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FROM THE BIG APPLE TO THE PACIFIC COAST 

How I Found Myself in the Business of Love...

Once upon a time, I was a bright-eyed, high-heeled matchmaker living in New York City—a city that never sleeps and neither did I. My life was a whirlwind of first dates (some thrilling, some tragic), second dates (fewer than I’d like to admit), and an endless parade of cappuccinos, conversations, and cross-country client meetings. For over a decade, I made a living out of helping other people find their “happily ever after.”

 

I was good at it, too. I’ve been in the game long enough to spot a player at twenty paces, know when a connection is electric or just static, and sense when someone is ready to find the real thing—or just pretending to be. Men and women from all over the country came to me with their hopes, their heartbreaks, and their non-negotiables. And I? I was their compass, helping them navigate the wild seas of love.

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Irony, Party of One

 

But here’s the kicker: I was the single matchmaker. That’s right, the woman born on Valentine’s Day—the most romantic day of the year—spent countless hours matching everyone but herself. Oh, the irony. My love life was a series of highs and lows, triumphs and trainwrecks, great guys who could’ve been “the one,” and loser guys I’d gladly block if I hadn’t already memorized their area codes.

 

And while my clients were pairing off, getting engaged, and living their rom-com dreams, I found myself with one too many nights alone, a glass of Merlot in hand, asking myself, What’s the point of being a matchmaker if you can’t even match yourself?

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Losing Myself in the Business of Love

 

Somewhere along the way, I realized I wasn’t just single—I was lost. Lost in the chaos of big-city life, the hustle of running a business, and the emotional labor of taking care of everyone else. My energy was drained, my spirit depleted. I’d spent so much time helping others find love that I forgot to take care of the most important relationship of all: the one I had with myself.

 

That’s when I stumbled into something that would change my life: Reiki. It wasn’t the love-at-first-sight kind of thing; it was a quiet, powerful pull toward something I didn’t even know I needed. Energy work sounded a little woo-woo to the Type-A New Yorker in me, but I was desperate. So I leaned in.

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Realigning, Rediscovering, Rebuilding

 

Reiki became the mirror I didn’t know I needed. Through energy healing, I began to see myself clearly—my fears, my patterns, my blind spots. My perspective shifted. The things I thought defined me—success, busyness, being “the fixer”—started to feel small compared to the bigger picture of what I really wanted.

 

And that’s when I discovered attachment styles. It was like someone handed me the Rosetta Stone of relationships. Everything clicked. I began to understand the “why” behind my relationship struggles—and not just my own, but my clients’ as well. The anxious dater who kept chasing unavailable partners. The commitment-phobe who sabotaged every great connection. The seemingly “perfect” couple who couldn’t figure out why they were stuck.

 

Attachment styles became the missing piece of the puzzle, the key to unlocking deeper connections—not just for my clients, but for me, too.​​ 

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The Road to Real Love

 

With my new perspective and tools, I began to rebuild my life. I let go of the relationships, habits, and mindsets that no longer served me. I leaned into my work with a renewed purpose—not just as a matchmaker, but as a coach, a healer, and a guide. And along the way, I rediscovered what I was truly meant to do: help people not just find love, but sustain it.

 

My story isn’t one of perfection or happily-ever-afters tied up with a bow. It’s messy, raw, and very much still unfolding. These days, I’m exploring the sun-drenched coast of Puerto Escondido, Mexico, where life is slower, the ocean is louder, and my heart feels lighter.

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THE TAKEAWAY

Love isn’t just about finding the right person. It’s about becoming the right person—whole, aligned, and ready to receive the kind of love you truly deserve. It’s about understanding your patterns, healing your wounds, and giving yourself permission to grow.

Whether you’re looking for love, healing from heartbreak, or simply trying to make sense of it all, know this: You are not alone. And your story? It’s still being written.

So here I am, part matchmaker, part coach, part Reiki master, and 100% human. Sharing my rollercoaster journey, hoping it inspires you to take the leap, do the work, and trust the process. 

Ashley Kaylor
Ash xo

WELCOME

Start your journey towards feeling better

In my space, authenticity is everything, judgment is nonexistent, and your personal growth takes center stage.

Together, we’ll tackle your unique challenges, unlocking your potential so you can step confidently into the empowered, radiant version of yourself you’re meant to be.

