Author name: Jess Diamond

  Summary Procrastination isn’t just about laziness—it’s often rooted in fear of failure, perfectionism, or avoiding discomfort. In this episode, I break down why we procrastinate, how it holds us back, and what we can do to overcome it. I share personal experiences, practical strategies, and mindset shifts to help you take action, even when

  Summary People always say, ‘You’re young, take the risk,’ but what they don’t talk about is what that looks like, how you can do so, and why your twenties are THE time to take a risk in your career. This episode has a guest, Somer Dice, dive into her own left turn experiences that

  Summary Happy 100th Episode of How To Twenty-Something!!! This episode is a full-on celebration, a reflection, and honestly, a love letter to being yourself. I’m talking about what it really means to be you—even when it feels easier to just blend in. I share how learning to own who I am has completely changed

  Summary If you are not happy with where you’re working, toxic or not, you need to get out! This episode brought on Career and Executive Coach, Dr. Kristy Taylor, to break down what you need to do if you find yourself in a toxic work environment. Dr. Kristy explains workplace boundaries, setting expectations you

  Summary In this episode, I’m challenging the age-old idea that “quitters never win.” Sometimes, quitting is the bravest and wisest choice you can make—and that’s exactly what I unpack in this episode of How To Twenty-Something. I talk about how quitting doesn’t always mean giving up; it can mean choosing yourself, setting boundaries, and

  Summary We all want to make money.. It’s how we’ll be able to live our lives, travel the world, create experiences, but knowing how to ask for more money requires thought, preparation, and practice. Karishma Wadhwani is a Holistic Career Coach and she breaks down exactly what you need to do and believe when

Summary Whether you’ve been ghosted, done the ghosting (yep, I see you), or just hate how common it’s become, this episode is for you. I’m calling ghosting out for what it really is: a sign of immaturity, poor communication, and a lack of respect. And no, it’s not just a dating thing. Ghosting happens in

  Summary Time is a funny concept. We all measure it differently based on what we’re going through and what we’re seeing around us. Lou Smith went from professional basketball player to bar manager, to personal trainer, to videographer and with every pivot he made, he never felt behind. Lou exemplifies why it’s so important

  Summary Whether you’re super close with them, feel distant, or have complicated dynamics, your relationship to your parents is something most of us are quietly navigating. In this episode, I reflect on how these relationships evolve in our twenties and what it means to relate to our parents as adults rather than children.This conversation

  Summary You’ve heard the saying, “make your money work for you,” but that can mean so many different things. Author of More Than Cash, Julia Cancro, introduces the easiest ways to invest your money (in a non-scary way) so you can set yourself up for financial success – even if you feel like you’re