how to twenty-something

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 community. If you’ve been struggling with feelings of isolation, this episode will remind you that while loneliness is a tough reality, it’s a temporary one—and you have the power to break the cycle.

Key Takeaways:

• Identify the signs of your loneliness: is it coming from community or experiences?
• The difference between having a social life and having meaningful connections
• Loneliness is the most common experience for people to have (especially in your twenties)
• The cure to loneliness is doing the opposite of what you want to do: leave your room and take action
• Loneliness is temporary and not an endless cycle
• Discuss where you feel all alone in your life with a close friend, family member, coach, or therapist

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email me: [email protected]

Make your next move on 1/22: jessdiamondcoaching.com/move 

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 

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 LIVE Coaching call!

Key Takeaways:

• What if there is a gap in your resume
• How to brag about yourself in a way that doesn’t come across as conceited
• Knowing how to ask for help within your network
• What to do if you’re not getting an interview
• Talking about what you’re doing right now vs where you want to be
• Networking as an introvert
• Dealing with rejection on your job hunt

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Make Your Next Move on 1/22: https://jessdiamondcoaching.com/move/

Email Me: [email protected]

Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 

Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 

Connect with Orien:

Instagram: https://www.instagram.com/odalt4/ 

Linkedin: https://www.linkedin.com/in/orien-dalton/

Website: daltonclothing.etsy.com

Youtube: https://www.youtube.com/@OGexplorers

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 

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 career and not taking away from it.

Key Takeaways:

• Understanding how your career influences your overall happiness, lifestyle, and personal values
• Recognizing the signs that a job isn’t right for you and acknowledging the impact it can have on your mental and emotional well-being
• Explore different career paths in your twenties to set yourself up in your thirties
• You need to network before you want to job hunt
• Your career goals can evolve over time, focus on what you want right now

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email me: [email protected]

3 Signs it’s Time to Change Jobs: https://jessdiamondcoaching.com/job-change/ 

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 

What you believe to be true, will become the truth for you. This episode of How To Twenty-Something invites on High Performance Coach, Corinne Eckert, to discuss how your identity and belief system can either propel you forward or keep you stuck. Throughout this episode we dive into how your own beliefs determine your outcomes and what is possible for you, your self talk if you are a people pleaser or perfectionist, and how your breath can help you unleash your power.

The way you view your own existence is crucial to the goals you set and achieve, so it’s time for you to learn how to stop standing in your own way of success! 

Key Takeaways:

• What are limiting beliefs and how to redirect them
• Identify the emotions that are encouraging you to be hard on yourself
• You can’t go back and change the past, but you can change how you take action moving forward
• Done is better than perfect
• Who is a high performer?
• Using your breath to unleash your limits and bring you to your next level

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

3 Signs it’s Time to Change Jobs: https://jessdiamondcoaching.com/job-change/ 

Email Me: [email protected]

Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 

Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 

Contact Corinne:

Website: www.corinneeckert.com 

Instagram: https://www.instagram.com/corinne.eckert/ 

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 

In this episode of How to Twenty-Something, I explore the importance of becoming decisive and how it can transform your twenties. I share practical tips, like starting with low-stakes decisions to build your decision-making muscles. I explain how indecisiveness often stems from the fear of the unknown and how it can lead to missed opportunities and unmet needs. By aligning your choices with your values and goals, you can feel more confident in your decisions and reduce second-guessing. Remember, decisiveness isn’t about always being right—it’s about learning, adapting, and taking charge of your life with courage and purpose.

Key Takeaways:

• Being decisive demonstrates self-trust and confidence, which can positively influence how others perceive and trust you
• Start with low risk decisions to build your tolerance
• Indecisiveness often stems from the brain's instinct to avoid uncertainty
• It’s impossible to make a wrong decision - everything is figureoutable
• Address major life decisions when you're at your strongest mentally

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email me: [email protected]

Asses your adulting skills: https://jessdiamondcoaching.com/assess/ 

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 

There are so many changes and transitions that happen in your twenties, most of which take a toll on your mental health. So this episode invites Dr. Lauren Chase to discuss mental health practices, defining what self care really is, common threats to your mental health, positive outcomes as a result of improving your mental health, and how boundaries are the most important skill you can learn to protect your own peace. 

Your mental health is serious and will determine your outlook on your own life, so if you are suffering, please know it’s okay to reach out to someone like me or Dr. Lauren  and we will help you get the help you need. The world needs you, tomorrow needs you <3.

