how to twenty-something

Ep. 171 Why Relatability Matters More Than Advice in Your Twenties

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode Summary You don't always need more advice. Sometimes you need someone who actually gets it. In this episode, I'm talking about why relatability matters more than advice, especially when you're navigating your twenties. Because while the people who love you may have the best intentions, they aren't always living the same version of adulthood that you are. I break down the difference between someone who can sympathize with what you're going through and someone who truly "gets it," and why having people around you who understand your specific context can make you feel less alone. We talk about friendships, relationships, career advice, finding a coach or therapist, and why different people in your life can serve completely different purposes. In This Episode We Discuss Why relatability can matter more than generic advice The difference between someone who sympathizes and someone who "gets it" How your life experiences shape the advice that's actually relevant to you How to find people who relate to your current season of life Why you shouldn't expect one person to understand every part of your life Who This Episode Is For This episode is for you if... You feel like the people around you don't fully understand what you're going through. You keep getting advice that doesn't actually resonate with your situation. You've grown apart from friends because you're on completely different life paths. You're struggling to explain why something feels so difficult when everyone else seems to think it's simple. You find yourself comparing your experience to people who are in a completely different season of life. You're looking for a coach, therapist, mentor, or community that actually understands your perspective. You want to build a stronger support system in your twenties. You're tired of trying to figure everything out by listening to people who haven't experienced what you're experiencing. Key Takeaways You don't always need more advice; you need someone who understands your experience. Relatability isn't necessarily about age; it's about shared context and experience. The world changes, which means advice that worked decades ago may not work in the same way today. You shouldn't expect one friend, partner, parent, therapist, or coach to understand every part of your life. Ask people for advice when they're actually on the same road you're traveling. Having people who "get it" can make you feel less alone in experiences that otherwise feel isolating. As you move through different phases of life, the people who understand your current season may change. Find your people—the ones you don't have to constantly explain yourself to. Frequently Asked Questions What does it mean for someone to "get it"? Someone who "gets it" doesn't just sympathize with what you're experiencing. They have enough shared context or experience to understand what it actually feels like and can often offer guidance based on something they've personally navigated. Why does relatability matter so much in your twenties? Your twenties are filled with experiences that can be very different from person to person. Having people around you who understand your specific stage of life can help you feel less alone and make the advice you receive more relevant. Does this mean I shouldn't listen to older generations? No. The episode isn't about ignoring older generations. There is plenty to learn from people who have lived longer than you. The point is to recognize when you're looking for advice about navigating the world as it exists today, and seek out people who understand that current context. How do I find my "Get It" people? Start by looking for people who are navigating something similar to you or have recently navigated the road you're currently on. This could be a friend, mentor, coach, therapist, colleague, or community. What if the people I love don't understand what I'm going through? That doesn't necessarily mean they don't care about you. Someone can love you deeply and still not understand your current experience. Instead of expecting them to fill every role, look for additional people who can relate to the specific part of your life you're navigating. Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Christiane Palpant: Website: https://www.cuethelifeboat.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

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Ep. 170 What it really means to Own Your Life

