The Path Less Traveled

In this special episode, Syd leads you through a future self visualization —a gentle, powerful practice to help you connect with your happiest, highest self. Through this visualization, you’ll: - Meet your future self and explore how they look, live, work, and feel - Gain clarity on what truly brings you joy and fulfillment - Discover small shifts you can start making today to align with your best...

In this episode, I chat with Joni Sweet, a talented freelance writer, editor, & media consultant whose work has appeared in National Geographic, Forbes, Lonely Planet, and more. Joni's journey took her from fulfilling yet financially challenging roles in traditional publishing to a high-paying but uninspiring position at a large bank. Ultimately, she found her sweet spot by starting her own busine...

This one’s for the person asking, “What do I need in place to finally go after the life I really want?” In this solo episode, I explore why that question — while important — is often the wrong starting point. I share a moment at passport control that revealed just how far I’d drifted from one of my most important values, and how that realization opened the door to a much deeper truth: we can’t liv...

In this episode of The Path Less Traveled , Syd Connolly sits down with Dani Cruz, a former colleague turned mentor, role model, and close friend. Dani was once ascending the traditional corporate ladder—an absolute powerhouse thriving in big tech and venture capital, doing everything “right” on paper. But after reaching a breaking point, she made a bold shift: she left the certainty of the corpor...

In this special solo episode, Syd guides you through a grounding, heart-centered meditation designed to help you soften tension, reconnect with your breath, and return to the radiant white light that lives within you. You’ll be invited on a gentle inward journey—from the mind to the heart to the belly—allowing your awareness to settle, expand, and ripple outward. Whether you're looking to start yo...

In this episode of The Path Less Traveled , Syd Connolly sits down with Justin Cohen, her former colleague in big tech who unexpectedly found himself pushed off the traditional path. Together, they dive into Justin's journey of embracing vulnerability, stepping into the unknown, and the unexpected benefits of taking risks—despite being self-proclaimed risk-averse. After being laid off from his job...

In this first episode of The Path Less Traveled , Syd shares her own journey—from checking every box on the traditional path to realizing it wasn’t the life she truly wanted. She reflects on the cab ride that shifted her thinking, the note in her phone she wrote through tears, and the small choices that helped her reconnect with joy, purpose, and creativity. She discusses her leap into coaching, t...