988 Suicide & Crisis Lifeline: Call or text 988 to speak with a trained crisis counselor 24/7. 

Key takeaways:

• Making sure your self care practices are helping you and not hurting you in the long run
• What is mental health
• Why you need to identify your feelings and how to begin doing so
• Acknowledging the transition from student to employee and how it affects your mental health
• Developing radical acceptance 
• Biggest threats to our mental health
• Setting boundaries to protect your peace (even if you’re a people pleaser)
• Positive outcomes that are a direct result of prioritizing your mental health

Book Mentioned:

• Radical Acceptance by Tara Brach
• Set Boundaries, Find Peace by Nedra Glover Tawwab 

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email Me: [email protected]

Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 

Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 

Asses your adulting skills: https://jessdiamondcoaching.com/assess/ 

Contact Dr. Lauren Chase:

Website:https://climbinghillscounseling.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

In this episode of How to Twenty-Something, I dive into the realities of being single at weddings. As someone who’s often flown solo to weddings, I get into the highs and lows that come with it. From setting boundaries, like declining invites if you're struggling with being single, to budgeting hacks that make attending weddings a little easier, I share my personal experiences and tips. I also talk about how to handle uncomfortable questions from family and friends about your relationship status. Ultimately, this episode is all about celebrating your friends’ love while embracing where you’re at in your own journey.

Key Takeaways:

• Why it’s okay to decline a wedding invite
• Expectations around your mind and finances when attending a wedding
• Saving money when traveling
• Politely answering the relationship questions
• Gift policies as a guest and when in the wedding party

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email me: [email protected]

Asses your adulting skills: https://jessdiamondcoaching.com/assess/ 

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 

Do you find yourself trapped in your relationships or constantly attracting the ‘wrong’ person to your life? Well this episode of How To Twenty-Something breaks down your patterns and ways you can focus on improving yourself so you can improve your relationships. Relationship Coach, Adele Currin, helps her clients develop the skills needed to have healthy relationships and explains that you need to focus on the individual in each half of the relationship before you can work on the whole picture. In this conversation, Adele discusses unconscious beliefs, core values, and questions you can ask yourself if you’re doubting your relationship.

Key Takeaways

• Work on the individual self before coming to together to improve your relationships
• Your bad relationship patterns are giving you can opportunity to upgrade and grow - but you need to find those patterns in order to break them
• Questions to ask yourself if you’re doubting whether or not your partner is right for you
• Knowing your own core values so you don’t settle for the wrong person
• You cannot change your partner
• Your second guessing is your fear of the unknown 
• Breaking your bad relationship patterns
• Why love feels hard in today’s world

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email Me: [email protected]

Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 

Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 

Asses your adulting skills: https://jessdiamondcoaching.com/assess/ 

Contact Adele:

Website: www.adelecurrin.com 

Instagram: https://www.instagram.com/adelecurrin/ 

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 

This episode of How To Twenty-Something talks about the complex world of imposter syndrome—how it shows up in our careers, relationships, and daily lives, especially in our twenties. Imposter syndrome, the persistent doubt in our abilities and the fear of being exposed as a “fraud,” is so common during this period because of all the new transitions and challenges we face. In the episode I shared how this can lead to underestimating our accomplishments, comparing ourselves to others, and even avoiding new opportunities. To combat it, I suggest building confidence with wins folders, embracing support networks, and pursuing your own path without constant comparison. 

Key Takeaways:

• Your self-confidence is directly related to the severity of your imposter syndrome
• Every new experience let’s imposter syndrome creep in
• Create a wins folder so you have something concrete to refer back to
• Relationship imposter syndrome is based on your own self-worth
• Comparing yourself to other people will invite imposter syndrome into your head

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email me: [email protected]

Asses your adulting skills: https://jessdiamondcoaching.com/assess/ 

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 

This episode of How To Twenty-Something talks about why it’s good to add weight to the bar when you’re in the gym and muscle to your body. Jake Packett and I debunk common fears around the gym, how to add healthy weight to your body, defining what it really means to eat clean, and how to remove the ‘noise’ of the people who have unearned superpowers. At the end of the day, we don’t want you to fear the gym or changing your body, which is why we want to enlighten you with how you can overcome these common fears as a male and as a female.

Key Takeaways:

• Use your period to help give you feedback with how you’re progressing or regressing
• Adding weight to the bar will help you reach your physique goals
• Debunking myths around adding weight to the bar and body
• Females won’t get too bulky by lifting heavier weights
• Benefits behind adding in more clean calories
• Go into the gym with the expectation to do better (lift heavier)
• Different ways to ‘add weight’ to the bar without actually adding weight to the bar

Helpful Resources: 

Let’s chat: https://calendly.com/coach_jessdiamond/success 

Email Me: [email protected]

Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 

Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 

Asses your adulting skills: https://jessdiamondcoaching.com/assess/ 

Contact Jake:

Instagram: https://www.instagram.com/jakepackett/ 

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