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode Summary What does it actually mean to own your life? It's a phrase I talk about constantly, but owning your life doesn't mean having everything figured out or knowing exactly where you'll be five years from now. It means taking responsibility for the direction you're going, making decisions based on what you want, and being willing to take action even when you don't have the entire plan figured out. In this episode, I share the story behind my Own Your Life System and how leaving the corporate world forced me to stop doing what I thought I was "supposed" to do and start making decisions for myself. I break down what owning your life looks like in your career, relationships, routines, decisions, and the way you respond when things don't go according to plan. Because your twenties aren't about figuring out your entire life. They're about figuring out what you want your life to look like right now—and then doing something about it. In This Episode We Discuss What it actually means to own your life Where the Own Your Life System came from Breaking out of the "good girl" mentality Why following the path you're "supposed" to take can leave you feeling stuck Taking action before you have everything figured out Making decisions based on your own values instead of other people's expectations Taking responsibility for your life without blaming yourself for everything Why consistency matters more than motivation How to respond when things go wrong What it feels like when your life actually starts to feel like yours Who This Episode Is For This episode is for you if... You're questioning whether the life you're living is actually the one you want. You feel like you're following a path because it's what you're "supposed" to do. You're constantly looking to other people for permission or validation. You know you want something different but don't know exactly what that looks like yet. You're ready to take more responsibility for the direction of your life. You want to stop waiting for motivation, certainty, or the perfect time to make a change. Key Takeaways Owning your life doesn't mean having a five-year plan or knowing exactly where you're headed. Your decisions should be based on what you want, not what you're told to want. You can question the status quo without having the entire alternative figured out. Taking action creates options and can help you discover what you actually want. Owning your life means taking responsibility for what you can control. Consistency and systems will carry you further than waiting for motivation. When things go wrong, curiosity is more productive than blame. Your definition of success doesn't have to look like anyone else's. Your life can be messy and still be completely yours. Owning your life isn't a destination—it's a decision you make over and over again. Frequently Asked Questions What does it mean to own your life? Owning your life means taking responsibility for the direction you're going, making decisions based on your own values and desires, and taking action instead of waiting for life to happen to you. Do I need to know exactly what I want before I can own my twenties? No. You don't need your entire life figured out. You need enough clarity to identify what you want to work toward right now and be willing to take the next step. How do I know if I'm living someone else's life? Ask yourself whether your current choices are based on what you genuinely want or what your parents, friends, society, or your younger self told you success was supposed to look like. Is owning your life something you eventually achieve? No. It's an ongoing process. There isn't a single milestone that means you've officially "made it." It's choosing to show up for the life you want again and again. Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Christiane Palpant: Website: https://www.cuethelifeboat.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

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Ep. 169 What No One Tells You About Getting Pregnant

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI 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 it. I talk about why pregnancy can’t be planned as perfectly as the rest of your life, how long it can actually take to conceive, what happens when you come off birth control, and why a negative pregnancy test doesn't automatically mean something is wrong. I also dive into pregnancy loss and why miscarriage is far more common than many people realize, the impact of age on fertility, why male fertility needs to be part of the conversation, and the many factors that can affect someone’s ability to conceive. And because we live in a world where pregnancy announcements, bumpdates, and newborn photos are constantly appearing on our feeds, I talk about how social media can make an already emotional experience feel even more isolating. Whether you're nowhere near ready to have kids, starting to think about family planning, or already trying to conceive, this episode is a reminder that there is no universal timeline for pregnancy—and your journey doesn't have to look like anyone else's. In This Episode We Discuss Why you can't perfectly plan pregnancy or motherhood How long it can actually take to conceive What to expect when coming off birth control The reality of miscarriage and pregnancy loss How age can impact fertility Why male fertility matters, too The different factors that can affect conception How social media creates unrealistic expectations around pregnancy Why comparing your fertility journey to someone else's isn't helpful The importance of talking openly about fertility and pregnancy loss Who This Episode Is For This episode is for you if... You're thinking about having kids someday and want to understand what the journey can actually look like. You're starting to think about family planning in your twenties or thirties. You're currently trying to conceive and need a reminder that everyone's timeline is different. You've experienced pregnancy loss and have felt alone in that experience. You find yourself comparing your fertility journey to what you see online. You want to have more informed conversations about fertility before you're ready to have kids. Key Takeaways Pregnancy isn't something you can plan as precisely as the other milestones in your life. Getting pregnant can take longer than you expect, even when there are no known fertility issues. Coming off birth control doesn't necessarily mean you'll immediately conceive. Pregnancy loss is common, but many people experience it privately and don't talk about it. Fertility is influenced by many factors, and your journey may look completely different from someone else's. Age can affect fertility, which is worth considering when you're thinking about family planning. Male fertility is an important part of the conversation and contributes to a significant portion of infertility cases. Social media only shows you one side of someone's pregnancy journey. Comparing your behind-the-scenes to someone else's highlight reel can make an already difficult experience feel even more isolating. Talking to medical professionals and people you trust can help you feel less alone and better understand your individual situation. Frequently Asked Questions How long does it usually take to get pregnant? The episode discusses how conception can take several months, even for couples in their twenties with no known fertility issues. A first-month pregnancy is not the only normal outcome. Is pregnancy something you can plan? You can plan when you'd ideally like to start trying, but you can't guarantee when conception, pregnancy, or motherhood will happen. Your body may not follow the timeline you've created. Is miscarriage common? Yes. The episode discusses how pregnancy loss is more common than many people realize and why it deserves more open conversation and support. Does age affect fertility? Age can affect fertility, particularly as egg quantity and quality naturally decline over time. That doesn't mean pregnancy isn't possible later in life, but it is something to consider when thinking about family planning. Does fertility only depend on the woman? No. The episode emphasizes that male fertility is an important part of conception and infertility, too. Why does social media make trying to conceive harder? Social media tends to show pregnancy announcements, bump updates, births, and happy moments without showing the struggles that may have happened behind the scenes. This can make you compare your entire journey to someone else's highlight reel. What should I do if I'm struggling to get pregnant? The episode encourages you to talk with appropriate professionals, including your OBGYN or a reproductive endocrinology and infertility specialist, as well as trusted people in your life. Your individual situation deserves individualized guidance. Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Christiane Palpant: Website: https://www.cuethelifeboat.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

