The Professional Wingman®

We help singles develop better social skills to improve their dating lives through real-time coaching in social environments.

Speaking Overview

Fun and Interactive Inspiration to Create Transformational Decisions

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Thomas Edwards has served as a dating strategist to professionals around the world. A recognized authority on social skills development and lifestyle strategy, he has been consistently celebrated for his effectiveness in the world of dating and lifestyle strategy. Thomas has directly impacted the lives of tens of thousands from all over the world with his personal coaching, public speaking engagements, and live events.

Thomas' knowledge and unique approach to social strategy have been featured in media outlets including the Wall Street Journal, Cosmopolitan, Maxim, CNN, Ebony Magazine, Boston Globe, Reuters, E! Online and Fox Business. He’s also a contributor to Business Insider and

What began as a college student’s desire to transform the quality of his own life after a terrible breakup has grown into Thomas’ lifelong passion to help change lives of others as he is called on by individuals of every walk of life — CEOs, doctors, students, engineers, artists, political leaders, collegiate coaches, teachers, and entrepreneurs.

With an energetic, smooth, and engaging style, Thomas has the ability to inspire any audience to transform their lives with simple, effective, and proven strategies that last a lifetime. With an expert observational sense, he knows how to pull people in, read individuals and groups, and present content in a way that feels easy to grasp. His motto has always been "keep it simple, but significant." Thomas has presented to college students, entrepreneurs, women, industry professionals, and more.

The beauty of Thomas’ approach is that it is not just about meeting women or even awesome pickup lines. Rather, his approach is grounded in who you are and want to be. From there he helps you unlock what has always felt like the mystical black box of meeting people and dating. It’s a transformative and holistic approach that’ll impact all facets of your life.
— Andy W., Chicago, IL

Speaking Topics

Thomas' passion for what he does not only is reflected in the results he gets for his clients, but also through his speaking. Whether it's about taking risks, rebuilding your life, or starting a new one, it's Thomas' interactive content, specific strategies, and tough love encouragement that keep people wanting more. The breakthrough Thomas creates in every audience is through specific anecdotes and tools to inspire immediate action.

Speaking Resume

Here’s a sampling of events where Thomas has spoken:

Universities & Keynotes

  • Single in Stilettos – "Body Language 101"
  • 140 Characters Conference – "Love in 140 Characters"
  • Regis College – "The Truth About Dating in College"
  • Boston University – "The Dating Game"
  • NYC Dating Conference – "Create the Ideal Lifestyle for Success"
  • STORY – "Finding Love with a Wingman"

Conference Breakout Sessions

  • Techweek Chicago – ""Who the hell are you?!" Identity & Anonymity in modern dating and social apps"
  • Young Professionals Network Of the Urban League of Eastern Massachusetts' Annual Leadership Development Conference: Building Upon Your Foundation – “Real Talk for Men: Balancing the Personal & Professional”

Workshops / Panels

  • Great Love Debate – Boston; Greenwich, CT; New York City; Long Island, NY
  • Wingman Academy – Various topics
  • Boston Center for Adult Education – "Dating 101"
  • New York Junior League – "Single & the City: Cocktails, Questions, and Answers"
  • Shecky's Girls Night Out NYC – "Man Panel"

Videos of Thomas' Talks

What Hosts and Guests Have to Say

He IS a hella good wingman as I’ve seen him in action.
— - C.C. Chapman, Author of Amazing Things Will Happen and Founder of Digital Dads
When it comes to selecting the top dating experts in the industry for any of my Single in Stilettos events or online interviews, Thomas is one of the first dating experts I always approach first. Thomas is not only an expert at being a Wingman, he is also one the best speakers in the industry. He’s personable, engaging and gives women the best dating advice. Every time I’ve had him speak at my events, whether it’s online or offline, his sessions always draw a big audience. The women love getting his candid dating advice from a male’s point of view, and they always walk away feeling like they got inside info on how the male mind works!
— Suzanne Oshima, Matchmaker and Founder of Single in Stilettos
After meeting Thomas through a class at the BCAE, I signed up for a month of his email advice package. Thomas’s tips have been detailed, easy-to-follow, and extremely helpful. I’d vouch for Thomas’s professionalism, authenticity and insight to anyone who has doubts about working with him.
— Andrew, Boston, MA