Category - Dating Over 40

Karen, a successful professional, had been dating on and off for the past few years since her divorce. During that time, she experienced a couple of relationships where she felt unfulfilled and unappreciated. One man she dated initially seemed perfect for her but grew increasingly distant and unreliable. Another ideal man became more interested in …

Jessica, a successful businesswoman, was excited about a second date with Michael, still riding high after their fantastic first meeting. He was just as intellectually engaging as she’d hoped. Over wine at a cozy bistro, they began discussing a novel they had both recently read. Jessica enthusiastically shared her thoughts, enjoying Michael’s passion for analyzing …

Samantha’s drive had made her a successful career woman, but her love life had suffered. Her long marriage ended in divorce. After taking a few years to heal, Samantha decided to dip her toes back into dating. She matched on a dating app with Jacob, an up-and-coming entrepreneur whose startup had just been funded. Despite …

Sophia had always been a driven, ambitious woman who wanted to make her mark on the world. Sophia was proud of the career she built, working long hours over the past 20 years and climbing the corporate ladder. But, her personal life was lacking. Sophia had been so laser-focused on establishing herself professionally that dating …

Successful women face a unique challenge when it comes to dating: how do you present your achievements without inadvertently intimidating potential partners? Let’s look at Natalie, a high-achieving marketing executive, and how she navigated this tricky dating situation. Natalie had always taken pride in her professional accomplishments. As a rising star in her marketing firm, …

Karen had been single for nearly a decade after her divorce. She had focused on raising her two children and building her company, but now that her kids were grown and her business was thriving, she felt ready to open her heart to love again. When Karen met Steve at a charity event, she was …

Jessica had always struggled with her weight, and her father’s hurtful comments about her body stung. He would call her “chubby” and make jokes that made her feel bad about herself. She began to criticize herself like he did, and she started to believe that she wasn’t good enough because of her size. As a …

As a woman dating over a certain age, you may have experienced your fair share of ups and downs in your love life. Whether you have just had your heart broken or are simply sad at the prospect of another Saturday night alone, it can be difficult to feel grateful about your situation. There are …

Is trying to get what you want from a man the same as manipulation? When I suggest that a woman might benefit from some strategies to help her approach dating and relationships, many women feel uncomfortable and conflicted. They say, “I don’t want to play games” or “I don’t want to seem manipulative.” The ‘strategy’ …

After her 20-year marriage ended, Emily found herself terrified at the prospect of dating again. The world had changed so much since she was last single. But her friends kept insisting she try online dating. Hesitantly, Emily created a profile and was instantly bombarded with matches and messages. She went on a flurry of first …