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Through dating coaching, clients learn...

🤔 to identify ways in which they’re getting in their own way
🤝 how to be relational in order to date and find lasting love

If you’re tired of being single and tired of dealing with all the disappointments and rejections that come with dating, I get it and I can help.

I’ve been helping frustrated singles navigate the online dating world and develop healthy relationships for over a decade. In addition, I spent many years doing online dating before I met the man who is now my husband. My expertise combined with my personal and professional experiences makes me uniquely qualified to help you find the partner and relationship you long for.

If you're ready to:

  • Meet a partner who is emotionally available and ready to be in a relationship with you

  • Stop wasting your time on the wrong people so you can find the right one faster

  • Learn how to love yourself and start owning your worth

  • Learn how to communicate, set boundaries, and feel confident while dating and in a relationship

Caitlin Cantor


- 1 90 minute session
- 1 email check in
- Customized Homework & Readings



- 4 60 minute session
- Weekly email check ins
- Customized Homework & Readings

* Save $70 per session!



- 12 60 minute session
- Weekly email check ins
- Customized Homework & Readings

* 3 month and 6 month payment plans available.



- 24 60 minute session
- Weekly email check ins
- Customized Homework & Readings

* 3 month and 6 month payment plans available.

Dating doesn't have to be hard. 

Relationships can feel easy with the right guidance, and that's how they should feel! Finding the right partner should be fun and happen much quicker than you think, with far fewer disappointments. 

  • I’ve done courses and coaching before. What makes this program different?
    This program is grounded in proven methods that work to help you heal and change. It is NOT a cookie-cutter program that follows a set of “rules”. I am a kick-ass dating and relationship expert, with over a decade of experience as a Licensed Therapist, Relationship Expert, Certified Sex Therapist, and Coach. The course was developed with my personal insights into the world of online dating. The expertise I have and what I offer is unparalleled, and I have the training, personal experience, and client successes to back that up.
  • Am I the right fit for this course?
    If you are a single womxn and tired of being single, you’re the right fit for this course. If you’re ready to start doing things differently, you’re right for this course. This course is only open to womxn and those who identify as womxn.
  • I’m afraid to invest and not get any results. Do you offer any guarantees?
    Your results will depend on what you put into this course, so it’s impossible for me to guarantee what your results will be. I can say with confidence that no one has ever worked with me individually or in a group/course setting and left feeling like they didn’t get what they needed. So while I can’t guarantee it, I have full confidence that if you show up, you’ll get results.
  • Is there a payment plan? What about cancelations and refunds?
    Yes! There is a payment plan. This course is designed to add to your life, so I’ve done all I can to make sure the investment is as stress-free as possible. No, I don’t offer refunds. All sales are final.
  • I don’t like group programs. Why is a group important for me?
    Lots of people don’t feel comfortable in groups, and I totally get that. I used to feel the same way. However, group work is the most powerful work you can do. When one person does their work with the coach or a therapist, everyone does work. Everyone gains insights into themselves. Everyone changes. Groups are not always comfortable but they are the fastest way to healing and change. So, while I used to hate groups, I hated struggling and suffering more. I pushed myself to do group programs and they were the most life altering experiences I had. If you don’t feel comfortable in groups, and that is holding you back from this program, feel free to book a discovery call with me so I can support you. I want you to get the support you need to create the life you want!
  • What if I miss a class. Will there be a recording?
    Yes! You will get a recording from all classes so you can still benefit from a class you had to miss.
  • How long is this course?
    The course is 3 months; 12 Weeks. We meet once a week on Thursday nights EST for 90 minutes.
  • Can this course really help me?
    Yes! You don’t know how much you don’t know, and with this course you won’t have to spend years wasting time trying to figure it all out. If you don’t learn to do things differently, nothing will change. This course will teach you what you’re doing that is keeping you single, and what you need to do differently.
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