Bailey Woolf

My clients are often standing at the edge of something new—sometimes by choice, sometimes by circumstance. They may be adjusting to a major life transition: a marriage or a divorce, the birth of a baby, a new diagnosis, a career shift or a personal loss. Some are navigating moments of crisis or reckoning. Others come to therapy not because something obvious has changed, but because they need something to change.

What they share in common is a sense that their old tools are no longer working the way they used to. Maybe what once helped them feel in control—over-functioning, people-pleasing, avoiding conflict—is now creating more disconnection than relief. Maybe the strategies that used to help them cope are starting to feel brittle or self-limiting. They might be asking: Why is this so hard now? Why am I feeling stuck, overwhelmed, or off-center in a season when I thought I should be thriving?

If you’re in a season of transition—or longing for one—I welcome you to reach out. Therapy can be a steady place to land while you find your footing again.

I work with individuals and couples who are interested in diving deeper—not just to manage the surface-level stress, but to understand the deeper patterns beneath it. We explore the ways your past shows up in the present, the ways your relationships shape you, and the parts of you that are asking to be heard as you move into something new.

Whether you’re becoming a parent and noticing that your ADHD feels harder to manage, or you’re newly partnered and realizing your usual way of avoiding conflict no longer serves you—this is a space to make sense of those shifts. Together, we’ll slow down, reflect, and build new awareness. We’ll also work toward change that aligns with the person you’re becoming, not just the one you’ve had to be.