how to twenty-something

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 l...

How to Make Adulting Suck-Less: https://jessdiamondcoaching.com/suck-less/ Let’s face it, we’re not immortal.. There will come a day when we die. Which means it’s time to have the conversations with your loved ones about what happens to your entire belongings when that time comes. Because, yes, something could happen in this decade. We’re talking your pets, subscriptions, bank accounts, literally...

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ In this special 150th episode, I’m reflecting on everything I got wrong in my twenties — from my career path and health habits to dating, friendships, and self-worth. Looking back, those “wrong turns” were actually the experiences that led me exactly where I’m meant to be today. This episode is a reminder that you don’t kno...

How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ This episode is all about your money story : the beliefs you developed about money growing up… and how those beliefs can shape the jobs you take, the lifestyles you build, and the sacrifices you make. I challenge you to look at what your paycheck might actually be costing you from your health, to your relationships, your ti...

Being self-employed isn’t as glamorous as social media makes it out to be. We’re talking numbers, emotions, expectations, timelines, doubts, and the grit that comes with this kind of decision. I walk you through my real income from my first job out of school through my first four years of being self-employed. I talk about the mental and emotional toll of entrepreneurship… the uncertainty, the self...

Feeling out of place is a normal part of your twenties. From identity shifts, to unexpected setbacks, to returning home, and the quiet disorientation that comes with becoming a new version of yourself. This episode highlights the gap between expectations and reality, and what happens when your life doesn’t look how you thought it would. If you’ve been feeling unsettled, disconnected, or like you d...

Welcome all overthinkers! This episode talks about how improv translates into the real world by inviting you to play, be silly, and create a non-judgemental space.. All of which will help you with your overthinking tendencies. Public Speaking Expert and founder of Improvly Speaking, Dayna Gowan, breaks down her relationship to Improv and how it’s made her a more confident person. We talk about the...

This episode breaks down the 10 sneaky red flags to watch out for in your relationship. Not the obvious things like cheating or abuse, but the quiet ones that don’t seem like a big deal at first but slowly change how you feel about yourself. I share personal experiences and real examples to help you see what’s actually happening behind the scenes in your relationship. If you’re looking for a sign...

There’s no one “right” answer when it comes to how far you should live from work, there’s only the choice that best supports the life you’re trying to build right now. This episode breaks down the real factors that matter when deciding on a commute, from time, money, and energy to community, lifestyle, and what your priorities look like in this current season. I talk about how to survive a longer...

In this birthday episode, I’m reflecting on my last year in my twenties and why, despite everything I’ve been through, life really is getting easier. Not because life stops throwing curveballs, but because you get better at handling them. I talk about why your twenties feel so hard in the first place, how every experience is brand new, and why learning to recover from breakups, job loss, friendshi...

This episode breaks down the coping mechanisms most twenty-somethings use when life feels overwhelming and what those habits actually say about you. I run you through the top 10 coping mechanisms ranked in order from worst to healthiest while calling you out in the process. Consider this a wake up call to start paying attention to how you cope with stress, discomfort, and hard emotions so you can...

This episode breaks down the quick fixes we’re constantly being sold and why they don’t actually work when it comes to obtaining results. I explain why these tactics feel productive in the moment but leave you burnt out, frustrated, and stuck long term. Think 75 Hard, going on a diet, a new workout regimen, dating apps, and online job applications.. All of these AND MORE are quick fixes. This epis...

You are nothing without a routine! This episode is all about building one up from scratch so you create one that’s actually going to work for you. From nighttime and morning routines to daily and weekly ones, as well as adapting your routine to changing schedules, how you structure your life is crucial to your success and goals. Whether you’ve never had one, the one you had fell apart, or you’ve a...

If you’ve communicated clearly, calmly, and more than once, and nothing has changed, this episode is for you. It isn’t about learning how to communicate better in the moment; it’s about recognizing when communication stops being the problem and becomes a decision point. We’ll talk about boundaries, changing expectations, and why sometimes leaving is the answer, so you can keep the right people in...

This episode breaks down why being picky is not a bad thing and how this doesn’t only apply to dating. The truth is your friendships, career, and relationship with yourself all deserve the same level of discernment. This episode is about learning to communicate your needs, noticing when something never fully feels right, and giving yourself permission to walk away even when nothing is “that bad.”...

This episode breaks down why we all fear wasting our twenties. The pressure to travel, date, go out every weekend, and have life “figured out” can make it feel like one wrong choice will mess everything up. There are two sides I discuss when it comes to this fear: fear of missing the fun parts and fear of falling behind the milestones your peers are hitting. If you’ve ever worried that you’re behi...

In this episode, I’m breaking down one of the biggest money myths twenty-somethings fall for: the idea that more money will magically fix your financial stress. The truth is that most of us go from living within our parents’ means to suddenly trying to replicate that same lifestyle on an entry-level salary. I walk you through why side hustles and second jobs are usually just bandaid solutions, how...

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...

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...

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....

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...

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...

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...

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...

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...