how to twenty-something

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 adult you are. I share my own stories (including one of my all-time best one-liners) and remind you that how someone responds to rejection isn’t your responsibility—but how you handle it is.

Key Takeaways:

• Ghosting is a sign of immaturity and poor communication, not a "normal" way to avoid confrontation.
• We ghost because it’s the easier way out, but it’s only going to burn bridges
• It’s kinder and braver to communicate where you’re at than lead someone on
• Most of the time, ghosting has more to do with the other person’s baggage than with you personally
• No response is a response

Helpful Resources: 

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

Email me: [email protected]

3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence

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 

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 not doing so. If you are someone who doesn’t think you have something to say, doesn’t know what to say, or doesn’t know how to ask for what you want, then this episode is for you!

Key Takeaways:

• 3 reasons why women tend to not speak up for themselves in the workplace
• The three W’s you need to answer for yourself so you don’t half ass what you’re asking for
• What to do if you think you can’t add anything since you’re youngest and most inexperienced in the room
• Why it’s okay to get the answer wrong (and actually expected)
• What it’s costing you when you keep quiet
• 5 things to keep in mind when you negotiate for more money
• Networking tactics to build relationships that go beyond the surface

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 

Connect with Karishma:

Instagram:https://www.instagram.com/the.holistic.careercoach/  

LinkedIn: https://www.linkedin.com/in/holisticcareercoachkarishmawadhwani/

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, 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 thinking about quitting a job, relationship, or habit, this episode will help you reflect on what’s serving you—and what’s not.

Key Takeaways:

• Why we view quitting as negative 
• Knowing the difference between quitting out of fear vs wisdom
• How to tell if you’re being challenged or drained
• The pressure to “stick it out” can keep us stuck in things that no longer serve us
• Quitting successfully means coming up with a plan for what else is to come

Helpful Resources: 

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

Email me: [email protected]

3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence

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 

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 stories, insights, and advice. 

Key Takeaways:

• When it’s time to trust your instincts
• How to make the most of a shitty situation
• Responding without emotion so you don’t escalate things further
• Why you shouldn’t respond to or compose emails outside of work hours
• How to separate yourself from your work
• Your support system is the people outside of work – you have no friends at work
• Biggest red flags to look out for in the interview/onboarding process

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 

Connect with Dr. Kristy:

https://worxksolutions.com/links 

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 

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 “too much” or like you don’t quite fit the mold, this one’s for you so you can learn how to own your uniqueness and live life on your terms.

Key Takeaways:

• How showing up as “too much” actually attracts the right people
• Why being your full self is the best way to live
• If you’re feeling like the oddball, you need to change the room you’re in
• Your weirdness is your superpower to finding your people
• Stay stubborn
• Handling the fear of rejection, being misunderstood, or judged

Helpful Resources: 

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

Email me: [email protected]

3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence

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 

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 result of staying open, constantly connecting, putting her pride aside. Somer’s biggest message is if you don’t like what you’re doing, it’s up to you to decide to make the change. 

Key Takeaways:

• Taking a career risk despite what people try to project onto you
• The first step to make a transition in your career
• Signs that what you’re doing is no longer working for you
• Focus on the components of your life/job that you like the most
• Leave your pride behind and be prepared to learn a lot
• Going from the danger zone to the educational zone to broaden your  comfort zone
• Stay open and positive to new opportunities and new connections

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 

Connect with Somer:

Insta: https://www.instagram.com/somerdice/ 

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 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 simple ways to stop delaying and start doing. The bottomline is, procrastination is normal, but it is most definitely not a habit you want to continue to enforce.

Key Takeaways:

• Procrastination is often rooted in fear of failure, perfectionism, or avoiding discomfort, not laziness.
• Identifying why you’re procrastinating is the first step to overcoming it.
• Hidden ways you procrastinate that you don’t even realize you’re doing – life events
• Decreasing your procrastination increases your self-confidence in your ability to do hard things
• Feeling organized with your time helps you stay on top of your tasks (even the ones you don’t want to do)

Helpful Resources: 

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

Email me: [email protected]

3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence

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 

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 path you were ‘supposed to’ go down
• Stay curious when others doubt your decisions
• Learn to move forward by dealing with your traumas and how they’ve developed your belief systems
• Changing your mind until you find a work environment that fits you is normal
• Your experiences are going to shape your path and you have the power to change that
• Stepping away from things that no longer serve you
• Find different ways to measure your adulting success

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 

Connect with Jenna:

Insta: https://www.instagram.com/jheathmoreno/ 

LinkedIN: https://www.linkedin.com/in/jennaheath0925/   

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 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 through profiles. Throughout this episode, I share my personal experiences and challenges between the two and how to best navigate dating by knowing your own dating style. Ultimately, whether you meet someone online or in real life, setting clear intentions and being open to different experiences is crucial.

Key Takeaways:

• Too many options in online dating can make decision-making overwhelming and lead to the Paradox by Choice
• Knowing what you want helps navigate both organic and online dating more effectively
• COMMUNICATION GOES A LONG WAY
• Don’t forget to take breaks from dating when you’re feeling frustrated
• Online dating makes dating frequency easier, but organic dating gives you vibes and connection feedback immediately
• People have different dating styles - know yours and be prepared to date someone who has a different style

Helpful Resources: 

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

Email me: [email protected]

3 Ways to walk in a room with confidence: jessdiamondcoaching.com/confidence

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 

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 on your LinkedIN account to help you with your next opportunity.

Key Takeaways:

• People use LinkedIN to make moves - it is all business centered
• Comparing LInkedIn to Networking events and bars to Social Apps
• 3 reasons why you need to be using LinkedIn regularly 
• 6 steps to setting up your profile to optimize your account
• What one mistake you should absolutely AVOID when it comes to connecting with people on LinkedIn
• You should constantly be networking and connecting
• Get familiar with the app, connect with people, and post content and you will have opportunities flood your way

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 

Connect with Katie:

Website: www.katiemckiever.com  

FREE content strategy:https://katiemckiever.com/321go/ 

LinkedIN:https://www.linkedin.com/in/katiemckiever/ 

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