Dating Coach Jess Mccann Tells Singles Whats Holding Them Back From Happy Relationships

Women's Dating

Dating Coach Jess McCann Tells Singles What’s Holding Them Back From Happy, Healthy Relationships

Hayley Matthews

Written by: Hayley Matthews

Hayley Matthews

Hayley has over 10 years of experience overseeing content strategy, social media engagement, and article opportunities. She has also written hundreds of informational and entertaining blog posts. Her work has appeared in numerous publications, including Bustle, Cosmo, the Huffington Post, AskMen, and Entrepreneur. When she's not writing about dating news, relationship advice, or her fantasy love affair with Leonardo DiCaprio, she enjoys listening to The Beatles, watching Harry Potter reruns, and drinking IPAs.

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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 she coaches singles, Jess McCann wants to be more than a mentor; she wants to be a friend. Her down-to-earth approach to dating coaching has earned her the trust of people around the world. In personalized coaching sessions, Jess seeks to understand her clients’ dating mistakes so she can teach them how to fix what’s going wrong and get into a relationship that lasts. As an authoritative dating expert, Jess has written comprehensive self-help books about the strategies and tactics modern daters need to be successful. Whether you’re wondering what to say in a text message or how to keep the romance alive in a relationship, Jess offers heartfelt guidance based on years of experience coaching clients to become their best selves.

Jess McCann is an inspirational and supportive figure in the dating world. Women come to her saying “I feel cursed” and come away knowing what’s going wrong and how to change their sad stories into a happily-ever-after.

“I’m like an aunt, not a mommy,” Jess said. “I don’t sugarcoat the truth.” Based in Washington, DC, Jess provides thoughtful dating coaching in person, over the phone or Facetime, and via email.

Photo of Jess McCann, dating coach and author

Jess McCann is a sought-after dating coach and author skilled at getting to the root of dating issues.

In recent years, Jess has focused more on email coaching to offer singles accessible dating advice on the go. This unique service is ideal for quick dating maintenance or a specific relationship question. Anyone experiencing uncertainty in the dating realm can send an email and get an expert 800-word answer within one or two days. Jess charges $39 per email or $149 for a package of five emails.

If you’d rather have a conversation in person or via phone or Facetime, you can hire Jess on for $125 per hour. She also offers an affordable package of three coaching sessions for $310. The dating coach aims to supply a variety of options and price points to help singles get the help they need without delay.

“A majority of people who come to me have severe problems with finding and maintaining healthy relationships,” Jess said. “My job is to sit down and diagnose what it is they’re doing wrong because they don’t know.”

Understanding Dating Patterns & How to Correct Common Mistakes

Everyone daydreams about that perfect love story, but some people find it difficult to achieve in the real world. When singles feel at a loss about what’s going awry in their relationships, they can turn to Jess to set them straight. Through personalized coaching sessions, Jess truly listens to her clients as they tell her their stories and provides actionable solutions to their dating woes.

Jess’ clients range in age from 24 to 69 and come from all walks of life. Whatever challenges they face, the dating coach empathetically counsels her clients on how to get their love lives back on track and find happiness in their particular stage of life. People from vastly different professions — reporters, bartenders, patent lawyers, psychotherapists, and even a marriage counselor — trust Jess to help them out in the love department.

“My clientele runs the gamut. I talk to people from all over the world,” she told us. “Basically, wherever my book is published, I have a client base.”

Screenshot of Jess McCann's website

Jess offers in-depth email exchanges and phone sessions to support singles struggling in love.

Jess works face-to-face with men and women in Washington, DC, but she also uses Facetime and email to connect with singles abroad. She schedules sessions as needed, so an individual could decide to come in regularly each week or every once in awhile for a tuneup. Her walk-in clients typically seek answers for a specific issue while her regulars hope for more overarching guidance in dating and life.

In the initial meeting, Jess has her clients write down their entire dating history so she can identify their past mistakes. Once she diagnoses what’s gone wrong, she offers specific remedies and supports their efforts to change and grow. Her advice helps singles learn successful dating techniques and break the negative relationship patterns of the past.

