Ski in-Sell Out!

episode artwork

Max Doilney and Lauren Angerosa

07 June 2026

54m 12s

27 - FLO PC & HOA Therapy - Ally Dickey

00:00

54:12

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.