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 masculine energies and step into your divine ones! Key Takeaways: What is femininity outside of gend...
Jul 28, 2025•59 min•Ep. 111
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 true and what needs to go. As a personal trainer and coach, I see these myths come up with clients a...
Jul 21, 2025•21 min•Ep. 110
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 help women heal their hearts and attract the soul-aligned friendships they’ve been yearning for. Listen...
Jul 14, 2025•54 min•Ep. 109
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 might be trying to teach you, and start using it as fuel instead of letting it spiral into self-doubt. I...
Jul 07, 2025•16 min•Ep. 108
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 is nearly impossible, yet you go on social media and see your friends traveling and living luxuriousl...
Jun 30, 2025•55 min•Ep. 107
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 approaching these relationships with a little more clarity and compassion. We talk about boundaries, effec...
Jun 23, 2025•20 min•Ep. 106
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 unsatisfied in your life's path. Your twenties are the time to mess up, try new things, and take risk...
Jun 16, 2025•53 min•Ep. 105
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 ghost, why it feels so awful to be ghosted, and how to break the cycle by communicating like the grown ...
Jun 09, 2025•16 min•Ep. 104
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 your voice is in the workplace, at a networking event, and even at the grocery store and the cost of...
Jun 02, 2025•55 min•Ep. 103
In this episode, I’m challenging the age-old idea that “quitters never win.” Sometimes, quitting is the bravest and wisest choice you can make—and that’s exactly what I unpack in this episode of How To Twenty-Something. I talk about how quitting doesn’t always mean giving up; it can mean choosing yourself, setting boundaries, and making space for something better. As well as when to know if it’s time to walk away and what it looks like to quit with intention, not impulsivity. Whether you’re thin...
May 26, 2025•19 min•Ep. 102
If you are not happy with where you’re working, toxic or not, you need to get out! This episode brought on Career and Executive Coach, Dr. Kristy Taylor, to break down what you need to do if you find yourself in a toxic work environment. Dr. Kristy explains workplace boundaries, setting expectations you want to uphold, what to look out for in an interview to avoid a potential toxic work environment, and why you need to look at yourself like you’re a consultant. It’s an episode filled with storie...
May 19, 2025•56 min•Ep. 101
Happy 100th Episode of How To Twenty-Something!!! This episode is a full-on celebration, a reflection, and honestly, a love letter to being yourself. I’m talking about what it really means to be you —even when it feels easier to just blend in. I share how learning to own who I am has completely changed my life and how I help my clients do the same. We cover everything from ignoring the noise, finding the right people, and handling other people’s opinions like a boss. If you’ve ever felt a little...
May 12, 2025•23 min•Ep. 100
People always say, ‘You’re young, take the risk,’ but what they don’t talk about is what that looks like, how you can do so, and why your twenties are THE time to take a risk in your career. This episode has a guest, Somer Dice, dive into her own left turn experiences that she has taken throughout her career. Somer explains why it’s important to focus on accruing knowledge and experience over sticking to one job for the rest of your life. She highlights the opportunities she’s stepped into as a ...
May 05, 2025•57 min•Ep. 99
This is NOT Your Life on 4/29: https://jessdiamondcoaching.com/noise/ Procrastination isn’t just about laziness—it’s often rooted in fear of failure, perfectionism, or avoiding discomfort. In this episode, I break down why we procrastinate, how it holds us back, and what we can do to overcome it. I share personal experiences, practical strategies, and mindset shifts to help you take action, even when it feels scary. From breaking tasks into small steps to managing time more effectively, I cover ...
Apr 28, 2025•25 min•Ep. 98
Living a life that you are proud of and happy with means living a life that is built on your own terms. We all have different views of the world and those views help us take action in the direction that works for us, but what happens when the direction you want to take is unconventional or unpopular? This episode invites on Jenna Heath to share her own experiences when it comes to taking the path less traveled and breaks down how you can do so in your own way. Key Takeaways: Going against the pa...
Apr 21, 2025•57 min•Ep. 97
This is NOT Your Life on 4/29: https://jessdiamondcoaching.com/noise/ This episode dives into the differences between organic and online dating, exploring how mindset, expectations, and experiences vary between the two. While online dating offers convenience and clear intentions, it can also be mentally draining due to the sheer volume of options and the paradox of choice. Organic dating, on the other hand, allows for an immediate sense of someone’s energy and removes the pressure of filtering t...
Apr 14, 2025•24 min•Ep. 96
I know you probably know what LinkedIN is, but are you optimizing it’s existence to your advantage? Social Media Manager, Katie McKiever, is the guest for this episode where she fully breaks down why you should be hopping onto your LinkedIN account regularly, who you need to be connecting with, how to best set up your profile, and what content you post to showcase yourself in a professional space! LinkedIN is a powerful tool that is being underused - so get ahead of the networking game and get o...
Apr 07, 2025•58 min•Ep. 95
Moving to a new city is scary, but it doesn’t have to be. This episode dives into the challenges and excitement of moving to a new city in your twenties. I offer practical advice on researching neighborhoods, budgeting for a move, and finding cost-effective ways to transport belongings. You’ll hear strategies for getting involved in local events, joining social groups, and adjusting your mindset for a smoother transition. I also tackle the emotional side of moving, including feelings of loneline...