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Ep. 168 The Truth About Life After Graduation with Christiane Palpant

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode Summary What if the biggest thing no one tells you about life after graduation is that it's not supposed to be linear? In this episode, I sit down with professor, author, and speaker Christiane "Professor CP" Palpant to talk about why your twenties can feel so confusing after college—and why that uncertainty is actually a normal part of adulthood. We dive into the pressure to have everything figured out, how social media makes us feel like we're falling behind, and why comparing your timeline to someone else's only adds to the confusion. We also explore one of the biggest questions every twenty-something faces: How do you know when it's time to keep going versus change directions? Professor CP shares practical questions you can ask yourself when you're feeling stuck, while I share how I've navigated career pivots, entrepreneurship, and the unexpected twists that ultimately led me to coaching. Whether you're a recent graduate, questioning your career path, or simply wondering if you're doing adulthood "right," this conversation is a reminder that there is no perfect timeline—and that's exactly what makes your journey your own. In This Episode We Discuss Why life after graduation feels so overwhelming The myth that adulthood follows a linear path How to know when it's time to pivot versus push through Why so many twenty-somethings feel behind The value of mentors and "hidden allies" Why your college degree doesn't have to determine your career The difference between following your passion and funding your passion Letting go of the "shoulds" that keep you stuck Who This Episode Is For This episode is for you if... You're about to graduate college or recently graduated. You're wondering if you're on the right career path. You feel behind compared to your friends. You're debating whether to quit your job or stick it out. You're navigating a quarter-life crisis and don't know what's next. Key Takeaways Life after graduation is rarely as straightforward as we expect. Feeling uncertain doesn't mean you're doing anything wrong. Use your values—not fear—to decide when it's time to pivot. Every career experience teaches transferable skills. Your degree doesn't have to define your future. Social media is not an accurate measure of success. Seeking advice is different from copying someone else's path. Growth often comes from the challenges you'd never choose for yourself. Your passion doesn't always have to be your paycheck. Let go of the timeline you think you're supposed to follow. Frequently Asked Questions Why does life after graduation feel so hard? Because the structure you've followed for years suddenly disappears, leaving you to make decisions without a clear roadmap. How do I know if I should change careers? Look beyond temporary frustration and ask whether your current path aligns with your values, supports your growth, and protects your well-being. Is it normal to feel behind in your twenties? Absolutely. Everyone's timeline looks different once college ends, even if social media makes it seem otherwise. Does my college degree determine my career? Not at all. Many people build careers outside of their major while still using the skills they developed in college. Should I follow my passion? Passion is important, but it doesn't always have to be the thing that pays your bills. Sometimes your job funds the life you're trying to build. Related Episodes Why You Feel Behind in Your Twenties (This Is Not Your Forever) The Psychology Behind Your Quarter-Life Crisis This Is NOT Your Life: Stop Living Everyone Else's Plan How to Make Your Next Move When You Feel Stuck Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Christiane Palpant: Website: https://www.cuethelifeboat.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

Ep. 167 The connections you're missing out on by staying comfortable

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Networking doesn't have to mean awkward conversations, business cards, or pretending to be someone you're not. In this episode, I'm breaking down why staying in your comfort zone is costing you more than you realize, the biggest fears that keep us from reaching out, why those thoughts feel so convincing, and how to start building genuine relationships without feeling salesy or transactional. Because the people who can change the direction of your career and life are often the ones you haven't met yet. Key Takeaways: Every connection starts with one uncomfortable action, whether that's sending a message or showing up to an event. Make sure you don’t say no for the other person, before they even have a chance to possibly say yes. Understanding the different fears that come with making new connections. Networking doesn’t have to only be at a formal event, it can be at a run club too! Why asking for help isn't a burden at all. Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 166 Are you the partner you want to date?

