how to twenty-something

Jess Diamond
  • 4.9 (10)
  • SELF-IMPROVEMENT
  • UPDATED WEEKLY

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.

  1. 4D AGO

    Ep. 119 When everyone is hanging out without you

    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 narrative. We’ll dig into how to stick to the facts, communicate what you need without playing the blame game, and create connections for yourself instead of waiting for someone to hand you an invite. So if you’re tired of feeling left out and letting your spiraling thoughts take over, this episode is for you. Key Takeaways: The difference between being excluded and not being includedUnderstanding friendship cycles as you move through your twentiesWhy social media isn’t the mind-numbing resource you think it isWays to communicate your feelings without sounding accusatoryWhy it’s usually not about youStop waiting for the invite, create the event Helpful Resources:  It's Me, I'm the Problem 9/22: https://jessdiamondcoaching.com/problem/ Let’s chat: https://calendly.com/coach_jessdiamond/success  Email me: coach.jessdiamond@gmail.com 3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    20 min

  2. SEP 15

    Ep. 118 Stuck in the in between

    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, and hopeful as you bridge the gap between where you’ve been and where you’re going. I talk about why it’s so tempting to put your happiness on hold, how to actually measure your progress in the meantime, and what it means to reshape your identity before you arrive at your next milestone. Key Takeaways: You’re going to encounter multiple different in between moments as you grow through your twentiesWhy “it’s not forever, it’s for now” is the most powerful motto to adoptUse this time to prepare, plan, and gather the tools you’ll need for your next moveHave an end date to getting out of the in betweenClaim who you’re becoming, not where you’re currently at Helpful Resources:  It's Me, I'm the Problem 9/22: https://jessdiamondcoaching.com/problem/ Let’s chat: https://calendly.com/coach_jessdiamond/success  Email me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    22 min

  3. SEP 8

    Ep. 117 In Your Single Era with Danielle Facchine

    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 your way out, it’s time for you to learn how to be okay with being single in this current era of your life, why rushing to get into a relationship will not solve all your problems, and how your happiness doesn’t go on pause just because you don’t have that special someone to make memories with.  Key Takeaways: Why it’s so important to spend time being single in your twentiesHow to get over the feeling of being behindWanting a relationship vs no longer wanting to be singleBeing in a relationship will not magically solve all your problemsGo to things by yourself, even if it’s uncomfortable Your happiness is your responsibility Find reasons to celebrate yourself The level of abundance that comes with singleness Helpful Resources:  It's Me, I'm the Problem 9/22: https://jessdiamondcoaching.com/problem/ Let’s chat: https://calendly.com/coach_jessdiamond/success  Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Connect with Danielle Facchine: Website: www.daniellefacchine.com  Instagram: https://www.instagram.com/danielle_facchine/  Email: danielle@daniellefacchine.com  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    58 min

  4. SEP 1

    Ep. 116 The 5 Steps I Would Take To Land My Next Job

    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 talk about building real relationships, both online and in person, and why following up might be the one thing you’re not doing that’s holding you back. Whether you're a fresh grad, switching industries, or just feeling stuck, I break it all down in a way that’s actionable, honest, and rooted in what’s actually working right now.  Key Takeaways: Submitting mass applications online is often a waste of timeIdentify your strengths and interests, not just your degreeBuilding connections and relationships everywhere will serve you in the long runNetworking doesn’t only happen at “networking events”Follow up, Follow up, Follow up Helpful Resources:  Let’s chat: https://calendly.com/coach_jessdiamond/success  Email me: coach.jessdiamond@gmail.com 3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    19 min

  5. AUG 25

    Ep. 115 Is it time to move in together? With Mylira Green

    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 expectations, and keeping the spark alive in your relationship, there are so many important conversations you need to have, and factors to consider, that will keep peace in the household and your relationship healthy - whether this is the person you end up marrying or not. Key Takeaways: Are you moving in together out of convenience or because it’s the next right step?The difference between a roommate and a romantic partnerHow and why to have the money talk… repeatedly Common conversations that MUST be had when you move in togetherIt’s healthy and highly recommended to have regular check insSetting shared expectations across an array of subjectsHow to use your love language to pour into one anotherWhat being intentional looks like now that you’ve moved in togetherSigns you have a strong foundation in your relationship Helpful Resources:  Let’s chat: https://calendly.com/coach_jessdiamond/success  Walk into any room with confidence: https://jessdiamondcoaching.com/confidence/  Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Connect with Mylira Green: Website: www.myliratransforms.com  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    57 min

  6. AUG 18

    Ep. 114 Why every adult should go to camp

    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 sleepaway camp just for fun, the experience is unlike anything else. From not having to think about your schedule to making real friends with people who just get you, camp offers a much-needed reset for the body and mind. I share the unexpected benefits and why I think putting your life on pause might be the best thing you do for yourself all year. If you’ve been looking for a sign to go to camp, this is it. Key Takeaways: Structured time off means not making any decisions and just getting to be presentA pause from your life with jam-packed, fun-filled days means also taking a pause from social media and the noise of the outside worldLess external feedback means you have to turn inwards and connect with yourselfThe power of play and how we lose our playtime as we get olderEvery adult needs a place where they can connect, play, and be presentShared experiences and vulnerability with a side of instant acceptance is the perfect recipe for making friends Helpful Resources:  Let’s chat: https://calendly.com/coach_jessdiamond/success  Email me: coach.jessdiamond@gmail.com 3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    18 min

  7. AUG 11

    Ep. 113 Everything you know about nutrition is wrong with Dee Jackson

    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 not the way to losing weight. At the end of the day, we want you to be healthy and not misled by what you see online by your favorite fitness influencer. Stick to the facts, stick to the basics, and you will live a long and healthy life. Key Takeaways: You can eat carbs and not gain weightMeal prepping is a mindset and a priority disconnectionYou don’t have to eat the same meal every day and still be able to meal prepYou don’t need to eat your body weight in protein everyday Just because you’re skinny, working out and eating healthy, does not mean you are healthyWhy all calories aren’t created equally, despite the law of thermodynamicsYour salad isn’t going to help you look skinny or toned Helpful Resources:  Let’s chat: https://calendly.com/coach_jessdiamond/success  Walk into any room with confidence: https://jessdiamondcoaching.com/confidence/  Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Connect with Dee Jackson: Website: Deejsfitnation.com  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    1h 2m

  8. AUG 4

    Ep. 112 Why are your twenties so confusing?

    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 confusion by focusing on the right now, getting specific, and changing your language around being “stuck.” If you’re feeling confused, please know it’s normal and it’s a temporary state of mind as long as you take action to try to create your clarity. Key Takeaways: Confusion is a signal that you’re in transition, not stuckSocietal timelines are outdated and don’t reflect adulthood todayYou can do everything "right" and still feel like things aren’t working, that doesn’t mean you’re behindGet specific with your goals and change your language to get you out of this stateComparing yourself to your peers or what you see on social media will only exacerbate your confusion Helpful Resources:  Let’s chat: https://calendly.com/coach_jessdiamond/success  Email me: coach.jessdiamond@gmail.com 3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9  Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5  Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic  Music Promoted by https://www.free-stock-music.com Creative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

    17 min
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Ratings & Reviews

4.9
out of 5
10 Ratings

About

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.

Information

  • Creator
    Jess Diamond
  • Years Active
    2023 - 2025
  • Episodes
    120
  • Rating
    Explicit
  • Copyright
    © Copyright 2025 Jess Diamond
  • Show Website
    how to twenty-something

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