“My primary mission is to get people ready to date,” Jess said. “To do that, I have to figure out what the person is unconsciously doing to sabotage themselves. It’s like therapy.”

Instructive Books Outline Successful Dating Strategies & Tactics

Jess has written two self-help books that expand upon common dating errors she sees in her coaching practice. They’re must-reads for singles in all kinds of dating quandaries. In each chapter, the dating coach recommends proven methods to finding and keeping the right partner. If you want to build your relationship skills on your own time, these books are excellent resources.

Cover of Was It Something I Said by Jess McCann

In “Was It Something I Said?” Jess empowers readers to find the dating answers they need.

Published in 2013, “Was It Something I Said?” is a comprehensive guide for daters unsure about what to say and how to act in any dating situation. Jess described the book as a choose-your-own-adventure book for love. In it, the dating expert answers the questions of daters in specific scenarios. From turning a friendship into something more to rekindling the romance with an ex, Jess provides word-for-word advice to help readers handle the small issues that can make or break their relationships.

With “You Lost Me at Hello,” Jess wanted to give readers more subtle strategies to becoming irresistible to date prospects. She outlines effective techniques, like leaving a date wanting more and creating a sense of urgency, to get daters to commit and close the deal. Her goal is to help singles take actions that will quickly yield good results for their love lives.

Jess’ next book, titled “The Curse,” will delve into the issues facing longtime singles who feel cursed and hopeless in the dating world. Jess supports and encourages daters who think love will never happen for them. According the dating expert, love can happen for anyone as long as they commit to doing the work and learning the skills to make it happen.

“I don’t want singles to spin their wheels,” she said. “Don’t waste your time. Don’t get involved with someone who’s not really interested. My books are about getting results.”

Turning Tears of Frustration Into Tears of Joy

Over the years, Jess has collected quite a few glowing testimonials. The dating coach says the success stories and thank-you notes serve as inspiration for her. “It makes me extremely happy to hear back from my clients,” she said. “It makes me feel like what I’m doing is worthwhile.”

Celene, a single woman living in Alexandria, Virginia, heard about Jess through a Meetup group and bought her book “to see what the hoopla was about.” After reading the book in one sitting, Celene felt this was someone who got it, a dating authority she could trust, so she contacted Jess for online dating help. Within Celene’s first five days of setting up a dating profile, she received messages from over 75 men and credited Jess for the advice that set her on such a fruitful venture.

“Every single interaction with Jess has been extremely positive,” Celene said in her review. “She clearly cares about everyone she helps. The main thing that you can do is trust Jess — she clearly knows what she is talking about.”

“Jess has been instrumental in the positive transformation in my life,” wrote Alex, who went from single to married within a few months of coaching. “She’s incredibly empowering, insightful, and clearly an expert in both dating and life coaching.”

“Jess is adorable, very sweet, loving, kind, nonjudgmental, accomplished, and so wise at dating.” — Lola, a client who got a boyfriend thanks to Jess’ online assistance

Lisa said her dating life improved tremendously after working with the dating coach. “Jess has an uncanny and innate ability to understand the effect of what I may have said or done to elicit the response I got from the other person,” Lisa praised. “She provides perspective that I never would have thought of on my own.”

For Jess’ part, she loves witnessing the transformation in those who invest in her help. “Many clients come to me crying; they’re so frustrated about the whole dating process,” she said, “and so many now are in happy relationships with children. It’s nice to see that happen for them.”

Jess McCann’s Dating Consultations Can Turn Your Love Life Around

Jess goes the distance to uplift and advise her clients in impactful coaching sessions. Hers isn’t a surface-level approach but an in-depth assessment of the underlying issues in dating. She wants her clients to have lasting, meaningful success in the love department, and sometimes that means overhauling their dating habits.

Whether she’s advising singles about when to text a date or sharing emotional insights on breaking harmful dating patterns, Jess provides concrete and personalized solutions for daters around the world.

“Certain people in the world have a really hard time finding and keeping a relationship,” she told us. “It just slips through their fingers. I share the dating strategies and tactics that work, so my clients can get in successful, functional relationships.”

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