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.
Author
Jess Diamond
Category
Podcast website
Latest episode
Jul 6, 2026
Where to listen?
Podcasts in the app Replaio Radio Coming soonPodcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts
Episodes
Ep. 135 If you're unhappy with where you're at 12.01.2026 16:25
This episode is for you if you’re facing a season of discontent. Whether it’s career dissatisfaction, friendship shifts, relationship anxiety, and even how the city you live in can make you feel stuck, it’s important for you to figure out what’s in your control, how to give yourself a deadline, and how to take action without burning your life down. My goal is to help you stop tolerating a life tha...
Ep. 134 Rewind and reflect for what's next! 05.01.2026 17:09
This episode guides you through a real rewind and reflection of my 2025 — the wins, the hard stuff, and how I’m using both to set more intentional goals for 2026. I share some of my biggest highlights, most painful losses, and help you pause, reflect on your own, and actually celebrate what you’ve done instead of brushing it off. I also walk you through how I’m setting goals for 2026 and share som...
Ep. 133 When nothing sounds like a good idea 29.12.2025 16:14
What happens when nothing sounds like a good idea and you feel completely stuck in your life? This episode talks about how we usually end up in one of two places: the Land of No or the Land of I Don’t Know, and how both keep us stuck even though they look different. It’s filled with real stories from my life and my clients' lives and how we’ve worked to book our one way ticket out of these lands....
Ep. 132 Why adulting is so exhausting 22.12.2025 15:15
If you’re always tired, you’re not alone, but you also might be the reason for your exhaustion. From shorter days and less sunlight to sitting for 10 hours straight, I explain how our modern world completely goes against the natural rhythms our bodies were built for. Getting around this exhaustion looks like getting back to the basics, while also recognizing that being an adult is exhausting! Key...
Ep. 131 Prepping for an interview 15.12.2025 17:37
In this episode, I’m walking you through everything you need to know to prep for your next interview: what to do before, during, and after. I share how to make a strong first impression, the key research steps that’ll help you stand out, and how to answer common questions without sounding rehearsed. I also talk about managing nerves and how your body language can make or break your confidence. Plu...
Ep. 130 The Truth About Networking in Your Twenties with Dana Alfirevic 08.12.2025 55:30
Networking… something we all know we need to do, yet are so turned off by the idea of small talk and dead end connections. Which is why it’s time for you to learn how to network, redefine what it means to network, and how to build meaningful professional relationships that will help you achieve your career goals. Networking is for more than when you’re looking for a job, it’s part of every relatio...
Ep. 129 The Lazy Guide to Good Habits 01.12.2025 14:37
If you’ve ever called yourself lazy or felt guilty for not having the energy to keep up with your “good habits,” this episode is for you. Laziness gets a bad rap, but what if it’s actually a sign that your brain is trying to make life easier? In this episode, I share how to use your lazy tendencies to your advantage by creating systems that remove friction, reduce decision fatigue, and make your g...
Ep. 128 Stop Getting Ahead of Yourself 24.11.2025 15:01
Show notes If you’ve ever caught yourself spiraling about outcomes that don’t even exist yet, you’re not alone. We all want answers before they’re ready to come, but that need for control only creates more anxiety. In this episode I share why this happens, how it shows up in different parts of your life, and what to do when you find yourself jumping the gun. Key Takeaways: How your fears and...
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...
Similar podcasts
Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.