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As a certified Attachment Coach, Reiki Master, and a Professional Matchmaker, I use a blend of proven techniques like Integrated Attachment Theory and intuitive energy work. Whether you’re healing emotional wounds, seeking energy balance, or ready to attract meaningful relationships, every session is tailored specifically for you.

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My approach? Bold, cheeky, and refreshingly direct—because real growth demands honesty and action. I’ll help you uncover the subconscious patterns that hold you back and guide you toward clarity, confidence, and connection.

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This isn’t just coaching—it’s a life-changing transformation. Think of it as part relationship expert, part self-help guru, and part intuitive healer, all wrapped up with a big dose of empowerment. Together, we’ll help you create the love, energy, and life you deserve.

So, grab your coffee—or wine (no judgment here)—and let’s begin your journey to healing, connection, and personal success. Your transformation starts now.

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IT´S TIME FOR A CHANGE

Are you ready to overcome fear and insecurity and gain the tools and insight necessary to establish a secure and healthy relationship?"

Join me and explore the topics of attachment, love, relationships, and intimacy. With a wealth of wisdom and experience, I offer valuable insights and practical advice to help you make real changes in your life and relationships. Begin your journey of self-discovery and growth.

Where you´re at...

 

You're feeling burnt out..and just over it!

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You're feeling confused or stuck in your love life.

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You feel defeated by your lack of progress. 

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You have an idea of what you want your end goal to be, but you don’t know how to get there.

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You’re stuck in a hamster wheel!

Where you want to be...

You want to feel energetically aligned. 

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You want to feel secure and confident everyday. 

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You want clarity and direction.

 

You want to be recognized as the Queen that you know you are!​

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You want to become an attractor, not a chaser.

My program is designed to meet you where you are and provide you what you need...

Authentic Awake is an 12-week coaching program using the Integrated Attachment Theory (IAT) methodology.

 

Throughout the program, I will empower you to engage in the process of recognizing destructive mental, emotional, and behavioral patterns, whilst learning tools to reprogram these unhelpful patterns by 'cultivating the opposite' at the level of our deep subconscious mind.

Know EXACTLY what blocks have been holding you back.

Learn transformative tools to permanently remove your blocks.

Become clear when your past is trying to control your present.

Have the ability to manage your thoughts, emotions, and behaviors with more power and ease.

Trust your ability to take courageous action even in the presence of fear.

HEAR IT FROM MY CLIENTS

Nice words that have been shared with me

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ALI JONES

CALIFORNIA, USA

"Her program doesn't feel like typical therapy. I'm actually getting stuff done and seeing a difference."

I was a hot mess when I came to Ashley. I had a lot of emotional baggage from my past relationship which was holding me back tremendously.  After my first consultation, Ash and I decided that a Reiki treatment would be a great starting point to remove negative energy blocks before we start to do the deeper work through IAT. Every coaching session has been eye opening. It's been a surreal experience to say the least.

Ali Jones
Attractive Young Woman

MOLLY RAE

TULUM, MEXICO

"We’ve only been working together for 5 weeks and I already feel like a new person."

I initially hired Ashley for coaching, knowing her reputation in matchmaking. She’s always given me the best advice and has the best stories, but this time around our sessions were completely different from years past. It’s like she pushed my reset button. Not only did we discuss my current struggles, but we were able to dive deeper than I ever had in therapy. Discovering the root cause and my core beliefs has really shifted my perspective.

Molly Rae

SERVICES

Some of the ways we can work together...

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1:1 Attachment Style Coaching

Our 1:1 sessions are designed to help you feel confident in yourself by making decisions from authenticity and integrity versus fear and insecurity.

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1:1 Personalized Matchmaking

 My exclusive matchmaking service pairs you with exceptional individuals who align with your values and relationship goals. Discover a partnership designed to last

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Online Mini Courses & Workshops

 Learn how to  to attract love and strengthen your relationships.. My courses will teach you how to break free from childhood conditioning, restore your inner balance, and improve your well-being.

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Reiki Energy 
Healing

Reiki is a beautiful way to  uncover and understand any potential shortcomings in your body, and work on restoring your physical and emotional balance. Our sessions will help  bring peace to your mind, body, and soul.

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FREE 20 MINUTE CONSULTATION

Fancy grabbing a coffee?

Not sure if coaching is for you? Want more clarity? Reach out, let´s chat and I´ll do everything I can to help you out.

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