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI We spend so much time talking about what we want in a partner that we rarely stop to ask ourselves if we're showing up the same way. In this episode, I'm challenging you to hold up the mirror and take an honest look at the qualities, habits, and standards you're bringing into your relationships. We'll talk about the difference between having high standards and having double standards, uncover some common relationship blind spots, and explore what it really means to show up for someone you love. This isn't about settling or lowering your expectations—it's about pairing those expectations with self-accountability. Key Takeaways: Identify what qualities you want in your relationship Why high standards should always be paired with high self-accountability How presence is one of the most underrated ways to strengthen a relationship How to see your blindspots, when they are blind to you How to become accountable to the things you say you want in someone else Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 165 Get Unplugged: How to Break Your Phone Addiction

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Your relationship to your phone is destroying your relationship to your life. From the moment you wake up to the second you fall asleep, your device has a choke hold on you and I'm getting into exactly what that is doing to your mental health, your focus, your productivity, and your relationships. This episode talks about the hidden damage your phone is creating in your life, tactics to separate yourself from your handheld device, and reminders that the virtual world is not nearly as important as the real world. Because yes, they are different. Key Takeaways: Different ways your phone is messing with your focus, thought patterns, and productivity Why physical connections is more valuable than digital ones What boredom does for you that your phone cannot How to separate yourself from your phone in little ways Why your phone is your coping mechanism and is destroying your mental health Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 164 When is it time to work with a coach?

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode Summary How do you know if it's actually time to work with a coach? The truth is, coaching isn't just for people whose lives are falling apart. It's for people who know they're capable of more but feel stuck figuring out how to get there. In this episode, I explain the difference between coaching and therapy, the five biggest signs that coaching could help you move forward, and why having someone in your corner can help you overcome the blind spots, fears, and resistance that keep you from making lasting change. I also walk you through the different types of coaches that exist—from career and business coaches to relationship, nutrition, and life coaches—so you can better understand what kind of support fits your current season of life. Finally, I take you behind the scenes of my Own Your Life System, the six-pillar coaching framework I've developed to help twenty-somethings build confidence, create meaningful goals, establish healthy routines, improve communication, and take ownership of their lives. Whether you're considering coaching with me or simply wondering if coaching is the right next step for you, this episode will help you recognize when it's time to stop trying to figure everything out alone. In This Episode We Discuss The difference between coaching and therapy Five signs it's time to work with a coach Why knowing what to do isn't the same as doing it How fear and resistance keep you stuck Why life transitions are easier with support The different types of coaches available What to look for when choosing a coach The six pillars of my Own Your Life System Who This Episode Is For This episode is for you if... You keep setting the same goals but never follow through. You know exactly what you should be doing but can't seem to do it. You feel stuck and can't explain why. You're navigating a major life transition. You're wondering if coaching is worth the investment. Key Takeaways Coaching focuses on helping you move from where you are to where you want to be. Repeating the same goals without changing your approach usually points to missing systems, not lack of motivation. Fear of the unknown often creates resistance, even when you know the next step. Feeling stuck doesn't always mean something is wrong—it may mean you've outgrown your current season. Major life transitions are easier to navigate with guidance and accountability. Your friends can support you emotionally, but they aren't responsible for helping you create lasting change. There is a coach for almost every niche, life stage, and challenge. Choosing a coach is about both expertise and finding someone you genuinely connect with. Building confidence comes from consistently showing up for yourself. You don't have to figure out adulthood on your own. Frequently Asked Questions What's the difference between coaching and therapy? Therapy focuses on healing and processing your past, while coaching helps you create a plan for the future and take action toward your goals. How do I know if I need a coach? If you feel stuck, keep repeating the same patterns, struggle to follow through, or want accountability while working toward a goal, coaching may be a great fit. Is coaching only for people who are struggling? Not at all. Coaching is for anyone who wants to grow, create change, or reach goals more effectively. How do I choose the right coach? Start by identifying the area of your life you want help with, then find someone whose experience, personality, and coaching style align with what you're looking for. What is the Own Your Life System? The Own Your Life System is my six-pillar coaching framework focused on Create, Consistency, Control, Connect, Communicate, and Confidence to help twenty-somethings build a life that's truly their own. Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 163 This is not your forever, but it is your for now

