Part two with Shanna Due is an honest look at the comfort we find in being supported—and how we can offer that same presence to ourself and others.

This episode — the second part of my conversation with Shanna Due — is all about what it feels like to carry people through some of the biggest, most emotional and uncertain decisions of their lives. One of the things I love most about Shanna is her natural instinct to say, “It’s okay. I’ve got you.” She does that with her clients, with her students, with her kids, and honestly with anyone lucky enough to cross her path.

In this conversation, we talk openly about the beautiful and brutal parts of being an entrepreneur — the moments where everything feels like it’s clicking, and the next moment where you wonder what in the world you were thinking and whether anything is working at all. Shanna names the doubts out loud: the fear of making mistakes, the weight of wanting to do right by people, the pressure to get it “right,” and the emotional big highs and lows that comes with building something of your own.

We also talk about how quickly life can change — how many times women reinvent ourselves, often quietly, often alone, and often without giving ourselves credit for the courage it takes. From raising teenagers, to shifting careers, to redefining success, this conversation is a reminder that most of us are navigating more than we ever say out loud.

If you need encouragement, if you’re questioning your path, if you’re carrying something heavy, or if you’re trying to give yourself permission to choose a life that actually fits — Shanna’s voice will meet you right where you are.

Episode Highlights

• Shanna’s desire for every client to feel held, supported, and never alone in the messiness and challenges of college planning
• How she structures her work around parenting teens and honoring her definition of freedom
• The emotional rollercoaster of entrepreneurship — why it feels so extreme, and why it’s completely normal
• The pressure women feel to reinvent ourselves again and again, especially in midlife
• How “perfect” is often the enemy of good
• How Shanna built a niche practice from scratch, without a roadmap
• Why women are deeply needed in financial planning — and how to help more women enter the field
• The balance between boundaries, accessibility, and being human
• What success looks like to her now: choices, joy, meaning, and freedom