A guide to quitting your job

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Dependent care accounts are different: employees can only be reimbursed for expenses up to the amount that was deducted from their paycheque.

Health savings accounts, which are typically used in conjunction with high-deductible health plans, are not use-or-lose. This money belongs to you even if you do not spend it; the account is not tied to an employer.

“The account would remain in place and could still be used to reimburse or pay eligible medical expenses,” said Frank Fiorille, vice president of risk, compliance and data analytics at Paychex. But you can’t make new contributions unless you open a new high-deductible plan elsewhere.

Check how much vacation or other paid leave you have not yet used that may be due, and if it can still be used or paid; this could help cushion your job search fund, if you create one. Also be sure to find out when other benefits, including bonuses, may be paid out or become available, such as soon-to-vest stock options.

If you have stock options that allow you to buy shares at a discount, find out how long you have to cash them in after you leave, Ms. Rotter said, adding that it’s generally acts three months from your last day. However, for any options that don’t vest, you’ll likely be leaving money on the table.

If you have rescheduled appointments, it may be a good idea to book them before starting over with a new franchise and possibly a new network of providers. The next order of business is knowing when your cover ends: it can end on the last day, for example, or it can last the rest of the month.

Next, carefully consider your options. “Everyone needs their health coverage right now, more than ever,” said Karen Pollitz, senior researcher at the Kaiser Family Foundation.

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