Category - Dating Over 40

Diane had climbed to the top of her field, but her personal life had taken a backseat to her career. That changed the day she met Eric at a charity gala. Charming and worldly, he swept her off her feet with tales of his travels and ambitions. For the first time in years, Diane felt …

Diane said to her best friend, Lisa. “I don’t get it. Jim seemed so into me. Later, he tells me he’s confused and not sure what he wants. It’s like déjà vu all over again.” Lisa had heard this story before. “Have you considered that you’re not being clear about what you want?” Diane bristled …

Despite her successful career as a marketing executive, Jennifer’s attempts at finding a new partner since her divorce hadn’t gone anywhere. Rather than examining her own behavior, Jennifer consistently blamed external factors for her dating failures. After a string of first dates that went nowhere, Jennifer developed a theory, “Men don’t want women with teenagers.” …

Olivia, sat at her desk, staring at the clock. As a successful professional in a demanding field, she’d built an impressive career over the years. Yet here she was, jittery about a dinner date. Her social circle had shrunk over the years. Work consumed her time, and dating colleagues was off-limits. Most men her age …

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 …