Author name: Jess Diamond

  Summary In this episode, I’m breaking down what it feels like to be in the in between—that frustrating, uncomfortable space where you’re actively working toward your next thing but not there yet. Whether it’s a new job, a relationship, a body goal, or a big life shift, this episode is for anyone stuck in

  Summary This episode talks about the gut-punch feeling of “everyone is hanging out without me,” why it hits so hard in your twenties, and how to tell the difference between being excluded and just not being included. I share my own stories (past and very present) of feeling left out, the way our brains

  Summary In this episode, I’m diving into all the things no one really tells you about being an adult. I share the story of my very first “oh crap, I’m an adult” moment and how that experience set the tone for learning that adulthood is full of unexpected challenges. From jobs that don’t feel

Summary In this episode, I’m diving into the big question we all ask at some point: what’s the point? Whether it’s about college, your 9–5 job, dating, or just life in general, it’s normal to hit those crossroads where you wonder why you’re even doing what you’re doing. I talk about why this question shows

Summary In this episode, I’m breaking down one of the biggest living decisions you face in your twenties: should you live with roommates or live alone? I share stories from my own experience,  the real pros and cons of both options, and what it takes to be a good roommate versus a bad one. Whether

  Summary Your twenties are basically one big pivot, so let’s talk about how to handle them without losing your mind.   From careers to relationships to moving cities to changing habits, pivots never feel easy in the moment. In this episode I share some of my own pivots, stories from my clients, and why

  Summary No one warns you about the different types of loss that comes with growing up. It’s not all bad, but it is bittersweet. You lose old versions of yourself, friendships that don’t fit anymore, jobs that once felt stable, and even the direction you thought your life was headed in. This episode is

Summary Friendship in your twenties is messy, complicated, and always changing. In this episode, I’m breaking down what it actually means to be a good friend and how to avoid falling into the trap of being a “shitty” one. I share my own struggles with wondering if I’m a bad friend, what reciprocity looks like,

Summary How do you know if the person you’re with is your forever person?    This episode dives into what to look for in your relationship and ends with the number one question you should ask yourself if you’re doubting your relationship’s longevity. Knowing when to walk away, how to manage conflict, what to look

Summary In this episode, I talk about the fine line between being selfish in a healthy way… the kind that protects your energy and honors your needs and the kind that starts to isolate you or hurt the people around you. In your twenties, everyone tells you to “put yourself first,” but few people teach