Imperfect Art & Jupiter in Cancer

++ Some Life Updates ❀

Hello travelers!
(We’re all on this Long Strange Trip, aren’t we?)

It’s been a minute! Life lately has been full of movement and change, and I wanted to share some updates with you.

Dreaming of a summer garden

🏡 Life Update

After four long years of searching, I’m so happy to say—it’s finally happening. We’re building a home in the Hudson Valley!

This region has seen tremendous growth since the pandemic, which has made the housing market incredibly difficult. Like many others, we’ve been navigating how to stay in this area without having to drop $550k on a fixer-upper. Our two-bedroom rent is absurd, and our landlord… not ideal.

After applying to several grants and programs, we’ve been accepted! It’s just the beginning, and we’re trusting that the funding remains stable with the current administration. If you’re interested in hearing more about our journey—or learning about accessible ways to buy a home—let me know. I’d be happy to share more as we go.

✨ I’m Back at Omega!

I’ve returned to the Omega Institute for the season, this time working with the Women’s Leadership Committee—and I’m thrilled. This space continues to feel magical and deeply aligned, and I’m grateful to be surrounded by such kind, like-minded people.

If you’re curious about Omega or want to check out workshops and offerings, I’ll drop the link [HERE].

the most magical campus

🔮 A Shift in the Newsletter

For the past year, this newsletter has mostly centered around astrology and the transits—which I still love deeply—but I’m feeling called to open it up a bit.

Going forward, I’ll continue to share about astrology, tarot, and magic, but I’ll also include more personal reflections and stories from my life as a mother, partner, healer, and witch. In many ways, this is a return to how this newsletter began back in 2022, during my first season working at Omega. A full circle moment.

🔁 Reinvention, Burnout, and the Messy Middle

When we moved back to the Hudson Valley in 2021, it felt like a fresh start—back to the East Coast after five years in Nashville, and to my favorite city (NYC), where I lived from 24 to 35. But building a life here—finding community, steady work, and a home—has been harder than I imagined.

I began my healing practice in 2008 after leaving the corporate world, and for years the transition felt natural and guided. But since moving to the Hudson Valley, I’ve felt like I’ve had to reinvent myself again and again. At times, I’ve felt lost at sea.

I love my work in astrology and the healing arts, but I’ve also needed additional income through a steady paycheck. I’ve bounced between jobs—at Menla, Omega, hotels, yoga studios, consulting gigs, even a year in finance. But nothing seemed to stick. I couldn’t find the balance between passion and stability, so I kept cycling: take a job, burn out, return to my business, go broke, repeat.

This cycle brought deep shame. Scarcity. Fear. A sense of failure for not “figuring it out.”

💥 Healing the Pattern

I’m starting to see the pattern more clearly now. Just like I’ve worked to heal codependent patterns in my relationships, I’m learning to do the same with my relationship to money and work.

The dysregulation that once hijacked my nervous system is now more manageable. I’ am realizing the ways in which I’ve been wired for inconsistency and chaos. Over the years of working for myself, I felt most “safe” in that familiar state of stress— cycling between highs and lows. Always vigilant. Always bracing for the next blow.

But recently, I’ve had tiny breakthroughs. I’ve been able to track and interrupt the spiral in real time—catching myself when I’m catastrophizing or going down a rabbit hole of negativity.

One tool that’s helped: a simple five-minute daily movement practice—I shake, dance, breathe, release. It helps me discharge stuck emotions, get out of freeze or disassociation, and return to my body. I’ve been surprised by how much comes up—so many hidden protective parts that just want to be seen.

I’m also practicing radical gratitude. I used to write vague gratitude lists and big-picture goals, but I’m learning that in order to train my brain to orient towards joy and optimism - it helps to get really specific: What exactly am I grateful for today? What do I want to feel, create, share, and receive? It’s helping me connect more deeply with myself—and with my desires.

🎨 On Imperfection and Permission

Last week at Omega, one of our resident faculty members shared a poetry reading followed by a slideshow of her paintings. She had just started painting four months ago, and the pieces were raw and amateur—but she presented them with such joy, pride, and ease.

It blew me away.

I thought: What if I gave myself that kind of permission—to be bad at something, to share anyway, to let it be fun?

I’ve spent so much time criticizing my work, comparing my messy beginnings to other people’s polished outcomes. I’ve held back out of perfectionism and fear. But that moment cracked something open in me.

So I went home and pulled out my watercolors. I made a promise: I will let myself be bad. Messy. Cringey. Imperfect. Because why not? Who is harmed by my imperfect art or my rambling writing? The people who resonate will stay. The rest—well, they weren’t mine to begin with.

Practicing my skills with some Mucha

🌊 Jupiter in Cancer: What’s Rising for You?

This week, both Jupiter and Mercury enter Cancer—a beautiful invitation to embrace tenderness, connection, and nourishment.

Jupiter is exalted in Cancer, and this year-long transit brings blessings in the areas of home, family, and emotional security. No coincidence that I’ll be building my new home during this time!

Take a look at your birth chart—where does Cancer fall? What house and planets live there? That’s where you may experience growth, abundance, and expansion over the next 12 months.

What do you intend to share, create, or receive this year? I’d love to know.

🦚 Tools & Resources

• I loved this podcast by Luis Mojica

• I’ve been doing this morning practice every day this week

• Picked this book up again to inspire my creativity

• Love this simple practice for nervous system regulation

🪐 Session Update

My website is currently down as I switch it over to a new domain, but I am still offering very limited sessions (just a few per month) - if you want to book tarot, astrology or reiki - email me at holly@hollydramey.com

Thanks for being here and walking this path with me. I’m grateful for the space to share, learn, and grow—imperfectly and honestly.

With love,
Holly