Stephanie Lee Brings A Positive Message To Dating

Women's Dating

Successfully Me: Relationship Expert Stephanie Lee Brings a Positive Message to the Dating Scene

Amber Brooks

Written by: Amber Brooks

Amber Brooks

Amber Brooks is the Editor-in-Chief at When she was growing up, her family teased her for being "boy crazy," but she preferred to think of herself as a budding dating and relationship expert. As an English major at the University of Florida, Amber honed her communication skills to write clearly, knowledgeably, and passionately about a variety of subjects. Now with over 1,800 lifestyle articles to her name, Amber brings her tireless wit and relatable experiences to

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Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

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The Short Version: When the dating scene gets you down, Stephanie Lee is there to lift you back up. This professional dating and relationship coach provides inspirational guidance to anyone facing challenges in their love lives. Stephanie works with clients in individual sessions and makes people feel at ease with her approachable and down-to-earth manner. She has also developed a card game that mimics her coaching style of asking deep questions about love, work, relationships, and life. Singles and couples can play the game with friends and loved ones to get to know each on a deeper level. Stephanie makes dating and relationship advice accessible to everyone in the dating scene. If you’re single and wondering why you can’t seem to make a relationship work, you can read Stephanie’s self-help book, which offers advice on changing seven common dating patterns.

Four women were playing a game of questions called the Sip & Share Card Game when the talk turned suddenly serious. A card came up asking about surrogacy, and it turned out that two of the women in the group had experienced challenges while trying to conceive. They didn’t often share their frustrations with others, but playing the game prompted them to open up and find support and solidarity among friends.

Photo of Stephanie Lee, dating and relationship expert

Stephanie Lee founded Successfully Me to provide guidance to individuals from all walks of life.

One of the women later wrote to Stephanie Lee, the card game’s creator, to say that the game had inspired an emotional and healing moment that might never have happened otherwise.

“When I got that message, I got chills,” Stephanie said. “I want people to feel like they’re getting more than just a game — they’re getting a perspective that can be life-changing.”

Stephanie was trained as a therapist, but she has branched out to share her insights with singles and couples across the country. She has developed a fun board game and written a self-help book to augment her one-on-one coaching business. This dating coach and relationship expert brings a positive outlook to the dating scene and encourages individuals to make the choices that’ll lead them to successful relationships.

“My focus is on relationships because they are my passion,” she said. “I work predominantly with couples and offer different pieces of advice on maintaining relationships.”

Coaching Singles to Be the Best They Can Be

Stephanie helps women understand relationships from a new perspective. She works with singles ranging in age from 25 to 60, but she says she has heard of women as old as 75 buying and playing her game. Stephanie’s down-to-earth approach to dating advice appeals to women in all stages of life.

“I’m direct but transparent,” Stephanie told us. “I don’t like to beat around the bush.”

Successfully Me offers many self-help products, including one-on-one strategy sessions with Stephanie. Clients find discussing their fears and blocks with a lifestyle and relationship expert can be an eye-opening experience. These therapeutic sessions help people get to the heart of their issues and develop solutions and strategies to enrich their lives. Stephanie said she allows the client to choose the direction of the conversation; her role is to listen and make observations that shed light on a particular aspect of dating or self-esteem.

“She has the ability to not only help you find a solution, but she also has the dedication and determination that allows her to help you get there!” — T.H., a satisfied client

Stephanie told us that she emphasizes the individual’s power to change their habits and improve their lives by taking certain steps. She can provide the strategy, but it’s up to the individuals to take action.

By working with Stephanie in private sessions, daters gain clarity on where they are now and what they can do to get where they want to be.

“Stephanie completely changed the direction of my actions,” said C.C. in a testimonial. “She re-focused my attention on personal accountability, helped me figure out several achievable goals, and gave me sound advice on my career, relationships, and ideas.”

Fun Games Stimulate Conversation & Emotional Connections

The Sip & Share Card Game is the perfect game to break out during a ladies night in. Stephanie designed it herself, filling it with thought-provoking questions and prompts. The game offers players the opportunity to delve deeper into who they are and what they want in life.

The questions can be about relationships, careers, sex, or just life in general. According to the game description, “No topic is off limits, so sip… share… and be nosy!” The game keeps things light even while opening up discussions on sometimes weighty personal matters. It’s full of wonderful conversation starters crafted by a dating expert with an eye toward fostering self-improvement.

Photo of the Sip & Share Card Game

The Sip & Share Card Game gives players a chance to share their points of view on personal subjects.

Some women have hosted parties around the Sip & Share Card Game because they enjoy how it helps them talk about the real stuff with friends, spouses, and family members.

Whether you’re single or in a relationship, you’ll have a great time exploring the personalities of the people around you and becoming closer to your loved ones.

Her Self-Help Book is Inspirational to Independent Women

“Successfully Single: Choice or Destiny?”

is yet another empowering resource designed by Stephanie Lee. This self-help book backs up its advice with real-life stories from seven types of daters. First, the book outlines who these characters are, their personality quirks, their dreams, and their lifestyles, and then she gives advice to each character’s unique dating situation.

Cover of Successfully Single: Choice or Destiny? by Stephanie Lee

Stephanie’s book outlines several effective dating strategies.

Readers can decide which character or characters fit them best and get tailored advice in a fun and unconventional way. You can find the book on the Successfully Me website or on

“I’ve created a mash-up of narrative and self-help,” Stephanie said. “Ideally, I’d like to turn the book into a series on the seven characters.”

If you’re unsure what’s going wrong in your love life, you can read this entertaining and insightful book to figure out how to get out of your own way. Stephanie’s fresh take on dating and relationships can inspire readers to take control of their futures and shape their own destinies.

Stephanie doesn’t believe anyone is destined to be single, so she provides actionable insights to help people put themselves out there and make something happen.

Stephanie Bridges the Gap Between Therapy & Entertainment

From inspiring heartfelt conversations to motivating singles into action, Stephanie has been a good influence on many people in the modern dating scene. She delivers legitimate life lessons in fun and accessible ways so that both men and women feel comfortable exploring personal issues in a non-intimidating atmosphere. You can purchase her coaching products here.

“My style is very relatable,” Stephanie said. “I sprinkle sugar in the medicine in a way that makes it more of a positive thing.”

Her game, book, and coaching offer results-oriented exercises and strategies for savvy daters in all sorts of situations. And Stephanie hopes to do more for singles and couples going forward. She said she’s interested in bringing class back to dating on reality TV by offering her services as a down-to-earth dating expert. She sees great potential in reality TV shows to broadcast a positive message and bridge the gap between entertainment and self-improvement.

“After working with Stephanie, everything seemed to come together,” said N. P. in a testimonial. “She helped me to organize and prioritize things in my life, as well as served as an empathetic listener. She gave me invaluable service and guidance.”

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