Five Red Flags That Predict Heartbreak is Ahead

Five Red Flags That Predict Heartbreak is AheadHere’s another true love story about avoiding red flags from our Dating Advice for Women Series.
Carla, a 50 year old ICU nurse, met Juan, a lean hunk of a guy, at the dog park. As her Pomeranian cavorted with his French bulldog, Juan regaled Carla with stories from his native Ecuador. He was coming on gangbusters, as his dark eyes flashed at hers. He told her he never met a woman like her. Felt like he had known her forever, could share his secrets with her. Carla’s heart was racing by the end of their little chat. Juan even showed Pomeranians at one time! When he casually kissed the back of her hand to say goodbye, Carla was wondering if she had met her soulmate.

But deep inside, she felt that something might be off. Had she missed some red flags?

Carla wound up seeing Juan for a magical four hour date. The night was perfect and magical and she gave in to the overwhelming passions that seethed for him. He said he would love to see her the next day and they soul-kissed goodbye. Carla was dreamy and floating on her way home. She even missed her subway.

And they lived happily after? No. Of course not. Juan never called or emailed again. Carla was teary and heartbroken. She felt played, used and abused.

So Carla decided that she needed some help with her dating life. She asked for a free consultation with one of my dating coaches and in the session got immediate help on not going with her instincts when it came to men. One of the things she discovered about herself was that her intuition in choosing guys was just terrible. She kept missing red flags that would have helped steer her away from heartbreak.

Here then are five of the red flags in romance that Carla learned to avoid right away even though these were exactly the type of guys she was drawn to.

1. Professes undying, overwhelming love at first sight (he doesn’t really know you yet; only his fantasy of you!)
2. Seem too good to be true. Always interested in exactly what you are interested in, agrees with you, does what you want to do. Never fights with you. This guy is not being his real self with you!
3. Seems to be resentful and angry at his ex, the world, his boss and/or others. (a judgmental, angry guy!)
4. Lies to you, even if it is a “small lie.” Slippery. Answers a question with another question. (Probably is or will be a cheater!)
5. Drinks/uses non-prescribed drugs frequently, or in escalating quantities. An alcoholic or addict will not able to consistently be there for you.

If you have read this far I know that you have had at least one of these FRUSTRATING experiences with a guy. First thing is to get you ongoing support! Take a moment and sign up for my free Dating Tips & Relationship Advice Newsletter.

And Carla? Well, I’m happy to share that she is now engaged to a man who is much different from Juan.

If you meet a guy who is showing these red flag signs, be aware that if you go forward in the relationship he may sting and wound you. And a problem relationship has high costs in terms of your emotional, physical and financial health. So head for the hills! Remember there are lots of great guys out there who want a true lasting love!


find mr. right this year
  • This field is for validation purposes and should be left unchanged.

Sign up here for a powerful gift!

FREE Top-Tier Love Strategy Session!

Limited time offer

This field is for validation purposes and should be left unchanged.


Are you a successful woman who is tired of having NO good men to date?  THIS  is for you!

Hi, I'm Dr. Diana Kirschner. My team and I have helped thousands of successful single women, including judges, famous shrinks, CEOs, philanthropists, Directors, professors, and celebrities like Hoda Kotb from The Today Show to find a high-quality man who understands, appreciates and cherishes them, and I'm confident we can help YOU too!

I'm a PBS Love expert and psychologist who has appeared on Oprah, the Today Show and in an Amazon Prime show, Love in 90 Days based on my bestseller Love in 90 Days.  My work has been featured in The New York Times and The Wall Street Journal, ABC, People, and NPR.

I specialize in helping high-caliber women create feminine self-confidence, dating success, and passionate love matches.

I want to do everything I can to give you hands-on personalized support that will make a lasting difference!

That's why I'm excited to offer a FREE Top-Tier Love Strategy Session via Zoom or phone with one of my gifted coaches.

During your powerful and dynamic one-on-one session, we will help you with your unique dating situation. You'll walk away refreshed and inspired, with a clear step-by-step path forward to move through any obstacles and get the top-tier love you want.  And deserve!

"I followed the program and enjoyed the process. I appreciate Dr. Diana planting very helpful seeds!"
-Hoda Kotb, The Today Show

Here's what women like you are saying:

"My love strategy session helped me to meet a really high-caliber guy!  In it I learned how to tweak my profile to attract great matches.  And my boyfriend is the best!  We are having a blast building our dream house and planning for a cruise to Tahiti ! -Darla, Psychologist & Author

matchmaker, dating coach, dating tips, dating & relationship advice"I was fifty-two years old with a career that was enviably successful. But my love life was not. And I couldn't figure out why. As my love mentor, Diana helped me understand that I not only deserved to have but could have a strong, loving life partner who would always be there for me.  I found true love in three months! And after 4 plus years of marriage, my husband and I still pinch ourselves every day to make sure that it's not a dream!" - Midge Woolsey, PBS Pledge Host


  1. Dr. Diana Kirschner on June 3, 2014 at 11:43 am

    I like (I am not affiliated)–simply because it has so many people on the site. The higher the numbers, the better shot you have at meeting a great match! I also recommend using a smaller site at the same time, according to your unique interests, like or If you want to delve into this further, take advantage of a free consult with one of my expert Love Mentors.
    Wishing you love!

  2. tricia berdan on June 3, 2014 at 10:57 am

    Are there any reputable online dating sites or dating services you would recommend?

  3. Relationship Advice Guy on June 25, 2014 at 3:07 pm

    Thank you for the great tips. It’s so important to pay attention to what people actually do versus what we would like them to do or wish they were like. Too often, we can get hurt by not observing others’ behaviors.

  4. Dr. Diana Kirschner on September 10, 2014 at 4:09 pm

    Hey Daniel,
    Thanks so much!! The program of 3 where you date 3 people casually and take things slow works well for guys as well as women! You can do this in integrity by being up front about taking things slow in dating. There’s lots more about this in Love in 90 Days.
    Wishing you love,

  5. Daniel on September 10, 2014 at 3:26 pm

    I’m a guy and found this advice especially wise, not just to the girls but to the guys too. I think the best part of this advise is this: “…if you go forward in the relationship he may sting and wound you.”

    I felt a heartbreak before, its results are still here, and hope not to fall in with somebody easily.
    I really love you Dr. Diana. I love you because of your passion and sound advice.

    It’s a great honor if you just say hey in reply!

  6. Daniel on September 11, 2014 at 4:42 am

    Thank you for considering my previous comment.
    I think when you said “the program of 3,” you are referring to the chapter three of Love in 90 Days titled “Dating Three to Find the One.”

    Are there ways I as a guy can benefit from reading this book and possibly your other books?

  7. Dr. Diana Kirschner on September 11, 2014 at 6:52 am

    Yes–that is the chapter! All of my work was originally developed while working with both men and women. All my books are applicable to both! The principles work very well for guys. You just have to be more proactive in the dating process.

  8. long distance relationship advice on March 3, 2015 at 6:25 am

    Thank you !! Dr. Diana says right….i will obviously sign up your free Dating Tips & Advice Newsletter….Thank you for sharing…..!!

  9. Jay King on March 10, 2015 at 2:56 am

    These are some great advice Dr. Diana. These are red flags that need to be seen by women when choosing the right guy.

  10. Christoffer Jensen on April 5, 2016 at 12:29 am

    Great article. Definitely missed a lot of red flags doing my dating history haha

Leave a Comment