Most Days

Courtney Guillen

This is Most Days. I'm Courtney and I'm on a journey to become a better leader at work and at home, and share what I learn as I go. 

Episodes

  1. Jul 20

    Most Days #7: Money Matters Part I

    You can do everything right with your budget and still feel stressed, resentful, and on the edge of burnout. That's why I wanted to talk about money as a mindset thing, not just a math thing. Starting with the costs that hit working parents the hardest: childcare and the day-to-day spending that keeps a household running. I share the reframe that changed my mental health around childcare costs. I stopped seeing childcare as an expense that steals my paycheck and started treating it as an investment. In my career, and in my kids' development, routine, and security. We also get into a framework for outsourcing at home based on your target hourly rate, and why it can make sense even when you're not replacing those hours with paid work. Sometimes the payoff is time, energy, and patience. Not a dollar-for-dollar trade. Then we go deeper on the thing that we never price correctly: rest. Rested brains lead better, make clearer decisions, and show up more patiently at home. I walk through what delegating at home actually looks like for us, including how our housekeeper became a house manager, and the little "vacation return" routine we set up that makes coming home actually feel like coming home.  If you're a high-achieving parent, a default parent, or anyone trying to build a career without losing yourself, consider this your permission to ask for help. Share this with a friend who needs it. And tell me: what's the one task you'd outsource first if you let yourself?

  2. Jul 15

    Naptime with Kevin and Courtney: Public vs. Private School

    Kevin and I sit down during naptime to talk through a decision we're in the middle of right now: where to send our kids for preschool and early elementary. Private tuition in our area can rival a mortgage payment. Public school comes with question marks. We don't have this figured out. We're working through it in real time, including the parts that are emotional and messy. One thing we keep coming back to is the future. We were pretty set on a Spanish immersion school 30 minutes away. Then it hit me that AI translation is getting so good that I honestly don't know how valuable being bilingual will be in 10 years. I still think learning a language grows your brain. But is it worth $25,000 a year per kid plus an hour a day in the car? That money and time could go toward travel, tutoring, experiences. It adds up fast and it quietly reduces your flexibility. We also get into what "bad schools" actually means in a well-off area, how class size and funding shape a classroom, and why we care about our kids being around all kinds of people, not just kids whose parents can afford tuition. Then we zoom out. School was designed for the industrial age. The world our kids will work in is changing fast. Maybe grit, leadership, and social skills matter more than test scores. Maybe a school five minutes away with a tight village around it is a feature, not a compromise. If you're weighing public vs. private, charters, or homeschooling, this episode won't give you our answer to copy. It'll help you figure out what you actually value. What's the biggest factor driving your school choice right now? I want to know.

  3. Jul 13

    Most Days Episode #5: Burnout Part 2 - Make Work Human Again

    Burnout doesn’t always come from doing too much. A lot of times it comes from feeling stuck, unseen, and disconnected, even when the workload looks “reasonable” on paper. I’m Courtney, and I’m sharing what I’ve learned after 10 years as a CEO running a medium, family owned company with about 30 employees, including the policies that have helped and the ones that surprised me.  We get specific about how leaders can reduce employee burnout by giving people more autonomy and making rules we’d actually follow ourselves. I talk through unlimited vacation and why it can lead to people taking less time off unless leaders model it, encourage it, and protect fairness. We also get honest about flexible work from home policies, why fully remote setups can increase isolation, siloing, and office politics, and how hybrid overlap days can rebuild real connection.  Then we move into what I think is missing most in modern workplaces: “purpose in,” the sense that your coworkers matter and you matter to them. I share simple, non contrived ways to build relationships at work, like weekly bagels and coffee, small routines that give teams something to look forward to, cross training and shadowing to build respect, and even reading the same fiction books together. We close with a leadership practice I’m actively working on: celebrating wins through gratitude, handwritten notes, and peer shoutouts so the team doesn’t sprint forever without ever feeling progress.  If you want practical leadership strategies, workplace culture ideas, and real world burnout prevention tactics, subscribe, share this with a friend, and leave a review so more people can find the show.

  4. Jul 6

    Most Days Episode #3: Burnout, Part I

    Burnout doesn’t always mean you need a new job. Sometimes it means you’ve lost the thread of why you’re working in the first place, and your days have drifted out of balance. I break burnout down into a simple framework I keep coming back to: paycheck, passion, and purpose. When one of those pillars gets weak, work starts to feel heavier than it should, even if nothing “big” changed on paper. We start with paycheck, because money is real and pretending it doesn’t matter only adds stress. I share a specific gratitude practice that helps me reset fast, plus why being precise about what you earn and what it provides can change your mindset. We also talk about how your brain filters your reality, and why shifting focus away from “I don’t have enough” can start a noticeable snowball toward steadier motivation and better mental health at work. Then we move into passion and flow state: what you’re actually good at, what energizes you, and what drains you. If you feel underutilized, I walk through how to approach your boss in a way that’s honest, practical, and tied to value, including a simple 80/20 idea for spending more time in your unique ability. Finally, we dig into purpose, especially customer connection. I share a story that reminded me how different work feels when you can actually see the humans you serve and how small doses of humanity can reduce employee burnout, even in repetitive roles or remote work. If you’ve been burned out, are burned out right now, or have climbed your way back, I want to hear your story. Subscribe, share this with a friend who needs it, and leave a review so more people can find the show.

  5. Jul 1

    Most Days Episode #1: Why the heck am I doing this?

    Perfection is a trap, and most advice sounds better than it works. I'm starting Most Days with a simpler, truer standard: aim for progress most days, not flawless every day. In this first episode I get into the real reasons I'm doing this. I want accountability that isn't already built into my work. I want to slow life down through some actual self-reflection. And I've had a long-standing itch to teach while I'm still learning in real time. I also lay out the format so you know exactly what you're signing up for. You'll get short solo episodes built for real schedules and short drives, plus "Nap Time With Courtney and Kevin," conversations we record while the kids are asleep. Those cover working together in a family business, navigating marriage and partnership, and parenting while building a company. Down the road I'll add owner-operator interviews with leaders who've rebuilt, failed, learned, and kept going, with a focus on the human side of business and leadership. Then I unpack what "most days" actually means and why it changes everything. Add those two words to almost any bold claim and it gets more honest, more useful, and more forgiving. That same lens shapes my early topic pillars: money mindset, burnout, and raising kids with healthier financial literacy and a healthier relationship with work. If you're trying to lead well, parent well, and stay well without pretending you have it all figured out, you're in the right place. Subscribe, share this with a friend who needs permission to breathe, and leave a review so more people can find Most Days.

About

This is Most Days. I'm Courtney and I'm on a journey to become a better leader at work and at home, and share what I learn as I go.