When you change jobs, put three dates beside each other: your current coverage end date, the new plan’s start date and any deadline for continuing or converting existing benefits. Get them in writing.
The offer letter may leave questions unanswered. The benefits booklet, insurer and plan administrator can help establish what protection is actually in place.
Ask for the details behind “we have benefits”
Start with a copy of your current coverage summary. List life insurance, disability benefits and any critical illness coverage separately. Record the amounts and the people covered.
For the new role, ask about eligibility and waiting periods. A temporary contract, probationary period, reduced schedule or later change in employment can affect participation. Confirm your own situation with the plan administrator.
Check continuation options promptly
Some workplace life insurance arrangements offer ways to continue or convert coverage when employment ends. The eligibility rules, application deadlines and premiums are specific to the plan and insurer.
Ask what action is required, who must receive the paperwork and when. Keep a record of the answer. A personal application is another possible route, but it can involve underwriting and an uncertain completion date.
A source linked below describes one insurer’s continuation options. It is an example of the questions to investigate, rather than a promise that the same terms apply to your plan.
Keep the different benefits distinct
A life insurance death benefit, disability income and critical illness benefit serve different purposes. Having one does not establish eligibility for another.
For disability coverage, find the definition of disability, waiting period, benefit period and monthly limit. A diagnosis alone does not establish that every policy’s claim conditions are met. Ask how other benefits affect the payment.
These details matter when deciding what your family would use for regular expenses during a work interruption. Bring the actual booklet to the discussion so the review can address the contract.
Review the household impact
A move to contract work or self-employment can change both earnings and benefits. Set out the next few months’ essential expenses, the cash available to cover them and the protection that is confirmed.
Include the cost of maintaining individual coverage in the new budget. If a gap appears, identify the options and their timing before deciding how to proceed.
Five questions to send your plan administrator
- On what date does each current benefit end?
- What continuation or conversion options apply to me?
- What are the deadlines, limits and required forms?
- When does each new benefit become effective?
- What happens to coverage during a leave or change in hours?
If your family has changed since the last policy purchase, use the transition to revisit what the coverage is meant to support as well.
Make the coverage dates part of the job transition.
Bring the benefits summaries you have. We can identify what is confirmed and which questions still need an answer.
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Sources and context
- Sun Life: Continuity of life insurance after leaving your employer
- Financial Consumer Agency of Canada: Disability insurance
General education from uAdvisor. Sources checked October 17, 2026. Coverage and claims depend on the policy and insurer. Personal insurance decisions require a review of your circumstances; legal and tax questions should be taken to the appropriate professional. An insurer source explains that provider’s approach and does not imply a uAdvisor affiliation or endorsement.