Courtesy of Chris Litster
- Chris Litster (@cmlitster) is CEO of Buildium, a platform to help property managers become more efficient and profitable.
- When the company he worked at was acquired, he said goodbye and decided to take 11 months off from working. For him, the benefits were huge.
- He found that there is no perfect time to head out, and it requires reframing your own priorities. But it also gives you the opportunity to dabble in all sorts of things - and you don't need to take off from work to reap the benefits.
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Missing family dinners. Missing birthdays. Sleeping at the office. These sacrifices are nothing out of the ordinary for many professionals, and were part of my own working life for years.
Our youngest son was born when I was in the middle of a software rollout for IBM's entire European marketing program. Of course, I was by my wife's side at the hospital the day of the birth - but then it was right back to work the next day. It was the first example of not feeling good about my work-life balance … and definitely not the last.
It took another decade or so, but I finally took a break. After a quarter century of work, I decided to go on a sabbatical. The company I was working at had recently been acquired; after ten years there, I held a team meeting and said goodbye.
I was lucky enough to take 11 months off, and to say the benefits were huge would be an understatement. I know not everyone can take an extended time off from work (a shame, given that employee sabbaticals can actually improve productivity and profits for companies), but I'd like to share my experiences in the hopes of helping others "hack" their own sabbatical. Among the most powerful lessons: You don't need a few months, or even a few weeks, to reap the benefits. A sabbatical mindset can be achieved with no formal break at all.
Lesson 1: There's never a perfect time
Plenty of my colleagues were supportive of my decision to take time off, even though I didn't exactly have an endgame in mind. But when my kids found out, one of the first things they asked was, "Are you going to be able to find a job again?" It was a more polite version of what a search firm told me: "You're stupid. You're in the prime of your career. Taking a year off will make you irrelevant."
These concerns are fair enough - but I think there's an internal voice that lets you know you're officially burned out. I knew for a while I wasn't running on all cylinders. And when your work suffers, when your family life suffers, when you're no longer in the driver's seat of your own life, you just have to press pause and recalibrate, or you're heading for trouble.
I had a vague plan for my time off. The first six months were going to be purely about rest and recuperation. The second half would be about refocusing on career plans and next steps. Of course, disconnecting and achieving that was easier said than done.
Lesson 2: Embrace a different kind of bucket list
As I drove home from my last day of work, I practically had a panic attack. "What did you just do?!" just kept repeating in my brain. I spent the first several days of the sabbatical just wondering constantly about what was going on at the office and compulsively checking my calendar app. After spending so much time at a company, it wasn't exactly easy to make a clean break.
But after a week or so, I did stop refreshing my work email. Once I had disentangled myself from work life, the way my energy came back was actually eye opening. And I was able to start filling my days with the things I'd been meaning to make more time for for years.
We did do a family trip during my time off, but if anything, my sabbatical was about checking off a bucket list of ordinariness. I woke up without knowing what I was going to do that day … and that's the way I liked it. I had breakfast with my family most mornings. I drove my kids to school. I did the grocery shopping and played tennis and even tried yoga, now that the excuse of "I'm busy with work" wasn't true anymore. More than any grand plans or life-changing adventures, the opportunity to truly live in the moment and enjoy the people I love is what restored my energy and enthusiasm.
Lesson 3: Master the fine art of dabbling
To say I didn't work at all during my sabbatical would be a lie. I was "working," but it was at a dramatically different pace and with a very different kind of focus than before.
I made a point of meeting casually with colleagues and individuals in my network - the kind of people I'd met over the years and really liked and trusted, but never had much time to connect with outside the office. I didn't have much of an agenda other than catching up and using them as a sounding board while I sketched out the next phase of my life. It was an opportunity to work through exactly what I was and wasn't looking for next, putting me back in the driver's seat of my career. With no real end goal to pursue, my ideas had time to incubate, and evolve.
It turned out, though, that I was engineering serendipity. Opportunities began popping up through conversation, and my new schedule allowed me to explore some exciting part-time collaborations - like an entrepreneur-in-residence role at VC Michael Skok's new investment firm. Yes, I had planned on not working for a year, but I realized it was a great way to be exposed to all sorts of companies at different stages and test-drive different roles. It let me explore my options for the future in a low-pressure environment that still left plenty of time to be home for family dinner.
Lesson 4: The sabbatical may have to end, but the benefits don't
These networking coffee chats eventually led to the role I'm in now - CEO of Buildium, a SaaS-based property management software company in Boston. Sure, I had other offers come my way, but because of the reflective time I had during my sabbatical, I knew they weren't right. This position ticks the boxes that I now know really matter to me: A work environment I love, a mission I believe in, and a balance with family time.
This was the biggest benefit of the sabbatical - I didn't just get to sleep in on weekdays; I got a chance to reorient and clarify my priorities. I'd been so focused on striving towards a CEO role that I forgot what else matters. Taking time off allowed me to find a healthier way to work, and now I prioritize being home at 6:30 p.m. for family dinners every single night. Sure, they're not always perfect, and I sometimes find myself answering emails after the rest of the family has gone to sleep. But I wouldn't give up quality time again for the world.
Lesson 5: You can find that same perspective without going on sabbatical at all
I'm acutely aware how lucky I was to take nearly a year off. More and more people are taking DIY sabbaticals like me, but I know many people in my life who simply don't have the luxury of taking an extended break - even a few weeks off is a privilege many just can't afford. My company does offer all employees a sabbatical for certain tenure milestones, but it's rare in other corporate environments.
That being said, I feel that several of the benefits of a sabbatical don't actually require a formal one. With a little mindfulness, the lessons of an extended break can be achieved on a much shorter time frame:
- Identify your non-negotiables and stick to them. Whether it's getting home for family dinner every night or going to the gym every day, if something brings you joy or clarity, make it a priority in your schedule on a regular basis. If you keep putting these things off until you "have the time," you may miss out completely.
- When you're off, really be off. Turn off your email, stay away from the computer, and be present in whatever you're doing. When I was fully and completely away from work the speed with which my creativity and energy returned was amazing - literally, a matter of days.
- Make time to talk with people you respect and trust. The casual coffee chat is the first thing to get cut in a busy week, but having this sounding board is invaluable to clarify your goals and hurdles and expose you to new opportunities. It's a wellspring of inspiration that offers value beyond job offers.
It's all too easy to feel like we're a passenger on our own career journey. Taking a moment - whether with an extended sabbatical break or just on a quiet Sunday afternoon - to ask yourself what you truly prioritize is the best way to put yourself back in the driver's seat.
Is your current role getting you where you want to go? Is your work environment helping you make your life richer? No one wants a career where you rack up regrets as fast as bonuses and promotions. Press pause however you can, and you might fast-forward your life in the process.