Even CEOs Need to Pull the Covers Over Their Heads Sometimes 

Sep 17, 2025

If you’ve ever had a reactive puppy, you know the signs: they bark, lunge, overreact to small triggers. But what trainers are quick to remind us is this: puppy reactivity isn’t about being “bad.” It usually means the dog’s nervous system is overwhelmed. They don’t need more stimulation; they need a break.

The same is true for CEOs and founders.

We glamorize the role with images of lavish holidays, corner offices, and regular massages. But the reality? Most CEOs I know are under immense pressure. They’re answering late-night emails, working on vacation, juggling multiple departments, approving APs, managing software bugs, and trying to be the steady hand their teams depend on. Add in family responsibilities, workouts (if they’re lucky), and constant travel, and it’s the perfect recipe for burnout.

What puppies need is crate time. What CEOs need is a CEO Retreat.

I don’t mean another family vacation where you are half present, sneaking Slack messages by the pool or approving invoices from your phone. That kind of time off often ends up being just another backdrop for work. A true CEO retreat is different. It is a deliberately carved-out space where you step fully outside the swirl of daily demands. It is a pause button for your nervous system, alone, unplugged, and free from the roles you juggle as leader, partner, parent, and friend. It is about giving yourself permission to slow down, to stop reacting, and to let your body and mind recalibrate.

Many CEOs resist the idea of stepping away because the thought alone feels impossible. I cannot possibly take time away from my business. My family needs me. Even my sports or hobbies depend on my schedule. Everything will fall apart without me. I have to check in every few hours or at least once a day. What good would it do to take a whole day, or dare I say three days, completely off? I will be completely bored by myself.  That inner dialogue feels convincing, but it is also part of the problem. The truth is, if your company cannot function without you for a few days, that is not a sign of strength. It is a signal that both you and the business need a healthier rhythm and structure. One that allows you to return rested, sharper, and more capable of leading well.

The ROI of this kind of retreat is undeniable. When you create real distance from the noise, your brain shifts from firefighting mode into possibility mode. Patterns become clearer. Priorities reorganize themselves. Decisions that once felt tangled find clarity. The ideas and strategies that surface in this kind of space are different because they are not forced, they are accessed. You come back not just rested, but renewed, with the kind of creative energy and vision that can only emerge when you step away from the constant pressure to perform. Allowing yourself to be in a “thrive” mindset, helps your business transition to a ‘thrive” mindset as well and shift away from “survive” mode of operation. 

Here’s my challenge to you: When is your next CEO retreat?

I recommend doing these quarterly, if possible. Even one night can work wonders, though four is even better. And the options are endless:

Restorative Nature Escapes

  • Fishing trip on a quiet lake – hours with nothing but the rhythm of water and line
  • Mountain cabin getaway – unplugged, surrounded by trees, firewood, and long hikes
  • Desert retreat – wide open skies and silence to clear mental clutter
  • Backpacking or camping trip – strip life down to essentials and reconnect with resilience
  • Solo surf trip – ride waves, reset your body, and let the ocean do its work

Wellness and Renewal

  • Spa or wellness retreat – deep tissue massage, cold plunge, sauna, and sleep without alarms
  • Hot springs escape – healing waters and natural stillness
  • Silent retreat – eliminate distractions and hear yourself think again
  • Martial arts or yoga intensive – reconnect body and mind with focused discipline

Creative and Inspiring

  • Writing cabin rental – a notebook, a fireplace, and no distractions
  • Guitar or music retreat – learn, practice, or create just for yourself
  • Photography trip – reset perspective by capturing new angles of the world
  • Culinary or whiskey retreat – indulge in craft, savor, and slow pace

Outdoor and Sports Retreats

  • Solo golf retreat – long walks, quiet fairways, and meditative focus
  • Off-road or overlanding trip – 4×4 trails, maps, and solitude in wild terrain
  • Museum or science center deep dive – plan a solo trip to a city with a great science museum or engineering exhibit, spend the day wandering, learning, and thinking
  • Fly-fishing or hunting lodge stay – time-tested sports that demand presence and patience

Short and Accessible

  • Luxury hotel staycation – check in, leave the laptop behind, order steak and scotch
  • Day-long hiking trip – pack a meal, leave the phone off, return at sunset
  • Tiny house rental – minimal space to reset priorities

And if budget feels like a blocker, I’ve tested some clever, low-cost alternatives that work beautifully. (Feel free to reach out if you want ideas!)

The bottom line: just like our puppy Duke, your reactivity is often a sign that you don’t need to do more, you need space to do less. And when you return? You’ll be ready with renewed energy, ideas, and resilience.

So, CEO, when’s your next retreat?