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Penelope Praylow-Kyles

LCSW, 7 years of experience

Virtual
Next available on

About me

I’m Penelope—a therapist who supports women and teens through life transitions, building healthy boundaries, and strengthening self-esteem. Outside of therapy, I love spending time outdoors, traveling, and being with my family, and I bring that same sense of curiosity and connection into my work. I believe you are the expert on yourself, and my role is to walk beside you as a guide while you uncover your own answers. Together, we’ll focus on empowerment, confidence, and creating more peace and clarity in your life.

Get to know me

In our first session together, here's what you can expect

Our first session is really just a chance for us to get to know each other. You can share as much or as little as you want, and I’ll ask a few questions to better understand what you’re looking for. By the end, you’ll have a sense of what it’s like to work with me and how we can move forward together.

The biggest strengths that I bring into our sessions

What sets my approach apart is the balance of compassion and practicality—I combine proven methods with real-life tools clients can start using right away. With years of experience supporting a diverse population, I know how to create a safe, empowering space that helps clients build confidence, set boundaries, and see real change.

The clients I'm best positioned to serve

If you’re ready to step into a new chapter of your life with more confidence and self-worth, I’d love to walk alongside you. I support people who want to break free from old patterns, set healthy boundaries, and finally feel empowered to create the life they deserve.

Specialties

Top specialties

Life Transitions
Self Esteem
Women's Issues

I identify as

Person of Color (POC)
Woman

Serves ages

Adults (18 to 64)
Teenagers (13 to 17)

My treatment methods

Eclectic

I don’t stick to just one method in therapy — I mix different tools and styles depending on what feels most helpful for you. Think of it like having a toolbox where we can pick what fits best for what you’re going through

Location

Virtual

Licensed in

Connecticut
Florida
South Carolina

Accepts

Cash - $127 per session
Cigna
EAP:Cigna
EAP:Evernorth
Evernorth
Tufts Health/Cigna
Rated 0.0 stars out of 5, 0 ratings
This provider hasn’t received any written reviews yet. We started collecting written reviews January 1, 2025.