A village, not an empire
Kaitlyn Dineen, founder of OMC, on why she's building a village instead of an empire, and what people-first leadership actually costs.
Ideas on operations, people, and building creative companies from the inside. I'm not an expert, just someone figuring it out in real time and writing down what I learn along the way.
The founder story behind Fifth Street DMC: Kaitlyn Dineen bought a 20-year-old destination management company mid-pandemic, while pregnant.
Working with family is supposed to be a bad idea. Kaitlyn Dineen on why hiring her stepmom as President was the best decision she made.
Most event teams say "we're there for you." Kaitlyn Dineen on the difference between there and here, and why it changes everything.
Kaitlyn Dineen on Fifth Street DMC's expansion into the Carolinas, and why she's chasing meaning and trust over size.
A plain-English guide to what a destination management company does, and how to choose one in Austin, Montana, or the Carolinas.
Kaitlyn Dineen on event design psychology: why the line, the pacing, and the micro-moments matter more than the main attraction.
A stranger named Jared 1-starred Kaitlyn Dineen's business. Here's what it revealed about small business, reviews, and Main Street.
Kaitlyn Dineen on negotiation: how the same strategy gets you called a shark in one room and the most honest person in another.
Kaitlyn Dineen on protecting capacity: why she took Friday off after London Business School, and why margin is a leadership skill.
Kaitlyn Dineen on treating your personal life like a strategy offsite, with a living North Star document and quarterly reflection.
Kaitlyn Dineen on people-first hiring, 10-year tenures, and broad-based ownership: why the village builds around people, not roles.
The books that shaped how I think about people, purpose, and building something that lasts. Highlights, what they changed in me, and a favorite line from each.
On aligning your energy and emotions so you create the results you actually want, instead of bracing for the ones you fear.
You are not at the mercy of your reality. You are the author of it.
On building a real plan by getting honest about what you are up against, and who.
The enemy you choose determines the size of the life you build.
On archetypes, purpose, and the quiet agreements that shape a life.
Your power lies in understanding the agreements you came here to keep.
On telling a story so clear your customer can step right into it.
If you confuse, you lose.
On leading with purpose, before product.
People don't buy what you do; they buy why you do it.
On talking openly when the stakes are high, opinions vary, and emotions run strong.
Anytime you're stuck, there's a crucial conversation you're not holding, or not holding well.