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode Summary Have you ever looked at your life and thought, "I know I'm capable of more than this." Whether you're living with your parents, working a job that feels beneath your qualifications, recovering from an injury, or simply feeling like life isn't moving as quickly as you hoped, it's easy to believe you've somehow fallen behind. In this episode, I share a coaching conversation with one of my clients that completely changed how she viewed her career—and how it applies to every twenty-something navigating adulthood. We unpack the three biggest reasons we resist taking the stepping stones in front of us: ego, expectations, and comparison. I explain why your ego is often disappointment in disguise, how unrealistic expectations trap you into believing there's only one "right" timeline, and why comparing your behind-the-scenes to someone else's highlight reel will always leave you feeling like you're losing. Most importantly, I want to remind you that where you are today doesn't have to be where you stay. Your current season isn't your forever—it's simply your for now. Every stepping stone, even the frustrating ones, is preparing you for opportunities you can't yet see. In This Episode We Discuss Why your current season doesn't define your future The hidden cost of letting your ego make career decisions How expectations create unnecessary disappointment Why comparison keeps you feeling behind The importance of taking stepping stones instead of waiting for the "perfect" opportunity How to recognize the value in jobs or experiences that don't feel exciting Why your twenties are about adapting, not following a perfect plan A practical exercise to help you appreciate where you are today Who This Episode Is For This episode is for you if... You feel like you're behind everyone else your age. You're frustrated by a job that feels beneath your qualifications. You're living with your parents longer than expected. You're rebuilding after a setback, injury, or difficult season. You're wondering if taking a "small" opportunity means settling. Key Takeaways Every stepping stone serves a purpose, even if you can't see it yet. Ego often disguises itself as disappointment. Expectations should evolve as life gives you new information. Your first opportunity doesn't have to be your forever career. Comparison steals your ability to appreciate your own progress. Social media rarely shows the difficult parts of someone's journey. Small opportunities often create bigger ones later. Looking back at your own story helps you recognize how far you've come. Give yourself timelines for temporary seasons so they feel intentional. Your "for now" can become the foundation for everything you want next. Frequently Asked Questions Why do I feel behind in my twenties? Because you're comparing your real life to other people's visible milestones while holding yourself to expectations that may no longer fit your life. How do I stop comparing myself to everyone else? Shift comparison from evidence that you're failing to proof that what you want is possible. Should I take a job I'm overqualified for? Sometimes the right opportunity isn't your destination—it's the stepping stone that gets you there. What if my life doesn't look like I expected? That's normal. The most important skill you can develop is adapting your plan as life unfolds. How do I stay motivated during a frustrating season? Remember that your current circumstances are temporary. Give yourself a clear goal and timeline so your "for now" feels purposeful instead of permanent. Related Episodes Why You Feel Behind in Your Twenties (This Is Not Your Forever) The Psychology Behind Your Quarter-Life Crisis This Is NOT Your Life: Stop Living Everyone Else's Plan How to Make Your Next Move When You Feel Stuck Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 162 This is why you operate the way you do with Adrienne Craighead

Claim your free Human Design Chart before you listen: https://bit.ly/HD101-AC WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrI Human design is the ultimate personality test. In this episode, Adrienne Craighead, not only reads my chart, but breaks down how you can read and interpret your own chart. This is super valuable for helping you make decisions that align with who you are to your core based on your birth place, birth date, and birth time. Key Takeaways: How to use human design as a another tool in your tool box What your chart says about you Everything on your chart could be a blessing or a burden based on how you make it mean Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email Me: coach.jessdiamond@gmail.com Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Adrienne Craighead: Free Human Design Reading: https://bit.ly/HD101-AC Other links to connect: https://linktr.ee/adriennec2 USE JESS20 AT CHECKOUT 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

