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30 Dating Dilemmas in 30 Days – Rosalind Sedacca

Your favourite mature dating site, Toyboy Warehouse has 30 days to gather the most influential dating and relationship experts to help answer 30 dating dilemmas from real members. It’s a race against time to solve the world’s love issues, will we make it?

Tell us about yourself

Meet Rosalind Sedacca, CLC

I am a Dating In Midlife Expert and Dating & Relationship Coach as well as the co-author of 99 Things Women Wish They Knew Before Dating After 40, 50 & Yes, 60!In addition to coaching clients via Internet and phone, I also facilitate workshops, webinars and teleseminars on dating and relationships for single women and men. For many years I’ve been blogging and writing expert articles for the Huffington Post, Bustle, Chic Galleria and numerous other websites and blogs on relationship issues. I host the Divorce, Dating & Empowered Living Radio Show and Podcast on the Going Solo Network, iHeart Radio and other venues. In addition I am co-creator of several online programs and courses for singles that can be found at: and Contact me directly at [email protected].

If someone came to you for dating/relationship advice, what should they expect?

Caring, compassionate support and immediately usable suggestions about how to approach their challenges in a new and different way. My clients don’t get stuck in victim roles. They discover how to make different choices to get different and better results. They explore ways to forgive themselves for past mistakes and attract the love partner who complements their needs and lifestyle. My approach is spirited, interactive, supportive and encouraging every step of the way. See the client praise found at and

What are some of the projects you’re currently working on?

I’m soon launching an online Co-Parenting Club for singles with children. I am being interviewed on several new podcasts and scheduling new interviewees for my own radio show, Divorce, Dating & Empowered Living With Rosalind Sedacca. I’ve recently updated my popular Women Dating Rescue 10-week e-Course with new resources and content.

Dating Dilemmas

Name: Sarah

Age: 49

Gender: Female

“I’m now divorced for the third time. I’m set on not going through the hassle of ditching another husband again, I really want to enjoy myself. Where does someone my age start?”

You start with a sincere deep desire to learn why you’ve chosen the partners you have had and what you’re going to do differently moving forward. Otherwsie you’re destined to repeat the past leaving you frustrated, angry, hurt or bored. Only when you decide to use fresh criteria for selecting partenrs will you have a chance to meet interesting, caring and quality people who are worth your time and energy. Don’t waste more of your life choosing the same old guys with different names and faces. Understand who will be a worthwhile love partner and change your ways!

Name: Anonymous

Age: 41

Gender: Female

“I haven’t had much luck finding a guy my own age and have started dating guys younger than me. Nothing too crazy, 5-10 years younger. Is what I’m doing right? Am I just setting myself up for heartbreak?”

Age is not the most important criteria when choosing relationship partners. Younger men can be stimulating, invigorating and fun to spend time with. Even to settle with. There’s no right or wrong about this. What does matter is whether they respect you, treat you well, honor who you are at this age and want to continue being with you. Heartbreak comes from unrealistic expectations and not knowing who you are choosing. So get to know your partner to see if they are with you for the right reasons, or just for short-term fun!

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