A career break works best when it’s paid for before it starts. Set aside the full cost in cash or short-term Treasuries: your spending for the months away, health insurance, taxes and a few months’ cushion for finding work afterward. Then use what a low-income year allows. In 2026 the standard deduction is $32,200 for married couples and $16,100 for single filers, and long-term capital gains are taxed at 0% up to $98,900 of taxable income for couples ($49,450 single). A couple with no other income could realize about $131,100 of long-term gains with no federal income tax. A one-time plan from a fee-only planner costs a median $2,000.
Price the whole break
The obvious cost is your spending while you’re away. The others are easy to miss:
- Health insurance, often the largest new bill. See below.
- Taxes on anything you sell or withdraw to fund the break.
- Lost saving. A year off usually means a year without 401(k) contributions or an employer match. In 2026 the 401(k) limit is $24,500; missing a year of contributions and match is a real cost to add to the budget.
- Re-entry time. Assume finding work takes a few months longer than you expect, and keep that cushion separate from the break money.
- Insurance that came with the job. Group life and disability coverage usually end when the job does. If others depend on your income, price individual coverage before you leave.
If your employer offers a formal sabbatical or unpaid leave, ask HR in writing which benefits continue, who pays the premiums, and whether your job and vesting clock are protected.
Where the money should come from
- Cash saved for the purpose. Easiest, and no tax.
- A taxable brokerage account. Selling in a low-income year may cost little or nothing in federal tax, thanks to the 0% capital gains rate.
- Roth IRA contributions. What you put in (not the earnings) comes out first and is never taxed or penalized. It’s a useful backstop, but every dollar taken out is a dollar that stops growing tax-free.
- Pre-tax retirement accounts, last. Withdrawals before 59½ usually carry a 10% penalty on top of income tax. The exception for leaving a job in or after the year you turn 55 applies only to that employer’s plan, and only if you leave the job; see the rollover glossary entry.
If you leave the job to take the break, our guide to rolling over a 401(k) when you change jobs covers what to do with the old plan.
Health coverage
If you leave your job, COBRA usually lets you keep your employer’s plan for up to 18 months, but you typically pay the full premium. You have 60 days to elect it. An HSA can pay COBRA premiums tax-free.
A Marketplace plan is priced on your income estimate for the year, not last year’s. A year with little income can mean a much lower premium. Leaving job coverage opens a 60-day window to enroll; dropping COBRA voluntarily later doesn’t. Compare both before your last day.
Use the low-income year
A year with little salary is a tax opportunity that’s easy to waste.
Federal amounts set by the IRS for tax year 2026
Source: IRS, Rev. Proc. 2025-32 and IR-2025-111
Harvest gains at 0%. Selling investments with long-term gains up to the 0% limit, and buying them back if you still want them, resets your cost basis higher at no federal tax. For a couple with no other income, the standard deduction plus the 0% band covers about $131,100 of gains ($32,200 plus $98,900). Ordinary income, such as interest or freelance pay, uses up the band first.
Convert to Roth in pieces. A Roth conversion is taxed as income, so a low-income year lets you move pre-tax money into a Roth at a lower rate than you’d pay while working.
Watch the trade-off. Both moves raise your income for the year. If you’re on a Marketplace plan, higher income can shrink your premium tax credit. A planner should run the tax saving against the higher premium before you do either.
Keep saving where you can
You need taxable compensation to contribute to an IRA. If you have none but your spouse works and you file jointly, a spousal IRA lets you contribute up to $7,500 in 2026, plus $1,100 if you’re 50 or older. Freelance or consulting income during the break also counts as compensation.
Social Security is based on your highest years of indexed earnings: for most people, 35 of them. If you’ll have more than 35 working years, a year off may change nothing. If you’ll have fewer, it adds a zero to the average. Check your earnings record at ssa.gov before deciding.
Common mistakes
- Funding the break from the 401(k). The tax and penalty can take a third or more of what you withdraw.
- Investing the break money. A market drop shouldn’t decide when you go back to work.
- Letting health coverage lapse between COBRA and Marketplace windows.
- Wasting the low-income year with no gain harvesting or Roth conversion.
- No re-entry cushion. The break ends; the job search may not.
Questions to ask an advisor
- How much do I need saved, including health insurance and taxes, for a break of this length?
- Which accounts should I draw from, in what order?
- How much could I convert to Roth or harvest at 0% this year, and what would it do to my health premiums?
- What does the break do to my retirement date?
- Will you charge a flat fee for this, or a share of my investments?
When a fee-only advisor is worth it, and what it costs
A planner is most useful before you give notice, when the plan can still change the date or the length. It’s worth paying for when the break is long, when you’ll draw from several kinds of account, or when you want to use the low-income year for conversions.
- One-time plan: a median $2,000 (middle half $845 to $3,600). Most career breaks need exactly this. See one-time plan costs.
- Hourly: a median $300 an hour, enough for a tax projection on conversions and gains. See hourly planner costs.
- Ongoing planning: a median $4,500 a year, if you want help through the break and the return to work. See subscription planning costs.
A flat-fee or hourly planner suits a break well, since your savings may shrink while you’re away and the advice shouldn’t cost more because of it.
Where to look
Start with advisors for mid-life transitions, early-career professionals or HENRYs, high earners who haven’t built wealth yet. The lists of advisors for HENRYs, advisors for early-career professionals and flat-fee advisors are good places to compare. For the conversion and gain-harvesting math, see the tax planning specialty. If the break was not your choice, our job loss and severance guide covers the deadlines that come first.