The Scoop: For many executive women, success in the boardroom doesn’t always translate to success in relationships. The traits they’ve taken on — like directing and taking the lead — which are rewarded in business, fall flat on men in matters of the heart. Dating and relationship coach Nicole DiRocco of Dating With Grace works with these women when they need to reclaim their femininity and discover how to lean back and attract love from the inside out. As a former human resources executive, Nicole understands the demands on her clients, and her coaching style speaks directly to those who are ready to prioritize their love lives.

For 25 years, Nicole DiRocco worked as a human resources executive. During her time in the corporate world, her strength and leadership were admired and rewarded. However, while Nicole made it to the top of her profession, she wasn’t having the same success with relationships.

She was unknowingly taking away a man’s motivation to pursue her. She’d go out on dates and never hear from the men again.

That’s when Nicole started seeing a dating and relationship coach and began the process of self-discovery to understand how she was showing up in relationship to men. After investing in relationship courses and countless books she had an epiphany.

Photo of Nicole DiRocco, Founder of Dating With Grace

Nicole DiRocco went from working in the corporate world to coaching executives, especially women, on dating and relationships.

“I didn’t understand it at the time, but my feminine side had been squelched. I did a lot of digging and learned what it meant to be vulnerable. I also didn’t understand men and their language,” she said. “Once I started implementing the shifts I needed to make, I started attracting and dating incredible quality men. My old self couldn’t imagine that possibility.”

Simultaneously, she considered coaching as a way to realize her purpose to be of service to others. That epiphany inspired Nicole to leave corporate life behind. She enrolled in classes and earned a graduate certificate in executive and professional coaching from the University of Texas at Dallas and sat for the International Coach Federation credentialing exam. Initially, she focused on leadership coaching, but when many of her clients complained of lackluster love lives, she knew it was time to share her knowledge on the subject.

That’s when Nicole narrowed the focus of her coaching to dating and relationships and founded Dating With Grace.

“I have a lot of compassion for my clients because I’ve been there. I’ve walked in their shoes,” she said. “There’s no judgment when someone comes to coaching. Everyone has their own pace. Things come up, and we deal with what the client needs in that moment.”

Dating With Grace™ is Designed for Busy Singles Over 40

Nicole said she decided to focus on top female industry leaders — age 40 and up — because she speaks their language. She understands the unique challenges of navigating a male-dominated work environment and how the professional demeanor women settle into can transfer over to their personal lives.

“I ask my clients what happens if they don’t find the relationship they’re looking for, and nine times out of 10, they say, ‘Oh, I’ll be fine. I’ll be fine.’ And then I ask ‘What would your feminine side say?'” she said. “That stops them in their tracks because they’re speaking from their masculine side.”

Her training allows her to pick up on a client’s tone and determine what is — or isn’t — being said.

As a coach, she helps women through the self-discovery process with fact-based research. She presents concepts that help her clients challenge deeply ingrained concepts that often stop people from being open to the kind of partner that’s best for them.

Screenshot of the Dating With Grace logo and a banner

Nicole offers different coaching packages and strategies through her website,

For example, Nicole said that many mature women will say that they don’t want to go on a date with a man who has never been married. To them, that says something about their character. However, Nicole shares research that shows a record share of Americans have never been married. One in 5 people over the age of 25 in the U.S. have never been married, compared with 1 in 10 unmarrieds in that demographic in 1960.

When women recognize that it makes sense to change some of their preconceived notions about men, relationships, and themselves, they can approach dating and love quite differently.

“I put the facts out there, and then I reframe it. My clients often have to take a step back because they have views that are not founded,” Nicole said. “Add in self limiting beliefs and a willingness to do the work, the ingredients for coaching are made.”

Dating With Grace visitors can also get a free copy of Nicole’s ebook, “3 Hot Tips To Successful Dating In The 21st Century,” by signing up for her newsletter.

Available to Global Clients Through Phone Calls and Emails

Nicole works with women (and, a few brave men) around the world, from North America to New Zealand.

She offers a tailor-made program for clients who seek exclusive coaching. With a boutique practice, Nicole approaches every client’s situation as unique and deserving of a one-of-a-kind coaching experience. Before taking on a new client, she determines if the client is ready to get back into dating — especially if they’ve recently been through a divorce or ended a meaningful relationship.

“All of my clients are excited about moving forward, but they do need to do that first-level work in therapy if there is still grief or anger associated with the end of a long relationship,” she said. “I’m ethically obligated to do that. I’ve had to say, ‘What I’m offering and what you need are not a match.’ And then they come back to me after they do that work.”

“I show my clients strategies for effectively attracting the kind of man they’re interested in. When I use words like strategy, that resonates with executive women.” — Nicole DiRocco, Founder of Dating With Grace

Nicole works with clients over the phone and she’s also available via email in between coaching sessions. She helps clients focus on self-care, finding happiness from within, and how to diversify their dating portfolio including rewriting their online dating profiles and provides pre- and post-date support. Her support spans from what to wear on a first date to complex ideas about understanding men and how to handle specific situations.

“I show my clients strategies for effectively attracting the kind of man they’re interested in,” she said. “When I use words like strategy, that resonates with executive women. I also do an online values inventory and we talk about what kind of life they want to create. As well, I focus on upskilling their flirting abilities and to how to make their date feel like a million bucks.”

Nicole DiRocco Focuses on Authenticity in Life and Love

Nicole said she has helped so many executive women — and men — maintain their professional focus while opening their hearts.

“When we do the work, they never have to change who they are at their core — it’s tweaking their behavior and reframing beliefs they’ve held about themselves and men,” she said. “I want them to realize that they’re perfect as they are and the most attractive thing to a man is a woman’s authenticity and her confidence.”

When women become more connected to themselves and more comfortable with intimacy, they can learn how to respond to a man’s pursuit, she said.

One of Nicole’s clients, a prominent coach herself, had just come out of a 10-year relationship and had no idea how to meet a man because her last relationship was with her next-door neighbor. Nicole helped the woman learn how to navigate online dating, as well as how to meet men offline, and now she’s dating a great guy.

Screenshot of a Dating With Grace Facebook graphic

Nicole helps clients learn how to be authentic and attract compatible matches.

Another client, a successful entrepreneur, in her early 60s and divorced, was intent on finding someone with whom to spend the rest of her life. But when she started working with Nicole, she complained that she was doing all the work. That’s because, after approaching dating with the same attitude she used in her business life, she was attracting the quintessential beta men.

“Today, she is with a man she met on We wrote her profile together, and he quotes her profile, that’s how much of an impact her profile had on him,” Nicole said. “They are now engaged and she’s happier than she’s ever been. He is the leader for which she was looking.”

Those results make Nicole proud to be a coach, and she plans to continue reaching out to executive women through speaking engagements, writing for various publications, online Master Classes and attending events — including the Texas Conference for Women.

“Coaching helps people realize their full potential. Unlike therapy, coaching is solution oriented. It’s humbling, and I get a great feeling of giving back,” she said. “I’m grateful for the opportunity to serve my clients. Their success is my success, and it’s very rewarding.”

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