Educational PurposeThis checklist helps employees review and compare workplace benefits beyond salary alone.
Use it when:
- Starting a new job.
- Reviewing annual enrollment options.
- Comparing job offers.
- Preparing for a promotion or transfer.
- Experiencing a major family change.
- Planning to leave an employer.
- Evaluating the full value of compensation.
Benefits vary by employer and plan. Always review official plan documents before making decisions.
Part 1: Employment Information
Employment status
- Full-time
- Part-time
- Temporary
- Seasonal
- Contract
- Other
Part 2: Health Insurance
Coverage offered
- Employee only
- Employee and spouse
- Employee and child or children
- Family coverage
- No employer health plan offered
Plan type
- HMO
- PPO
- EPO
- High-deductible health plan
- Other
Review before enrolling
- Preferred primary-care provider is in network
- Preferred specialists are in network
- Preferred hospital is in network
- Current prescriptions are covered
- Mental-health services are covered
- Urgent-care benefits are understood
- Emergency-care rules are understood
- Out-of-network coverage is understood
- Referral requirements are understood
- Prior-authorization rules are understood
- Maternity and newborn benefits are reviewed
- Rehabilitation or therapy benefits are reviewed
- Durable medical equipment benefits are reviewed
Part 3: Prescription Benefits
Copayments or coinsurance
| Prescription category | My cost |
|---|---|
| __________ | __________ |
| __________ | __________ |
| __________ | __________ |
| __________ | __________ |
- Current medications are on the formulary
- Mail-order options are available
- Preferred pharmacies are identified
- Specialty-pharmacy requirements are understood
- Prior-authorization requirements are understood
- Quantity limits are understood
Part 4: Dental Insurance
Coverage reviewed
- Preventive examinations
- Cleanings
- X-rays
- Fillings
- Crowns
- Root canals
- Oral surgery
- Dentures
- Orthodontic treatment
- Pediatric dental care
- Adult orthodontic coverage
- Waiting periods
- Network restrictions
Preferred dentist in network
- Yes
- No
- Unsure
Part 5: Vision Insurance
Coverage reviewed
- Routine eye examination
- Frames
- Lenses
- Contact lenses
- Lens upgrades
- Frequency limits
- Network providers
- Discounts on additional purchases
Part 6: Health Savings and Spending Accounts
Health Savings Account
- Eligible for a Health Savings Account
- Not eligible
- Unsure
- Contribution limit reviewed
- Account is portable if employment ends
- Investment options are available
- Eligible expenses are understood
- Beneficiary is named
- Receipts will be retained
Flexible Spending Account
- Healthcare Flexible Spending Account available
- Dependent-care Flexible Spending Account available
- Limited-purpose Flexible Spending Account available
- Use-it-or-lose-it rules reviewed
- Carryover rules reviewed
- Grace period reviewed
- Eligible expenses reviewed
- Claim-submission deadline recorded
Part 7: Retirement Benefits
Retirement plan offered
- 401(k)
- 403(b)
- 457 plan
- Pension
- Profit-sharing plan
- Employee stock ownership plan
- Other
- No employer retirement plan
Review the match
- Match formula is understood
- Contribution required to receive full match is understood
- Contribution election has been completed
- Automatic escalation is available
- Roth contribution option is available
- Pretax contribution option is available
Vesting — my own contributions are:
- Immediately vested
- Unsure
Employer contributions vest:
- Immediately
- Gradually
- After a stated period
- Unsure
Investment and account review
- Beneficiary is current
- Investment choices have been reviewed
- Fees have been reviewed
- Target-date fund option reviewed
- Loan rules reviewed
- Hardship-withdrawal rules reviewed
- Rollover options understood
- Previous employer accounts have been located
Part 8: Life Insurance
Employer-paid life insurance
- Offered
- Not offered
- Unsure
Coverage formula
- Flat amount
- Multiple of salary
- Other
Optional employee-paid coverage
- Additional employee coverage available
- Spouse coverage available
- Child coverage available
- Beneficiary is current
- Secondary beneficiary is named
- Coverage amount is adequate for family needs
- Portability or conversion options reviewed
- Coverage end date after employment reviewed
- Evidence-of-insurability requirements reviewed
Part 9: Disability Insurance
Short-Term Disability
- Employer-paid
- Employee-paid
- Not offered
- Unsure
Long-Term Disability
- Employer-paid
- Employee-paid
- Not offered
- Unsure
Important questions
- Definition of disability reviewed
- Partial-disability benefits reviewed
- Base salary versus total compensation reviewed
- Bonuses and commissions included or excluded
- Tax treatment of benefits reviewed
- Preexisting-condition limitations reviewed
- Portability after employment reviewed
Part 10: Paid Time Off and Leave
Policy review
- Accrual method understood
- Maximum carryover understood
- Use-it-or-lose-it rules understood
- Approval requirements understood
- Unused-leave payout policy reviewed
- Waiting period for new employees reviewed
Additional leave
- Paid parental leave
- Unpaid parental leave
- Family-care leave
- Bereavement leave
- Military leave
- Jury-duty leave
- Medical leave
- Caregiver leave
- Sabbatical
- Other
Part 11: Family and Caregiving Benefits
- Childcare assistance
- Backup childcare
- Dependent-care account
- Adoption assistance
- Fertility benefits
- Paid parental leave
- Elder-care resources
- Caregiver support
- Employee-assistance program
- Family counseling
- Legal-assistance program
- College-planning support
- Other
Part 12: Workplace Flexibility
- Remote work
- Hybrid work
- Flexible start and end times
- Compressed workweek
- Part-time scheduling
- Job sharing
- Shift selection
- Predictable scheduling
- Reduced schedule during certain periods
- Work-from-another-location policy
- Other
Questions to clarify
Is flexibility permanent or temporary?
