Jess Diamond

how to twenty-something

How To Twenty Something teaches young professionals how to “adult” across various aspects of their lives from career, to relationships, to overall health and wellness, so they can gain the confidence to take risks and try new things, helping them to reach their full potential.

Be sure to visit the podcast's website and support the creator: how-to-twenty-something.captivate.fm

Author

Jess Diamond

Category

Education

Latest episode

Nov 2, 2026

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Episodes

Ep. 27 Everyone's in love, but you with Lucy Price 18.12.2023

In this episode, Relationship Coach, Lucy Price, brings to light the mindset shifts that come with feeling like love is hard to come by. We talk about searching for evidence of love, the different types of excitement with a new relationship, how to feel loveable, seeing people for who they really are and what they are capable of, and knowing your worth. This is a jam packed episode filled with inc...

Ep. 26 Do's and Don'ts of a Long Distance Relationship 11.12.2023

Long Distance is almost inevitable in your twenties and there are certain practices you should keep in mind if this is the route your relationship takes. In this episode you’ll learn my tactics for sustaining the time apart and avoiding a potential downfall. I share insights on the importance of planning, effective communication, and setting clear expectations for a successful long-distance relati...

Ep. 25 You're Married, What's Next? with Julia Watkins 04.12.2023

Episode 25 of How To Twenty-Something brings on one of my clients, Julia Watkins, where she provides insight into wedding planning and married life. During this episode we uncover religious differences coming together, prioritizing yourself for your wedding, what changes after the wedding is over, how your career fits in with your family, and how to keep your marriage happy and healthy. Key Takeaw...

Ep. 24 10 Tips to Getting Through a Breakup 27.11.2023

In Episode 24, I talk about my top ten tips for getting through a breakup. From deleting them from all aspects of your life to practicing ultimate self care, these tips are to help give you the best foot forward to healing a broken heart. Key Takeaways: Out of sight, out of mind Grief comes in waves, let yourself feel our emotions as they come up Don’t listen to your bed when it invites you to sta...

Ep. 23 What are you grateful for? 20.11.2023

In this episode of How To Twenty-Something I talk about what it means to have a gratitude practice in place and why you should consider adopting one. With Thanksgiving just around the corner, I highlight how this holiday encourages us to reflect on the blessings in our lives and how this should become a regular practice in our day to day. Being appreciative means you are in a place of abundance an...

Ep. 22 The Role Growth Plays In Your Relationships with Kaylan Adams 13.11.2023

In this episode I bring on Kaylan Adams to discuss his personal growth journey through his twenties and the impact it’s had on his relationships. He takes us through relationships he’s outgrown, maintained, and fostered during the last decade of his life and the role mentorship has played in these connections. Kaylan believes we should all be regularly seeking out help to support our mental health...

Ep. 21 Dating in Your Twenties 06.11.2023

Dating in your twenties is tough, but it doesn’t have to be. In this podcast episode, I explore the intricate world of dating during your twenties, a period characterized by self-discovery and relationship complexities. I address the challenges posed by modern dating, including the influence of dating apps and societal pressures to find the perfect partner. I highlight the significance of distingu...

Ep. 20 Are you in a healthy relationship? With Gabby and Sean 30.10.2023

In this episode, I bring on Gabby and Sean to discuss how they’ve worked to cultivate a healthy relationship. Throughout our conversation we break down what it means to be in a relationship that’s healthy, how to show up for one another, the importance of communication, and how to support each other’s goals and ambitions. If you are single or questioning the health of your relationship, then pleas...

Ep. 19 The YOU in Your Relationship 23.10.2023

Knowing who you are inside and outside of your relationship will help strengthen your connection with your partner. In this episode I delve into the challenges of maintaining individuality within romantic relationships, particularly during our twenties. It's a time of exploration and growth, and it's easy to lose sight of ourselves in the midst of a partnership. A healthy relationship should enhan...

Ep. 18 You're No Longer An Athlete, Now What? with Jenna Diamond 16.10.2023

Maybe we aren’t all so different after all! In this episode of How To Twenty-Something Jenna Diamond provides the audience with how she transitioned from a full-time athlete to a full-time working adult. As she shares her experience, it becomes clear that we aren’t all that different after all and we all share similar struggles or ‘rites of passage’ as we move from college to the real world. She a...

Ep. 17 Creating Independence In Your Community 09.10.2023

In this episode of "How To Twenty-Something," I delve into the significance of independence as a young adult and the balance between newfound freedom and occasional loneliness that comes with being in your twenties. I emphasize the importance of taking control of your own life experiences and choosing communities that foster personal growth and authenticity, even if it means stepping out of your c...

Ep. 16 Your Choices After Graduation with Marissa D’Ambrosio 02.10.2023

In Episode 16 Marissa and I talk about her not so typical route after college. We’re typically presented with two options when we gear up for graduation: continue school or get a full time job, but Marissa wanted to share a third viable option; taking a year of service. Throughout this episode we talk about her year of service, her transition into the adult world, and how you can consider taking a...

