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how to twenty-something

how to twenty-something

Ep. 164 When is it time to work with a coach?

how to twenty-something · Aug 3, 2026 · 16:50

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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

How do you know if it's actually time to work with a coach?

The truth is, coaching isn't just for people whose lives are falling apart. It's for people who know they're capable of more but feel stuck figuring out how to get there. In this episode, I explain the difference between coaching and therapy, the five biggest signs that coaching could help you move forward, and why having someone in your corner can help you overcome the blind spots, fears, and resistance that keep you from making lasting change.

I also walk you through the different types of coaches that exist—from career and business coaches to relationship, nutrition, and life coaches—so you can better understand what kind of support fits your current season of life. Finally, I take you behind the scenes of my Own Your Life System, the six-pillar coaching framework I've developed to help twenty-somethings build confidence, create meaningful goals, establish healthy routines, improve communication, and take ownership of their lives.

Whether you're considering coaching with me or simply wondering if coaching is the right next step for you, this episode will help you recognize when it's time to stop trying to figure everything out alone.

In This Episode We Discuss
Who This Episode Is For

This episode is for you if...


Key Takeaways
Frequently Asked Questions

What's the difference between coaching and therapy?

Therapy focuses on healing and processing your past, while coaching helps you create a plan for the future and take action toward your goals.

How do I know if I need a coach?

If you feel stuck, keep repeating the same patterns, struggle to follow through, or want accountability while working toward a goal, coaching may be a great fit.

Is coaching only for people who are struggling?

Not at all. Coaching is for anyone who wants to grow, create change, or reach goals more effectively.

How do I choose the right coach?

Start by identifying the area of your life you want help with, then find someone whose experience, personality, and coaching style align with what you're looking for.

What is the Own Your Life System?

The Own Your Life System is my six-pillar coaching framework focused on Create, Consistency, Control, Connect, Communicate, and Confidence to help twenty-somethings build a life that's truly their own.

Helpful Resources:

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

How to stop spiraling: https://jessdiamondcoaching.com/spiral/

Email me: coach.jessdiamond@gmail.com

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) <a href="https://creativecommons.org/licenses/by/3.0/deed.en_US" r

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