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The “Dollars and Sense” Practical List

The “Dollars and Sense” Practical List

August 26, 2026

 (For Therapists and Grief Professionals Helping Recent Widows)

40 practical financial areas you may hear about in your conversations — and some of the questions inside them.

The 40 items below are not a checklist for every widow, and they are not financial questions a grief professional is expected to answer. They are places where financial uncertainty, practical demands, decisions, and grief itself may begin to overlap.

If a lot of these questions arise, know that they are not things the widow needs to address all at once. In fact, that’s the point.

The value is in recognizing the terrain. A grief professional may be able to help someone name what is happening, lower the pressure around it, and know when another trusted professional might be appropriately called in to help.

1. Income uncertainty

What income can I count on now? From where? Do I actually know whether it will be enough?

2. Expense uncertainty

How much have my expenses changed? What can I safely afford now?

Am I spending too much or too little? Do I know — or am I assuming?

3. Bills, automatic payments, and recurring expenses

What still needs to be paid? What is on automatic payment, from which account, and what can be stopped or changed? Is there enough accessible cash to pay them?

4.  Funeral, burial, and memorial expenses

What has already been paid or prepaid? What still needs to be paid, and  by who?

Am I spending what I want to spend — or what I feel I’m supposed to spend?

5. Financial and Personal Support

Who can help with what — financial planner, attorney, accountant, insurance professional, grief professional, family, friends, clergy, household help?

Who belongs on my Queen’s Council right now?

6. Support costs

What help would make life more manageable? What will it cost? Can I afford to get the support I need?

7. Wellness costs

What care or support would help me physically, mentally, or emotionally?

Can caring for myself be seen as a legitimate — even vital — use of money right now?

8. Asset organization

What do I own? Where is it? Which accounts, policies, property, and other assets need to be identified?

9. Asset understanding and meaning

What is this account, investment, or property? How does it work? Why do we have it?

What does it represent to me? Does changing it feel like changing something that belonged to us?

10. Asset value / cost-basis changes

Did the tax basis of any assets change because of the death? What values or records need to be preserved?

11. Asset ownership and transfers

What accounts or assets are now mine, and which need to be transferred or retitled? Does that need to happen now, or are there tax, legal, or other financial reasons to wait?

What will it feel like when something that was ours becomes mine?

12. Estate and probate issues

Is an estate, trust, or probate process involved? Who has authority to act, and what belongs to the estate rather than to me personally?

13. Digital account access

Can I get into the accounts I need? Do I have the passwords, authentication, email access, and authority required?

14. Beneficiary changes and choices

Who is named now? What needs review? Does anything actually need to change yet?

15. Asset, credit, and identity protection

Are our assets and identities protected? Should I check our credit reports, freeze mine, or have my spouse’s credit file flagged?

16. Financial requests from family

What exactly is the ask — a gift, a loan, ongoing support? What if I wait to decide?

What do I want?

17. Risk-tolerance changes

Does the current investment approach still fit my needs and my ability to tolerate risk?

Was this really our risk tolerance — or more my spouse’s?

18. Cell phone access

Can I get into the phone? What passwords, authentication codes, contacts, apps, or financial information may be there?

19. Digital account safety

Are email, banking, investment, payment, and other online accounts secure? Does anyone else need to help protect them?

20. Dealing with financial institutions

Who needs to be contacted? Who has authority to act? What process and documents will the institution require?

21. Financial institution paperwork

What are all these forms? Which ones matter now? Which ones can wait?

22. Frozen or restricted accounts

Why is my access restricted? How and when can I fix it?

Is enough money available elsewhere in the meantime?

23. Retirement accounts

Who is the beneficiary? What choices, tax rules, distribution rules, or deadlines apply?

Does anything actually need to be decided now?

24. Employer and workplace benefits

What pay, insurance, retirement, stock, HSA/FSA, or other benefits may still be available through my spouse’s employer? Who do I contact?

25. Social Security notification and changes

What needs to be reported? What payments stop or change? What survivor benefits may be available?

26. Life insurance and annuity claims

Are there policies or annuities to locate or claim? What choices, forms, or deadlines come with them?

27. Financial solicitations and debt collectors

Who is contacting me, and are they legitimate? Is this debt mine, joint, or an estate obligation? Do I really need to respond or pay anything now?

28. Financial pressure from family and friends

What am I being asked to give, loan, or decide? Would I still be safe financially if I say yes? Do I have to decide now?

What do I really feel and want?

29. Home stability and upkeep

What needs to be paid, repaired, maintained, or managed to keep the home functioning?

Who can handle what?

30. Home decisions

Can I afford to stay? What would staying or moving actually cost? Does anything need to be decided now?

Do I want to stay? What would leaving — or staying — mean to me?

31. Travel plans

What can be cancelled, refunded, changed, or postponed?

What do I want to do with plans we made together?

32. Financial decision-making and decision load

What financial decisions actually need to be made? What information or professional input do I need? Which decisions can wait?

33. Changes in financial roles and responsibilities

Which financial tasks, accounts, decisions, or responsibilities have suddenly become mine? What do I need to learn, access, or get help with?

What is it like to become responsible for things my spouse used to carry?

34. Future-plan expenses

What were we planning or saving for? Which plans still matter?

What if what I want or need now has changed? What can wait?

35. Pension choices

What choices am I being offered? What are the financial consequences? Is there a deadline? Is the decision difficult or impossible to reverse?

36. Tax filing needs and changes

What returns need to be filed? What tax changes or deadlines need attention?

Who should help?

37. Health insurance changes

What coverage changed because of the death? What options are available? Are there enrollment deadlines?

38. Home, auto, and liability insurance changes

What needs to change with home, auto, umbrella, or other property and liability coverage? Is anything at risk of lapsing?

39. Choices around work

What happens financially if I continue working, reduce hours, take leave, change work, retire, or stop?

What do I actually have the capacity for?

40. Choices about large lump sums

How could the money sit safely for now? What do I need to understand before longer-term decisions are made?

Am I being pressured to do something with the money before I am ready?

A Note About NOW

Yes, this is a lot. Any one of these can feel incredibly urgent. Some really may be urgent.

What actually belongs in NOW depends on each person’s unique circumstances, real deadlines, risks and vulnerabilities, and what may be creating the most distress.

The Protective Pause is a process for helping sort that out that we will discuss in the next blog.

What truly needs attention now? What might better be paused, or set aside for soon, or later, or perhaps even never? Who should help? What is the next manageable step?

The point is not to pretend nothing needs doing.

It is to keep everything from seeming urgent at the same time — or from being treated as urgent simply because it is loud.

This material is for context and general education only. Specific financial, legal, tax, insurance, and estate questions depend on the individual situation, documents, jurisdiction, and applicable rules and should be addressed by the appropriate professional.