | 12/26/99 | Lew Wheeler | Rapidigm | 1999 Year in Review |