Should You Take a Sabbatical (or Walk Away from Your Job?)

Key Points:

• Sabbaticals are increasingly common and can be a healthy reset, but they work best when you plan for the trade-offs.
• The big financial impacts include lost income and benefits (health, life/disability, retirement match, RSU vesting), along with tax considerations that can sometimes help.
• To set yourself up for a strong return, stay connected to your network, keep skills fresh, practice how you’ll frame the break as growth, and stress-test your plan with a financial advisor.

At some point in your career, you may feel the urge to step away. The long hours catch up with you, the routine feels stale, or maybe you start wondering if this is really the life you want. Sometimes, you just need a season to breathe, reset, and explore what lies beyond work.

I understand that feeling because I’ve been there myself. And believe me, you’re not alone. In fact, more people than ever are taking a step back, with sabbaticals shifting from rare exceptions to a growing trend. It took a global pandemic for many of us to finally put mental health and well-being at the top of the list.

Of course, taking an extended break can feel both exhilarating and terrifying. The promise of freedom is tempting, but the practical questions aren’t far behind: Can I afford this? Will it affect my long-term plans? What happens to my health insurance?

Here’s the truth: stepping away doesn’t have to derail your career or your financial stability. With thoughtful planning, a break can actually become one of the most empowering steps you take toward a life that truly aligns with your values.

Let’s walk through the financial considerations that matter most so you can decide whether a sabbatical is right for you, and how to prepare if it is.

Why People Consider Sabbaticals

Sabbaticals aren’t just for professors anymore. These days, more and more professionals in high-pressure careers are giving themselves permission to hit pause.

I’ve seen friends, colleagues, and clients step away for all kinds of reasons, sometimes out of necessity, other times out of a deep desire for something different. Some of the most common reasons include:

• Burnout and mental health. When you’re constantly pushing, eventually your body and mind say “enough.” Time away can help you reset and return stronger.
• Personal growth. Whether it’s learning a new skill, traveling, or simply rediscovering hobbies, a break creates space for curiosity and creativity.
• Life transitions. Sometimes family needs like raising kids, caring for aging parents, or supporting a partner make it necessary to step back.
• Exploration. A sabbatical can be a chance to test the waters of a new business, pursue creative projects, or simply reevaluate your direction.

Whatever your reason, the common thread is this: a sabbatical offers the opportunity to reclaim your time and energy to design the life you want.

The Financial Implications You Can’t Ignore

Here’s where reality comes in. Taking time away from work isn’t free, and the costs aren’t always obvious. Let’s break down the big areas you’ll want to think about.

#1: Loss of Income

More employers are starting to recognize the value of rest and renewal, and some even offer paid sabbaticals once you’ve reached certain milestones. But for many professionals, that benefit simply isn’t on the table.

If a paid sabbatical isn’t part of your benefits package, you’ll need to create your own. And the first reality to face is this: without your job, your regular paycheck stops.

That means:

• No paycheck landing in your account every two weeks.
• No automatic contributions flowing into your 401(k).
• No employer match boosting your retirement savings.
• If you have RSUs, vesting may come to a halt.

It’s important to get clear on the numbers, like how much you spend each month and how long you could realistically cover those expenses without a paycheck. In a perfect world, you’d have a sabbatical fund set aside, separate from your emergency savings. But if you don’t, that’s okay. The key is knowing what resources you do have and how long they’ll last.

And if the idea of running those numbers feels overwhelming, that’s okay, too. A financial planner can help by walking through the details with you, mapping out your options, and giving you the confidence that your decision supports both your present needs and your future goals.

#2: Employer Benefits

When you step away from work, you’re not just pressing pause on your paycheck. You’re also stepping away from the benefits that came with your role. Some of these you may be able to replace easily, while others take more planning.

That means:

• Health insurance may end, so you’ll need to line up coverage elsewhere. For a shorter break, COBRA can be a good option since it lets you keep your current plan and doctors (just know it often comes with a hefty price tag). If your break will stretch beyond 18 months, you’ll likely want to explore other options, like a marketplace plan or joining a spouse’s coverage.
• Life and disability insurance may end as well, which is especially important to consider if others rely on your income for support.
• Retirement contributions stop, so you’ll not only pause your own savings but also lose out on any employer match.
• Other perks disappear, such as wellness stipends, commuter benefits, or professional development funds.

Lastly, if you have equity compensation, pay close attention to your vesting schedule. Leaving even a few months too soon could mean walking away from a significant amount of money. Before you hand in your notice, review the details carefully so you know exactly what’s at stake.

That said, none of these factors should stop you from taking a sabbatical, especially if your well-being depends on it. They’re simply things to prepare for, so you can step away on your own terms and with fewer surprises along the way.

#3: Taxes and Withholding

Yes, taking a step back from work can come with financial trade-offs. But there’s also a silver lining: a sabbatical can sometimes work in your favor at tax time.