Ep. 161 How to talk to your parents so they actually hear you

WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrI NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ If you have ever felt like your parents just do not hear you no matter what you say, this episode is going to help you figure out why and what to do about it. A big part of the problem is not what you are saying but the dynamic you are both unknowingly stuck in, and once you understand it, everything changes. I am walking you through the most common mistakes people make when bringing news or updates to their parents, why having a plan completely changes the outcome of those conversations, and how the relationship you build with your parents day to day matters just as much as how you deliver the news in the moment. I also get into what to do when the conversation starts to go sideways despite your best efforts, because their reaction is one thing you cannot control but how you show up is entirely up to you. If you have been putting off a hard conversation with your parents or keep finding that things go left no matter how hard you try, this one is for you. Key Takeaways: Are you acting immature or are your parents treating you like a child? A plan turns a confession into a conversation Decide before the conversation whether you are asking for help, advice, or just want to be heard Always lead with context and follow with what you are doing about it The relationship you build with your parents day to day directly impacts how conversations go when things get hard Treat your parents like people, not an ATM, not a therapist, not a personal assistant Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 160 Is Gen-Z really screwed in the job market?

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ The job market is tough right now and I'm not going to sugarcoat it. In this episode I'm breaking down the real statistics behind what's happening with entry level jobs, why AI is a massive driver behind it, and whether Gen Z is actually screwed or just searching the wrong way. Spoiler: it's a little bit of both. I'm sharing what I'm seeing with my own clients, the mindset shifts that separate the people landing jobs from the ones still waiting for an email back, and why the way your parents found their jobs has absolutely nothing to do with what works today. If you're currently in the thick of a job search that feels like it's going nowhere, this episode will give you some honest perspective and a better direction to move in. Because the people landing jobs right now aren't doing anything magical, they're just doing things differently. Key Takeaways: Why entry level jobs are harder to land than ever before How AI is changing the hiring process and what that means for you Why mass applying online is not an effective job search strategy How your mindset directly impacts your ability to land a job The truth behind job postings Your first job out of school is not going to be what you think it is Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

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Ep. 159 The Psychology Behind Your Quarter Life Crisis

WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrI How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ If your twenties have felt confusing, disorienting, or like everyone else somehow got the manual you missed… this episode is for you. In today’s conversation, I break down the psychology behind the “quarter life crisis” and why so many twenty-somethings suddenly feel the urge to blow up their lives, switch careers, move cities, go back to school, or completely start over. From social media comparisons and post-grad uncertainty to identity shifts, major life transitions, and the science behind your still-developing brain, this episode unpacks what’s actually happening beneath the surface of all those “what am I doing with my life?” thoughts. I also share pieces of my own journey leaving corporate life, moving to Charlotte, and learning how to separate impulsive reactions from genuine clarity. Key Takeaways: Why quarter life crises are so common in your twenties The psychological and emotional changes happening between 18–30 How social media distorts your perception of success and timing The role your prefrontal cortex plays in decision-making Why feeling lost can actually be a sign of growth How to tell the difference between impulsivity and intuition What to do when you feel the urge to completely change your life Why you don’t need a full life plan — just the next step How external processing and support can help you navigate uncertainty Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

Ep. 158 This is your sign to lift weights

NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI In this episode I am breaking down why your twenties are genuinely the best time to build muscle and strength, what happens to your body if you wait until your thirties to start, and why this matters just as much for your mind as it does your body. I am also calling out the fears that keep you stuck on the cardio machines, the not knowing what to do, the fear of being judged, because spoiler, no one in that gym is watching you as closely as you think. And once we get your head in the right place, I am handing you the exact plan I use with my own clients so you can walk in with dumbbells and zero confusion about what to do. This is the why, the mindset, and the plan, all in one episode. Now go lift something. Key Takeaways: Why your twenties are the best decade to get started in the gym Waiting to lift weights comes at a cost The most common fears talking you out of going to the gym You don’t need to spend hours in the gym to see results The simple framework to help you walk in the gym with a plan Consistency matters more than intensity Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

Ep. 157 How to Stop Letting Your Mistakes Live Rent Free in Your Head

WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrI How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ If you've ever let a tiny oopsy consume your entire day, your evening, and your 2am thoughts, this one is for you. You’ll hear me share a client’s story who made her first mistake three weeks into her new job and let it ruin her whole night, and why that reaction is so much more common than you think. The problem isn't the mistake itself, it's that you start tying it to your worth as a person and suddenly you're not someone who made a mistake, you're convinced you are the mistake. It’s time to learn how to not dwell on this mistake for longer than you need to. Key Takeaways: Making mistakes is the most human thing you could do What are you making this mistake mean about you or your capabilities? How to not let imposter syndrome convince you you’re not good enough Stop over apologizing Fix what you can fix, learn what you can learn, and then let it go The goal is never to never make a mistake again, it’s to react better Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

Ep. 156 Are you quitting or just running away?

