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how to twenty-something

how to twenty-something

Ep. 171 Why Relatability Matters More Than Advice in Your Twenties

how to twenty-something · Sep 21, 2026 · 17:40

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NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/

Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI

Episode Summary

You don't always need more advice. Sometimes you need someone who actually gets it.

In this episode, I'm talking about why relatability matters more than advice, especially when you're navigating your twenties. Because while the people who love you may have the best intentions, they aren't always living the same version of adulthood that you are.

I break down the difference between someone who can sympathize with what you're going through and someone who truly "gets it," and why having people around you who understand your specific context can make you feel less alone. We talk about friendships, relationships, career advice, finding a coach or therapist, and why different people in your life can serve completely different purposes.

In This Episode We Discuss
Who This Episode Is For

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Key Takeaways
Frequently Asked Questions

What does it mean for someone to "get it"?

Someone who "gets it" doesn't just sympathize with what you're experiencing. They have enough shared context or experience to understand what it actually feels like and can often offer guidance based on something they've personally navigated.

Why does relatability matter so much in your twenties?

Your twenties are filled with experiences that can be very different from person to person. Having people around you who understand your specific stage of life can help you feel less alone and make the advice you receive more relevant.

Does this mean I shouldn't listen to older generations?

No. The episode isn't about ignoring older generations. There is plenty to learn from people who have lived longer than you. The point is to recognize when you're looking for advice about navigating the world as it exists today, and seek out people who understand that current context.

How do I find my "Get It" people?

Start by looking for people who are navigating something similar to you or have recently navigated the road you're currently on. This could be a friend, mentor, coach, therapist, colleague, or community.

What if the people I love don't understand what I'm going through?

That doesn't necessarily mean they don't care about you. Someone can love you deeply and still not understand your current experience. Instead of expecting them to fill every role, look for additional people who can relate to the specific part of your life you're navigating.

Helpful Resources:

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

3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/

Email Me: coach.jessdiamond@gmail.com

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