- Permanent
- Temporary
- Unsure
Is manager approval required?
- Yes
- No
Can the arrangement be changed later?
- Yes
- No
- Unsure
Are specific in-office days required?
- Yes
- No
Part 13: Education and Career Development
- Tuition reimbursement
- Tuition assistance
- Student-loan assistance
- Certification reimbursement
- License-renewal reimbursement
- Continuing-education support
- Professional membership reimbursement
- Conference attendance
- Leadership-development program
- Mentorship
- Coaching
- Internal training
- Career-path planning
- Other
- Grade requirements reviewed
- Eligible programs reviewed
- Repayment requirements reviewed
- Employment commitment reviewed
- Approval process understood
- Tax treatment reviewed where applicable
Part 14: Compensation Beyond Salary
- Annual bonus
- Performance bonus
- Commission
- Profit sharing
- Stock options
- Restricted stock
- Employee stock-purchase plan
- Signing bonus
- Retention bonus
- Referral bonus
- Shift differential
- Overtime
- On-call pay
- Travel reimbursement
- Vehicle allowance
- Mobile-phone allowance
- Home-office allowance
- Other
Compensation details
| Benefit | Amount or formula | Payment date | Conditions |
|---|---|---|---|
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
Part 15: Additional Workplace Benefits
- Employee-assistance program
- Wellness program
- Gym membership or discount
- Mental-health support
- Financial counseling
- Legal services
- Identity-theft protection
- Pet insurance
- Critical-illness coverage
- Accident insurance
- Hospital-indemnity coverage
- Long-term care coverage
- Commuter benefits
- Parking assistance
- Public-transit assistance
- Meal benefits
- Employee discounts
- Relocation assistance
- Other
Part 16: Benefit Costs
| Benefit | Employee monthly cost | Employer contribution | Keep, change, or decline |
|---|---|---|---|
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
Part 17: Benefits Comparison Between Job Offers
| Benefit | Current job | Offer A | Offer B |
|---|---|---|---|
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
| __________ | __________ | __________ | __________ |
Part 18: Major Life-Change Review
Review benefits after:
- Marriage
- Divorce
- Birth or adoption
- Death of a beneficiary
- Child becomes ineligible for coverage
- New medical diagnosis
- Spouse changes employment
- Move to another state
- Promotion
- Reduction in hours
- Leave of absence
- Retirement planning
- Other
Part 19: Leaving the Employer
Before resigning, retiring, or changing jobs, confirm:
- Final day of health coverage
- Health-coverage continuation options
- Retirement-account options
- Vesting status
- Outstanding retirement-plan loan
- Final paycheck date
- Bonus or commission eligibility
- Unused-leave payment
- Life-insurance conversion or portability
- Disability-insurance end date
- Health savings account remains mine
- Flexible-spending account deadlines
- Tuition or signing-bonus repayment requirements
- Stock-option deadlines
- Employee-assistance access end date
- Required return of company property
Part 20: My Benefits Action List
Action 1
Action 2
Action 3
- I reviewed the complete benefits package.
- I compared total compensation — not salary alone.
- I understand my monthly payroll deductions.
- I reviewed deductibles and out-of-pocket exposure.
- I understand the retirement match.
- I reviewed life and disability protection.
- I updated beneficiaries.
- I reviewed paid leave.
- I considered family and caregiving needs.
- I reviewed education and career benefits.
- I recorded important enrollment deadlines.
- I know who to contact with questions.
- I saved copies of official plan documents.
© 2026 TrueWealth Leadership Development Agency. All Rights Reserved.
Educational Disclaimer: This material is provided for educational purposes only and should not be interpreted as financial, insurance, legal, tax, or investment advice. Individual circumstances vary. Consult qualified professionals before making financial or insurance decisions.
