How to Address the 7-Year Itch

Pam Morton • February 14, 2025

Things to consider about a Sabbatical

What would you do on the first Monday of your sabbatical?


Be clear about what you expect to achieve. You might want to include a secondary goal, such as starting to write a book or blog or learning a language. Not only will you make personal discoveries, but you will also establish a project to continue working on when you return to your regular life.


Adjusting balance is key to better physical and spiritual health. Your time off can provide you the chance to reduce stress and reassess your life, as well as for realizing aspirations. So how should you set an ideal date and time frame for your adventure?


First, forget traditional notions. Your sabbatical can last a week, a month or a year, as long as you structure it around a beginning, middle and end, plus deadlines. You could even occasionally go into your office to attend to a matter. You might leave a short window of time in case you truly need to delay your plans, but once you set the plan in motion, you must protect it.


If your business or company experiences extra active seasons, you may want to consider scheduling the sabbatical to coincide with a less busy interval. For instance, accountants recognize that client work tends to wind down after April 15. Or, as an entrepreneur running your own business, you will expect typical cycles. Alternatively, your dates might coincide with projects, such as the ideal travel season in locations you want to visit. Moreover, if your plan includes a partner or spouse, you may need to coordinate with them.


Making the case for your me-time


When the moment comes to negotiate with your CEO, manager or business partner, you need a strategy to convince them why and when you are leaving. You might ask for paid leave (although there are advantages to unpaid time too, including less pressure) or you may be looking for confirmation that your job will still be there for you on your return.


Build a case for why leaving may help you become a better employee, whether through increasing your productivity and engagement or addressing your possible burnout and diminishing returns. Although it may be difficult to create a tangible metric, the bottom line usually comes back to the retention of your talent. From the employer’s side, the most compelling argument is competition within an industry, such as technology or consulting, especially if others are awarding free-time benefits.


Some companies offering sabbaticals include:


  • PayPal (four weeks every five years).
  • Deloitte (three to six months at reduced pay).
  • BetterUp (one month after five years).
  • Citi (up to 12 weeks of leave, with a portion of base pay and benefits).
  • Intel (eight weeks after seven years; four weeks after four years).
  • McDonald’s (eight weeks every 10 years).
  • Morningstar (six weeks every four years).


Planning your exit strategy


Reentry mode must be managed, too. Maintain any professional licenses and keep in touch with your company. Particularly toward the end of your break, communicate your timeline, reach out to industry contacts, and update your resume and your digital presence. Come back onto the scene gradually. It’s not like turning on a light switch. You might benefit from taking a few final days to reflect on how your experience has changed your life.


Unless your employer is willing to subsidize your time off, you must make careful financial plans, both to cover any loss of income and to pay for extra expenses such as travel. Health care will be a priority; confirm whether you need to purchase your own insurance for the duration of your leave. If you are a parent, you might also require child care or, if you are leaving town, caretaker services for your home’s upkeep.



Add up all those charges and take them to your financial planner to run the numbers in order to calculate both short- and long-term impacts.


By Pam Morton April 1, 2026
When people sign up for a new health insurance plan—whether it’s an employer-sponsored plan or one purchased through the Affordable Care Act (ACA) exchange—they are often confused about when coverage starts, what services are covered, and how much they will need to share in the cost of care. The Kaiser Family Foundation recently compiled a list of seven takeaways from stories about people who ended up paying large out-of-pocket expenses for medical care. Reviewing these tips can help health plan enrollees better understand their coverage and avoid unexpected financial surprises. 1. Most insurance coverage doesn’t start immediately Many new plans include waiting periods, so it’s important to maintain continuous coverage until your new plan takes effect. Usually, health insurance starts on the first of the month and ends on the last day of the month. There are special circumstances when someone loses job-based health coverage. In that case, they may elect COBRA or purchase a plan through the ACA marketplace. With COBRA, once payment is made, coverage applies retroactively—even for care received while someone was temporarily uninsured. Losing employer coverage qualifies someone for an ACA Special Enrollment Period , which generally allows them to enroll in a Marketplace plan up to 60 days before or 60 days after their employer coverage ends. If someone enrolls before their job-based coverage ends, their new plan can usually begin right away and help prevent a gap in coverage. If someone enrolls after their job-based coverage ends, Marketplace coverage usually begins on the first day of the month after enrollment, so they could experience a short coverage gap before the new plan starts. 2. Check coverage before checking in Some health plans include restrictions that may not be obvious at first. These restrictions can affect coverage for services such as contraception, immunizations, and cancer screenings. Before receiving care, enrollees should contact their insurance company (or for job-based insurance, their human resources or retiree benefits office) to confirm coverage. Ask whether there are exclusions for the care you need, whether there are limits per day or per policy period, and what out-of-pocket costs you should expect. 3. “Covered” doesn’t always mean insurance will pay right away It’s important to read the fine print about network gap exceptions, prior authorizations, and other insurance approvals. These requirements may apply only to certain doctors, services, or dates. In addition, even if a service is covered, the insurance company may not pay for it until you have met your deductible or other cost-sharing requirements. 4. Get estimates for non-emergency procedures Before scheduling a non-emergency procedure, patients may be able to compare prices among different providers. Request written estimates whenever possible. If the cost seems too high, it may be possible to negotiate the price before receiving care, or find an alternate provider. 5. Location matters The cost of care can vary significantly depending on where services are performed. For example, if blood work is required, ask your doctor to send the order to an in-network lab. Sometimes a doctor’s office affiliated with a hospital system will automatically send samples to a hospital lab, which may result in higher charges if the lab is out of network. 6. When hospitalized, contact the billing office early If you or a loved one is admitted to the hospital, speaking with a billing representative early in the process can help prevent confusion later. Consider asking questions such as: Has the patient been fully admitted, or are they under observation status? Has the care been classified as “medically necessary”? If a transfer to another facility is recommended, is the ambulance service in-network—or can one be selected? 7. Ask for a discount Medical charges are often higher than the rates insurers typically pay, and providers frequently expect some level of negotiation. Patients may also be able to negotiate their own bills. In addition, uninsured or underinsured patients may qualify for self-pay discounts or financial assistance programs such as charity care. If you need assistance with your health insurance in California, contact Benefits By Design Insurance Services in San Diego. www.benefitsbydesignca.com or email admin@benefitsbydesignca.com.
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