Mar 31, 2025•20 min•Ep. 94
How do you break down who you are in a world that is constantly trying to define you? Aaron Gordon is a twin and took over his family business, so he knows exactly what it means to build your own identity. Which is why this episode breaks down the different ways you can break your identity down until you lean into the version of yourself that you are the most proud of. Identity is a combination of experiences, labels, characteristics, beliefs that make up who you are and it’s on you to decide wh...
Mar 24, 2025•49 min•Ep. 93
In this episode of How to Twenty-Something , I’m diving into the power of non-negotiables—those personal standards that shape your decisions, relationships, career, and daily life. I break down how to identify your non-negotiables, why they matter, and how they evolve over time. Whether it’s dating, friendships, or your job, having clear boundaries keeps you aligned with what truly serves you. Your non-negotiables are a set of standards that protect you and help you grow into a fully functioning...
Mar 17, 2025•24 min•Ep. 92
Being brave does not mean you are without fear, in fact it means you are filled with fear but you are able to take action despite it. This episode of How To Twenty-Something invites Hannah Sol Marie of Brave Bitches to discuss how she owned her bravery throughout her twenties. We talk about how bravery shows up, what being brave is, and all of the mindset that comes with stepping into your most brave self. If you have a habit of talking yourself out of your dreams or wanting more for yourself, t...
Mar 10, 2025•53 min•Ep. 91
Developing confidence is definitely one of those things that feels intangible or hard to come by. But here’s a secret: the most confident person you know also had to build this skill at one point in their life. During this episode, I share why confidence isn’t about being free of insecurities but rather trusting in your ability to handle challenges and take action. Together, we explore three key types of confidence: self-confidence, social confidence, and situational confidence, breaking down pr...
Mar 03, 2025•25 min•Ep. 90
TRIGGER WARNING: mention of assault, rape, and abuse in this episode National Domestic Violence Hotline: 800-799-7233 or text BEGIN to 88788 We live in a scary world where women are constantly at risk of being seen as vulnerable. Which is why I invited the founder of Pretty Hands, Hard Punches, Elicia Ybarra, to discuss the power of self defense and how to use your physical body and your mental capabilities to protect yourself. This episode dives into how to fight to defend yourself and escape, ...
Feb 24, 2025•55 min•Ep. 89
No matter how hard we try, rejection is unavoidable—it shows up in our personal lives, careers, friendships, and even the unexpected moments. In this episode, I share my own recent experiences with rejection, from professional setbacks to personal heartbreaks, and the toll it can take emotionally. But instead of wallowing, I focus on how we can recover and redirect, turning rejection into an opportunity for growth. Together, we explore actionable ways to bounce back, like reframing your mindset,...
Feb 17, 2025•20 min•Ep. 88
SELF REFLECTION! SELF REFLECTION! SELF REFLECTION! That is the theme of this episode when it comes to building up your own personal brand. This episode talks about what you need to do, think, or become when it comes to building your brand professionally, personally, and within your own business. Branding is more than a logo, a catch phrase, and a color scheme, it’s YOU! With guest expert Abbie O’Leary, Social Media Strategist, this episode breaks down every aspect of building a brand and why it’...
Feb 10, 2025•49 min•Ep. 87
In this episode, I share my journey of leaving the corporate world to become self-employed at 25 and how I’ve helped other twenty-somethings do the same. I talk about the year and a half of planning that went into my transition, the challenges I faced in my first year, and the key lessons I learned along the way. We’ll explore the importance of patience, dedication, financial planning, and having a mentor to guide you through the process. You’ll hear why self-employment isn’t for everyone, but h...
Feb 03, 2025•21 min•Ep. 86
Have you ever thought about leaving your belongings and life behind to become a travel nomad? I know I have and this episode of How To Twenty-Something brings on Liz Erhartic to talk about how she’s set herself up to leave the corporate life behind and become location free. Not only does she share her strategy for making this possible, but she also shares her fears, limiting beliefs, and best sustainability practices so you don’t go broke chasing your travel dreams. Key Takeaways: You need to pu...
Jan 27, 2025•53 min•Ep. 85
Despite living in a world designed for connection, many of us feel more isolated than we ever imagined, especially during a decade full of transitions. In this episode, I share my personal experiences with loneliness, from friendship breakups to navigating life in a new city, and explore how these feelings often stem from a lack of meaningful connections. Together, we’ll identify the signs of loneliness, unpack why it happens, and most importantly, discover actionable steps to build a supportive...
Jan 20, 2025•20 min•Ep. 84
From door to door sales, to logistics and cold calling, to advertisement, to procurement analyst, to taking a 3 month hiatus in Alaska, Orien has had quite the career path and is currently back on the job market after returning to North Carolina. Much like other twenty-somethings, Orien is struggling to land his next role so we used this episode of How to Twenty-something to help him confidently speak to his strengths in interviews, at networking events, and when meeting new people. This is a LI...
Jan 13, 2025•51 min•Ep. 83
Your career impacts every aspect of your life, and it’s crucial to make moves that align with your values while embracing the flexibility and risks unique to your twenties. This episode is designed to help you feel better about job hopping, the decisions you’re making in your career, and how to know if it’s time to change jobs so you do know where your career is going. Wherever you’re at in your career journey, it’s important to make sure your job is adding value to your life outside of your car...
Jan 06, 2025•18 min•Ep. 82