Ep. 15 Goal Setting: Are You Doing It Wrong? 25.09.2023

In Episode 15, I take you through the process of setting goals, why it’s important to do so, how to apply it to your unique life, and what to do after you accomplish them. I explored the concept of goal setting and challenged the traditional approach to it. While acknowledging the effectiveness of SMART goals, I emphasized the importance of creating goals that contribute to building positive habit...

Ep. 14 Believe In Yourself with Kaela Gedda 18.09.2023

In Episode 14, Kaela and I talk about her path through her twenties, the obstacles she overcame, and how her mindset shifted to strengthening her belief in herself.  Improving your belief system is not a process that happens over night. However, if you continue to seek out different opportunities and be open to any results that may follow, then you’ll set yourself up to succeed.  Key Tak...

Ep. 13 You Are Right On Time 11.09.2023

In episode 13 I help you come to terms with where you’re at in your life so far. We often compare ourselves to the milestones other people around us are hitting, or measure our success based on society's perceived definition of adulting perfectly, but the reality is all of us are on very different timelines. Our timelines make us unique, they create experiences that create the amazing human standi...

Ep. 12 Get Your Mind Right (In Your Career) with Nicole Goldstein 04.09.2023

Episode 12 introduces one of my clients, Nicole Goldstein, where she provides insight into how she sets boundaries, maintains mental clarity, and develops confidence in her career. She explains that there are many different tactics you can apply to your life to get your mind right in terms of your career, calming your nervous system, and finding the parts of your 9-5 that do bring you some joy and...

Ep. 11 Finding What Fulfills You 28.08.2023

In this week’s episode of How To Twenty-Something I help you reach your starting point to find what fulfills you in your unique life; either inside or outside of your career. I take you through different viewpoints as to how you explore different aspects that drive your purpose and reason for existing on this planet. I reflect on my own personal experiences and how they relate to the way I operate...

Ep. 10 Navigating Transitions in Your Career with Robyn Riedlinger 21.08.2023

Episode 10 introduces Public Speaking Coach, Robyn Riedlinger, where she discusses her journey from her twenties and now into her thirties where she went from independent contractor, to working full time in the corporate world, to finally becoming a solopreneur. Robyn highlights what it means to take a chance on yourself to follow your dreams, but also what it means to have to put your dreams on h...

Ep. 9 You Can Change Your Mind: Career Edition 14.08.2023

Episode 9 is all about granting yourself permission to change your mind and how it’s one of the most common fears a young professional will encounter during the development of their career. We're often pressured to follow a specific path, but I encourage everyone to be brave and explore new opportunities. I made a 180-degree shift in my career, leaving interior design for the health and fitness in...

Ep. 8 What You Need To Do To Up-level Your Career with Kate Hutson 07.08.2023

In this new episode of “How To Twenty-Something, I bring on a guest, Kate Hutson, to discuss the process of up-leveling your career. We talk about creating your resume and cover letters, using LinkedIn to network, negotiating your salary and benefits, developing mentorship, and overcoming self-doubt and imposter syndrome. Kate provided so much value as to how a young professional can make strategi...

Ep. 7 What to do When You're 'F'unemployed 31.07.2023

During this episode of "How To Twenty-Something," I share my personal journey and struggles from when I experienced unemployment and I offer guidance to those who are going through something similar. I discuss the significance of establishing healthy habits, maintaining a routine, and exploring new interests and career paths. Drawing from my own story of discovering my passion for personal trainin...

Ep. 6 You Need To Take The Initiative with Courtney Battaglia 24.07.2023

In this episode of How To Twenty-Something, I bring on a guest, Courtney, to expand more on how to make friends in your twenties and what taking the initiative looks like. Together we talk about her personal insights and experiences from when she moved to a new city and didn’t know anyone in a weird post-pandemic time, to having several different friend groups and exemplifying how possible it is t...

Ep. 5 Making Friends In Your Twenties 17.07.2023

In this episode, I discussed the challenges I faced when trying to make friends in my twenties, especially after moving to a new city where I had limited opportunities for in-person interaction. I emphasized the importance of finding a sense of community and shared personal anecdotes to illustrate my points. Throughout the episode, I provided practical advice based on my own experiences, such as u...

Ep. 4 Sleep: Your Key To A Successful life 10.07.2023

Sleep is often overlooked, but is crucial to your overall well-being. In this episode of ‘how to twenty-something’ I go over the importance of prioritizing good sleep and the detrimental effects that happen when you don’t, as well as the role it plays in a young professional's road to a successful life. I also discuss practical strategies in regards to optimizing your sleep quality, the importance...

Ep. 3 Using Effective Communication To Your Benefit 03.07.2023

In this episode of "How To Twenty Something," I dive into the topic of effective communication, its impact on relationships, and how to properly communicate your wants and needs. I shed light on the consequences of avoiding confrontation and bottling up emotions, as well as practical steps for fostering open and honest communication, stressing the significance of active listening and empathetic un...

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