Great question @trappology:
❓👉🏻 Do I recommend unlimited vacation days?
Here's my take. Thread 🧵 ⬇️
Hey @joelgascoigne do you recommend unlimited vacation days \U0001f44d or \U0001f44e for startups?
— Will Trapp (@trappology) December 19, 2020
With that said, I believe Unlimited Vacation gets more criticism than it deserves. Some even go as far as to say that Unlimited Vacation is unethical and a way to stop employees taking vacation.
We're all adults, and when we're part of something we really believe in, we should be trusted to manage our energy and our time.
If you create an environment where team members self-directed, motivated, and bought into the mission, then you can benefit by giving them far more freedom.
- Do we scrap it and go back to the status quo? That means quotas for time off.
- Or, do we push on and find a better solution? One that captures the very positive intentions of Unlimited Vacation, and avoids the downsides.
The result was Minimum Vacation. It seems almost obvious now, but at the time, we could have easily reverted to the status quo. I'm so glad we didn't.
I think the best option we have right now, is Minimum Vacation.
Our vacation minimum is at least 3 weeks (15 work days) of time off throughout the year, in addition to the public and religious holidays you observe.
Try those wild ideas. Question the status quo and try improved approaches.
Test whether those new ideas work, and adapt when they don't.
But fight for a new idea, that still improves the status quo. The world needs that innovation.
- https://t.co/o1fDircRVf
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Ok, I’ve told this story a few times, but maybe never here. Here we go. 🧵👇
I was about 6. I was in the car with my mother. We were driving a few hours from home to go to Orlando. My parents were letting me audition for a tv show. It would end up being my first job. I was very excited. But, in the meantime we drove and listened to Rush’s show.
There was some sort of trivia question they posed to the audience. I don’t remember what the riddle was, but I remember I knew the answer right away. It was phrased in this way that was somehow just simpler to see from a kid’s perspective. The answer was CAROUSEL. I was elated.
My mother was THRILLED. She insisted that we call Into the show using her “for emergencies only” giant cell phone. It was this phone:
I called in. The phone rang for a while, but someone answered. It was an impatient-sounding dude. The screener. I said I had the trivia answer. He wasn’t charmed, I could hear him rolling his eyes. He asked me what it was. I told him. “Please hold.”
Wish I had the audio of Rush Limbaugh telling me off on the phone on his show when I was six. In the meantime, RIP.
— Shannon Woodward (@shannonwoodward) February 17, 2021
I was about 6. I was in the car with my mother. We were driving a few hours from home to go to Orlando. My parents were letting me audition for a tv show. It would end up being my first job. I was very excited. But, in the meantime we drove and listened to Rush’s show.
There was some sort of trivia question they posed to the audience. I don’t remember what the riddle was, but I remember I knew the answer right away. It was phrased in this way that was somehow just simpler to see from a kid’s perspective. The answer was CAROUSEL. I was elated.
My mother was THRILLED. She insisted that we call Into the show using her “for emergencies only” giant cell phone. It was this phone:

I called in. The phone rang for a while, but someone answered. It was an impatient-sounding dude. The screener. I said I had the trivia answer. He wasn’t charmed, I could hear him rolling his eyes. He asked me what it was. I told him. “Please hold.”