With less income coming in, you may drop into a lower tax bracket, which can create opportunities you wouldn’t normally have. That could mean:

• Qualifying for certain credits or subsidies, such as the Child Tax Credit. If you have kids, a lower income may increase the amount of this credit you can claim.
• Taking advantage of tax-planning opportunities, such as making a Roth conversion at a lower tax rate than usual.
• Simply owing less in taxes overall.

Let’s face it, tax planning isn’t exactly the most thrilling part of financial life. But with a little preparation, a sabbatical can create opportunities to save money and make your taxes work in your favor.

#4: Career and Reentry

When you step away for a sabbatical, the first things you notice are the financial impacts, like the missing paycheck or the loss of benefits. But there are also longer-term professional implications to consider, and those can be just as important when weighing your decision.

That could look like:

• Missing out on promotions or pay raises that might have come with another year of work.
• Having to explain a gap on your résumé when you return.
• Taking extra time to rebuild momentum when you step back into the workforce.

For high achievers, the thought of stepping back can feel especially daunting. When so much of your identity is tied to your career, the idea of losing momentum or explaining a gap can stir up real anxiety.

On the other hand, many people return from sabbaticals with fresh energy, new perspectives, and even skills they didn’t have before. Employers often see that as a strength when it’s framed thoughtfully. Staying connected to your network while you’re away can also ease the transition back and help transform what looks like a “gap” on paper into a powerful story of growth.

How to Prepare Financially for a Sabbatical

Let’s say you’ve weighed the pros and cons and decided a sabbatical is the right move. If the idea of stepping away excites you, the smartest thing you can do is treat it like any other big life goal: by putting a plan in place. Here are some steps to help you get started.

#1: Build a Dedicated Sabbatical Fund

You’ve saved for big goals before like retirement, an emergency fund, maybe even a down payment on a home. Saving for a sabbatical is no different, but it’s important to keep this fund separate from your emergency savings (you’ll want that untouched in case of a true financial setback).

Start by estimating your monthly expenses and multiplying them by the number of months you plan to be out of work. Then, add a buffer for the unexpected, because something always comes up. Some people also create a “bare bones” budget for their time off, cutting out extras so their savings stretch further, and they can go longer without a paycheck.

#2: Map Out Benefits and Coverage While on Sabbatical

Don’t wait until your last day to scramble for health insurance. Start exploring your options well in advance. Ask yourself:

• How much would COBRA cost, and is it worth the convenience of keeping your current plan and doctors?
• Would a marketplace plan give you the coverage you need at a better price?
• Could you join a spouse’s or partner’s plan for a smoother transition?

And remember, health insurance isn’t the only benefit that ends when you step away. Be sure to review your life and disability coverage, too, so you’re not left with unexpected gaps in protection.

#3: Protect Your Retirement Progress

Just because you’re taking a break doesn’t mean your retirement savings have to stall completely. Even if you’re not contributing to a 401(k) during your sabbatical, you may still be able to fund an IRA using income you earned earlier in the year or through a spousal IRA.

Skipping contributions for a single year won’t derail your long-term goals, but if you envision multiple sabbaticals over the course of your career, it’s worth planning ahead. You could also look for ways to make “catch-up” contributions later, so your nest egg keeps pace with your future plans.

#4: Have an Exit and Reentry Strategy

A successful sabbatical isn’t just about the time away. It’s also about how you prepare to leave and how you plan to return.

Here are some ways to think beyond the financials and set yourself up for an easier transition:

• Stay connected to your network by keeping in touch with colleagues, mentors, and peers, so you don’t lose momentum while you’re away.
• Keep your skills fresh. Consider taking a class, freelancing, or volunteering in ways that align with your long-term goals.
• Practice how you’ll frame your sabbatical in future interviews: “I took time to [do X] and came back with [skill/insight/result].” Turning your time off into a story of growth helps employers see the value of your break.

Questions to Ask Yourself Before You Decide

Taking a sabbatical is a big decision that deserves thoughtful reflection. These questions can help you get clear on whether it’s the right move for you:

• What’s my why? Am I looking for rest, family time, personal growth, or a career pivot?
• Do I have the financial cushion to cover both expected and unexpected costs?
• How will this choice impact my long-term goals, like retirement and overall financial security?
• Am I emotionally prepared not just for the time away, but also for the transition back into work?

These aren’t yes-or-no questions. Think of them as prompts to help you explore what matters most, weigh the trade-offs, and make a decision you’ll feel good about, both now and in the future.

Moving Forward with Intention

A sabbatical isn’t just time away from work. It’s also an opportunity to create space for a more intentional life.

Yes, there are financial implications. And yes, it takes planning. But with the right preparation, stepping back can become an important turning point, one that realigns your career, your money, and your life with what matters most.

If a sabbatical is on your horizon, you don’t have to figure it out on your own. At Align Financial Solutions, we’ll help you map out your cash flow, stress-test your plan, and uncover strategies to make the most of a lower-income year. With the right plan in place, you can step away with confidence, knowing you’re investing in your future self and setting the stage to return to work, or whatever comes next, with clarity and purpose. Schedule a 15-minute Align Call to start the conversation.