Therapy that meets you where you are
Headwinds Therapy was created to offer care that feels steady, inclusive, and real. We know therapy can feel vulnerable, especially if you’ve been dismissed, pathologized, or pressured to change in the past. That’s not how we work.
We believe healing happens in relationship — through collaboration, curiosity, and respect. You bring your lived experience. We bring thoughtful support, clinical insight, and a space where you don’t have to filter or explain who you are
A bit about me
Rubi Bolles (She/They)
Founder of Headwinds Therapy
I’m a Licensed Clinical Social Worker (LCSW) and have been in the social work field since 2015, providing therapy since 2020. Over the years, I’ve worked in a range of settings throughout my career supporting individuals and families as they navigate mental health crises, systemic injustice, and the legal system. My current work is especially grounded in supporting adolescents and young adults navigating trauma, identity exploration, and life transitions.
I’m passionate about making mental health care accessible and affirming for those who’ve often been overlooked or underserved, particularly LGBTQ+ folks, people from low-income backgrounds, and communities of color. My approach is eclectic and trauma-informed, drawing from Person-Centered Therapy, Cognitive Behavioral Therapy (CBT), Motivational Interviewing, and strength-based practices. I don’t believe in one-size-fits-all therapy. Instead, I tailor each session to meet you where you are, honoring your lived experience and trusting your perspective.
I’m a values-driven clinician who believes therapy should feel safe, collaborative, and non-pathologizing. My approach is trauma-informed, relational, and grounded in social justice. At the core of my work is a commitment to building strong, respectful relationships. I care deeply about creating a space where you can show up fully.
I also believe in transparency. If you’re curious about how I work, what therapy might look like, or whether this is the right fit, I offer a free 15-minute consultation. No pressure, just a chance to connect.

At Headwinds Therapy, you’ll find a space that is grounded in respect, compassion, and genuine care. We welcome individuals of all identities, backgrounds, and experiences — including all races, ethnicities, genders, sexualities, and abilities.
Our practice is committed to creating an affirming and inclusive environment where you can show up fully as yourself. Whether you’re navigating anxiety, identity, relationships, trauma, or life transitions, our work together is guided by your unique story and values.