Greg Bennett began his career in radio as an on-air personality at just 18 years old, a role he held for about five years.
Along the way, he briefly explored college but quickly realized it wasn’t the right path for him. In his mid-twenties, Greg transitioned into broadcast sales—a move that initially came with significant challenges.
Lacking a clear understanding of sales or how to succeed in the field, he faced a steep learning curve that would ultimately shape his approach to personal and professional growth.
After three challenging years in sales, Greg couldn't find training he liked, so he developed his own approach, which he called Psych-Selling (because his concepts are based on the mindset, habits and strategies used by psychiatrists with patients.) This innovative method proved highly effective, and it wasn’t long before he began teaching and coaching others to use it.
During this time, Greg discovered he had more of a "coaches mentality" - "I discovered that helping others succeed with my strategies was even more rewarding than using them myself."
At just 27, Greg launched his training and coaching business, blending his on-air humor, sales expertise, and natural talent for connecting with and inspiring others.
During his early years as a sales trainer, Greg began to "brand" key phrases and concepts from his Psych-Selling curriculum.
Memorable slogans like "Take 'em to NO!", "Hopping in the Ugly Pond," "The Death Valley of Sales," (all have to do with embracing NO as an answer), and developing a "Mini-Stepped Closing Process" all became synonymous with impactful strategies.
"Nearly 40 years later, people still bring up these slogans when we reconnect or interact online," Greg shared.
Early in his career, Greg immersed himself in the specialized niche of professional and collegiate sports sales training.
As one of the pioneers in this arena, he adapted his concepts to the unique demands of sports sales, ultimately working with more than 200 teams, leagues, and universities across the country and Canada.
In addition, Greg trained and consulted with hundreds of other companies—from Fortune 500 corporations to small, medium, and large organizations in a wide range of industries—further solidifying his reputation for delivering impactful, results-driven sales and sales management strategies.
In 2006, Greg expanded beyond live training with the release of his first book, Consultative Closing (AMACOM, 2006), which introduced readers to his psychologically driven approach to sales.
Building on that success, Greg went on to publish several more works, including Three Pairs of Glasses, a fiction-fable on sales; Make More Donuts, an audio fiction-fable exploring sales management processes; Self Sabotage, focused on how salespeople undermine their own success; and 5 Strategies for Turning Bad Habits Into Good Habits, a practical guide to personal and professional transformation.
These books are all available in the resources area of the web site.
When Consultative Closing was published, Greg’s concepts quickly resonated with both traditional sales professionals and those whose roles required selling—even if “sales” wasn’t in their title (e.g. consultants, business owners, professionals, etc.)
“My approach really connected with these people,” Greg explained. “They needed to sell to survive and grow, but they didn’t want to come across as pushy or stereotypical salespeople.”
Over the following years, Greg trained, coached, and consulted with hundreds of these non-sales individuals, achieving remarkable success in helping them embrace a more natural, effective approach to winning business.
Like many others during the 2020–2022 period, Greg took the time to lock down and recalibrate his entire approach.
When life began returning to normal, he made the decision to step away from live, on-location training.
His final consulting engagement was with ASR Companies, a Denver-based construction firm he helped grow by approximately 30% in just two years.
After this successful partnership, Greg closed the chapter on in-person consulting and embarked on a new direction.
"My focus from here on will be on working directly with individuals."
Greg's mission is to empower personal transformation through his on-demand masterclass -- "How to Win a Sales Street Fight"
This new direction allows him to share the depth of his experience with those prepared to achieve breakthroughs, overcome obstacles, and unlock their full potential.
Family is at the heart of everything for Greg. He and his wife, Rosemary, live in Wichita, Kansas. Together, they’ve raised four daughters—Brooke, Blaire, Kaity, and Maddy—and now enjoy spending time with their nine grandchildren. In his free time, Greg pursues his passions of impressionist painting, writing, and occasional audio projects.
"Have to complete the circle back to my radio days." Greg adds.
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