Author name: Jess Diamond

  Summary The clothes you wear actually matter and this episode of How To Twenty-Something invites Sam Swann, who is the wardrobe queen, to discuss why you need to begin wearing your closet. Throughout this episode we define what it looks like to wear your closet, how you can get started in enhancing your style,

  Summary This episode of How To Twenty-Something sheds light on the concept of Groundhog Day, a phenomenon often feels like being on a conveyor belt, where weekdays are monotonous and weekends are a desperate attempt to break free. Throughout this episode I share my personal experiences, provide you with tips to get yourself out

  Summary You’re probably going to buy your first home in your twenties, if not early thirties, so you might as well become familiar with the process earlier rather than later. This episode of How To Twenty-Something invites Julia Watkins, Realtor, to break down what exactly goes into buying your first home. We discuss what

  Summary In this episode of “How to Twenty-Something,” I dive into the dynamic between introverts and extroverts in a world largely designed for extroverts. I discuss the unique challenges we introverts face in social and professional settings, offering strategies for navigating an extroverted world while honoring our needs. Key topics include understanding the core

Summary WARNING: MENTION OF DEATH AND SUICIDE, please consult a mental health specialist before listening to this episode if you suffer with any mental illnesses.    I took a week at the end of July to volunteer my time with Experience Camps, a nonprofit organization that sends kids who have lost a parent, sibling, or

  Summary In this episode of “How to Twenty-Something,” I introduce the sneakiest fear of all: the fear of success, also known as achievemephobia. I further explain where the anxiety around success comes from which is usually accompanied with additional changes, responsibilities, and unknowns that freak your brain out. This fear is relevant in any

  Summary Episode Summary We spend so much of our lives being taught how not to get pregnant that we rarely talk about what happens when you actually want to. In this episode, I’m breaking down the realities of trying to conceive that you might not hear about until you’re already in the middle of

Summary This episode brings on guest expert, Laurie Schibble, to talk about stepping into the leadership role that your life demands. Throughout this conversation, Leadership Coach Laurie, shares her insight on what it takes to own your life and how your decisions, core values, thoughts, and responsibilities all come together to help you be the

  Summary This episode explores the common shared experiences either I’ve gone through in my twenties or have seen my friends, family members or clients go through. This topic aims to normalize the uncertainties and challenges of this formative decade, covering topics like losing your job, going through a breakup, navigating changing friendships, relocating to

  Summary Going back to school is a common thought amongst people in their twenties, but I’m here to tell you that this decision is not for everyone! In this episode, I brought on Carlos Piedrahita, rising second year at Harvard Business School pursuing his MBA, to talk about his experience and decision around going