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ This episode discusses something that's a lot harder to figure out than it sounds: knowing whether you're strategically quitting something or just running away from it. Because on the surface they look identical, but the difference between the two will determine whether you're setting yourself up or selling yourself short. If you've ever had the itch to leave a job, a relationship, school, or any kind of commitment the second it gets hard, this one is for you. Key Takeaways: Quitting and running away look identical on the outside but the difference lies in the why behind the decision Running away doesn't make the problem disappear, it just delays it and guarantees it shows up again There's a big difference between making a decision and having a reaction Staying somewhere longer than you want to can actually set you up for a much smoother transition into what's next Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

Ep. 155 When everything falls apart at the same time

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ This episode is all about what to do when life decides to life… and by that I mean everything falls apart all at once and you can't seem to catch your breath. The truth is, you can't hit pause on life while everything falls apart, but you can learn how to handle it without burning yourself out in the process. I break down how to shift your priorities, focus on what you can actually control, and stop looking at everything as one giant overwhelming mess. If you're in the thick of it right now, this episode is your reminder that your only job is to show up. Key Takeaways: Trying to power through when everything falls apart only makes things worse Not everything needs your attention equally Focus on what you can control and let go of what you can't Hard seasons build resilience you'll need for the rest of adulthood This feeling is temporary, even when it doesn't feel that way Helpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

Ep. 154 You did it! Now What?

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ In this episode, I'm talking about the low that follows a really big high… that "now what?" feeling that hits after you finally accomplish something you've been working toward. Whether it's landing a job, getting married, finishing a big project, or hitting a major milestone, I share why that post-achievement drop is completely normal and what to do about it. The goal was never just to get the thing – it was to build something meaningful once you did. Key Takeaways: The process of working toward a goal was keeping you occupied and giving you purpose, so its absence is what creates the empty feeling I’ll be happy when syndrome sets you up for disappointment How to have something new on the horizon before the big thing happens Learn to live in the mundane How this achievement can be the launch pad for what’s next Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.com How to stop spiraling: https://jessdiamondcoaching.com/spiral/ 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

Ep. 153 The problem with always accomplishing things

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ This episode breaks down the problem with always needing to accomplish things and why getting everything done doesn’t always mean you did it well. I talk about how constantly saying yes and rushing through your life leads to mistakes, poor communication, and people feeling overlooked.It’s time to start looking at your days differently, not just by what you got done, but by how you showed up while doing it. This episode is a reminder that being busy doesn’t excuse being inconsiderate, and that your self-worth isn’t measured by how much you accomplish. At the end of the day, the goal isn’t to rush through your life… it’s to actually be in it while you’re accomplishing it. Key Takeaways: Your urgency doesn’t stay with you… it spills over onto everyone around you. Success on paper is not the same as success in real life. You don’t need more time, you need better boundaries around your time What can you say ‘no’ or ‘not right now’ to? Stop wearing your busyness as a badge of honor Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.com How to stop spiraling:https://jessdiamondcoaching.com/spiral/ 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

Ep. 152 Why skinny doesn't mean healthy

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ TRIGGER WARNING: Discussion of bodies, eating disorders, and skinniness, listen at your own discretion. This episode is designed to call out the problem in today’s society: the overuse and abuse of weight loss drugs and practices. We went from chasing strength to once again chasing skinny with the goal to take up less and less space. I use this episode to break down why skinny does not mean healthy, how the media is influencing your perception of your own body, and the very real difference between being naturally thin and being undernourished. I also share the actual markers of health that I use in my own life and with my clients: things like energy, strength, hormones, and your relationship with food. This is meant to be a reality check so you can stop chasing a trend and start paying attention to what your body actually needs. Because skinniness is a trend… but your health is something you have to live with for the rest of your life. Key Takeaways: Just because someone is small doesn’t mean their body is functioning well Your body has a natural set point, and forcing it below that comes with consequences Energy, strength, hormones, and your relationship with food matter more than your size Stop trying to take up less space Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.com How to stop spiraling:https://jessdiamondcoaching.com/spiral/ 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