Jess Diamond
how to twenty-something
How To Twenty Something teaches young professionals how to “adult” across various aspects of their lives from career, to relationships, to overall health and wellness, so they can gain the confidence to take risks and try new things, helping them to reach their full potential.
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Autor
Jess Diamond
Categoría
Web del podcast
Último episodio
2 de nov. de 2026
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Episodios
Ep. 127 It's okay to be selfish... until it's not 17.11.2025 17:20
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 you what that actually looks like in practice. So today, I unpack what it means to choose yourself withou...
Ep. 126 Are they the one or is it time to run? with Rebecca Williams 10.11.2025 55:58
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 out for as red and green flags in your partner, and how to break the bad relationship patt...
Ep. 125 What it takes to be a good friend 03.11.2025 17:18
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, and why communication matters more than constant texting. From how you respond when someone init...
Ep. 124 Your twenties are a decade of loss 27.10.2025 16:16
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 to help you identify where you’re experiencing loss in your life and why you’re going to be confused arou...
Ep. 123 How to Pivot When Life Doesn’t Go as Planned 20.10.2025 15:49
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 your brain freaks out every time you’re about to make a change. Most importantly, I’ll walk you through how...
Ep. 122 Living With Roommates vs. Living Alone: What No One Tells You 13.10.2025 17:08
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 you’re craving independence, trying to stretch your budget, or figuring out how to not lose a friendship...
Ep. 121 What's the point? 06.10.2025 13:26
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 up most when we’re burnt out, bored, or in a season of transition, and how you can start to uncover...
Ep. 120 What no one told you about being an adult 29.09.2025 17:33
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 like your calling, to the struggle of making and keeping friends, to the identity shifts that make you feel out of...
Ep. 119 When everyone is hanging out without you 22.09.2025 19:39
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 love to spiral into the worst-case scenario, and why social media is the absolute worst for feeding that...
Ep. 118 Stuck in the in between 15.09.2025 21:53
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 that “not quite yet” phase. I’m sharing five powerful reminders to help you stay grounded, patient, a...
Ep. 117 In Your Single Era with Danielle Facchine 08.09.2025 58:15
No, this is not your typical ‘love yourself’ kind of episode, but rather getting into the real thoughts and real emotions behind being single – the good and the bad. Danielle Facchine, founder of the Single Life Revolution, sheds light on how to keep living your life when you’re single (and why it’s the absolute best time to do so). If you’re deep in the pits of the single life and trying to claw...
Ep. 116 The 5 Steps I Would Take To Land My Next Job 01.09.2025 19:17
If I had to land a full-time job in today’s market, here are the exact five steps I’d take. In this episode, I’m sharing the strategies I wish I knew back when I was mass applying on job boards and wondering why nothing was working. I walk you through how to narrow in on the right industry for you, how to update your resume strategically , and how to actually use LinkedIn the right way. I also tal...
Ep. 115 Is it time to move in together? With Mylira Green 25.08.2025 57:26
Moving in together is a big next step for a relationship and there are so many conversations that need to be shared prior to making this decision and progressing your relationship. Which is why I brought on Mylira Green, Relationship Coach and Therapist, to highlight common pitfalls, perspectives, and insight into being confident about deciding to move in together. From finances, to chores, to exp...
Ep. 114 Why every adult should go to camp 18.08.2025 18:27
After spending a week at Experience Camps in Georgia, I’m more convinced than ever that every adult needs to go to camp . In this episode, I reflect on what it meant to step away from my daily routine, disconnect from social media, and fully immerse myself in a world built around connection, play, and presence. Whether you’re volunteering at a cause that speaks to your story or attending an adult...
Ep. 113 Everything you know about nutrition is wrong with Dee Jackson 11.08.2025 1:01:34
Everything you know about nutrition is wrong! That’s why I brought on Dee Jackson to help me discuss common nutrition statements and break down the truth and the falseness behind each one. From knowing calories, to different macros, to your own habits and priorities around food, we debunk what you’ve previously seen online that probably isn’t correct. And yes, that includes salads and how they are...
Ep. 112 Why are your twenties so confusing? 04.08.2025 17:05
Show notes Your twenties can feel like one giant WTF moment—and in this episode, I unpack why that is and what to actually do about it. Throughout this episode I share my own story of thinking I had a plan only to have the rug pulled out from under me during the pandemic, why confusion is a signal to listen to, and why societal timelines are irrelevant. It’s time you learned how to shift out of co...
Ep. 111 The power of attracting, not demanding with Becca Ploener 28.07.2025 58:52
In a heavily masculine dominated world (the patriarchy), it can be really difficult for people to shift into their feminine side. The truth? We need both to create relationships and exist in this world – which brings me to the topic of attracting who and what you want; NOT demanding. This episode brings on Feminine Adventure Coach, Becca Ploener, to help you shift out of your wounded feminine and...
Ep. 110 Top 5 Fitness Myths Holding You Back 21.07.2025 20:43
In this episode, I’m diving back into the fitness world and calling out five major myths that so many of us fall for. Whether you’re a seasoned gym-goer or someone just starting out, these misconceptions can seriously mess with your mindset and your results. From thinking sweat equals a good workout to fearing that a week off the gym will erase all your progress, I’m breaking down what’s actually...
Ep. 109 Breaking Off Friendships with Ciara Rubin 14.07.2025 53:37
What are your red light, yellow light, green light moments in your friendships? This episode highlights behaviors that signify a good friendship from a bad one, how you can use this information to reflect on yourself and the friendships in your life, and what to do if you’re ready to end a friendship that isn’t working. Ciara Rubin, is a bestselling author, singer, and mystic with a mission to hel...
Ep. 108 Jealousy is good for you 07.07.2025 16:22
Jealousy is one of those emotions we all experience but rarely talk about—especially in our twenties when comparison is everywhere and progress feels like a race with no clear finish line. In this episode, I’m breaking down why jealousy isn’t a bad thing and how it can actually point you toward what matters most. This episode is meant to help you feel understood, reflect on what your jealousy migh...
Ep. 107 What to do With Your Money Now That You're Finally Making Some with Julia Cancro 30.06.2025 54:32
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 living paycheck to paycheck. I get it, inflation makes it seem like saving money in your early-mid twenties i...
Ep. 106 Navigating Your Relationship with Your Parents in Your Twenties 23.06.2025 19:37
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 is meant to help you feel seen, get curious, and maybe start appro...
Ep. 105 Time is on your side with Lou Smith 16.06.2025 53:23
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 for you to believe that time is on your side, otherwise you risk staying stuck and u...
Ep. 104 What ghosting really means 09.06.2025 15:53
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 friendships, jobs, clients—you name it, it’s everywhere. In this episode, I walk you through why we gho...
Ep. 103 If you want to make more money, do this... with Karishma Wadhwani 02.06.2025 55:17
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 it comes to creating your own opportunities (and earning more money). She emphasizes how important...
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