This week on Ski In Sell Out, we sit down with Ally Dickie — entrepreneur, HOA operator, former consultant, mother, community builder, and unofficial therapist for modern neighborhood dysfunction.

What starts as a conversation about Florida roots, consulting careers, and moving to Park City “for one winter” turns into something much deeper about identity, parenting, leadership, emotional weight, and building a life that actually feels good.

We talk about:

• Leaving corporate consulting behind
• Starting and growing Model HOA
• Motherhood vs. entrepreneurship
• Why the real politics happen in HOAs
• Park City community culture
• Raising kids in a small town
• Feeling the weight of leadership
• QuickBooks as emotional support
• AskKaren.com
• And the tiny deck that made them stay in Park City

Funny, honest, thoughtful, and extremely Park City.