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AUTHOR: Doug C on 3/30/2026

I have found, especially as I get older, that there is a real benefit to simplifying many aspects of my life.  For me the reasons include:

  • Saving time
  • Easing decision making
  • Limiting behavioral mistakes, including thrashing or freezing, due to complexity 
  • Preparing for cognitive decline or physical incapacity
  • Preparing for ease of transferring responsibilities to spouse or children

Do you find that simplification helps you and if so what things have you done to simplify your financial situation and other aspects of your life?

Below I have listed some of the areas in my life I have tried to simplify and specific things that have helped me.

Financial Investments

  • Simplification of financial investments
    • Use of an “all in one” fund. Its attributes include:
      • High diversification
      • Low Cost
      • Automatic Rebalancing
      • Hands off
  • Consolidation of similar accounts (multiple IRAs, Roth, Checking)
  • Minimization of number of companies used (Vanguard, Fidelity, Schwab)

I have it easy as the bulk of our investments are in tax deferred (IRA) and tax free (Roth) accounts.  So it has been easy for me to make simplification changes without tax consequences.  I have decided that an appropriately chosen “all in one” fund is good enough for our financial needs. I specifically use Vanguard LifeStrategy Funds, and have chosen for myself to invest all of our IRA and Roth funds in the LifeStrategy Moderate Growth Fund (VSMGX). 

The bulk of our investments are at Vanguard and we will likely keep them there.  I also have a Fidelity account as my past employer had made use of it for certain financial accounts they set up for me.  I do prefer several aspects of Fidelity’s interactive web site, so I have opened and retain Cash Management, HSA and 529 accounts there.

Automate Payments

I have all bills automatically paid using a credit card, and where not possible use ACH transfers from a cash management account.

Create On-Line Calendar Reminders and Record of Events

I have super charged the use of an electronic calendar and the search capabilities within them. 

  • I create electronic entries for everything  so I don’t have to remember anything and always get timely reminders.
  • When activities need to reoccur, I create automatic recurring reminders.
  • I make sure to make use of the “Notes” section in a calendar entry item to facilitate detailed documentation and ease of search in the future.
  • My spouse and I share calendars with each other so we both know what the other is doing and can easily coordinate plans 
  • Items I create calendar entries for include:
    • All appointments
    • Auto and home maintenance reminders
    • Reminders to review something in advance of an automatic renewal (insurance, ISP contract, cell phone carrier)
    • When something significant happens that I want to remember with its details, I create a calendar entry item for it for easy search in the future.

Use of Cloud Based Password Manager

If you are like me, you have accounts for hundreds of different online resources. Without a password manger it would be impossible for me to remember or manually document all of the associated information for all of these accounts.

With a password manager, I never have to remember my id or password, am able to automatically fill those fields when needed, and can store all kinds of other associated information related to the account.

In addition, certain password managers (like the one I use named BitWarden) allow you to store generated “Passkeys” that can be used on compatible websites, further eliminating the need for password and id input.

Consolidated Tracking Of Financial Resources

I find it useful to have a consolidated view of all of my financial resources.  This includes:

  • Net worth tracking
  • Asset evaluation (allocation, performance)
  • Transactional view (view, search, by category, by time )
  • Retirement planning (scenario projections based on various criteria)

I use a couple of sites that have overlapping capabilities, with each more useful for certain aspects:

  • Empower (Free)
  • Fidelity Full View (Free for people with a Fidelity account)

For more heavy duty retirement planning I use a few different resources including:

  • Boldin (Paid)
  • TPAW Planner (Free)

Setup Privileges, Authority and Access In Advance

For online resources such as financial and medical, as appropriate, I and my spouse have both set up accounts and grant full access to one another’s accounts. Doing this in advance will prevent difficulty and delays in a situation where one loses capabilities.

What things have you done to simplify your financial situation and other aspects of  your life?

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Dan Smith
54 minutes ago

Doug, I love this subject, and have written a related post or two. In my first year in the tax prep business, I had a retired client with about a dozen funky partnership K1s and a duplex that he and his wife lived in. My first thought was, how will his widow deal with all this? 
About one year ago, I consolidated most of our accounts into Fidelity, including IRAs, brokerage, checking, and credit card. I also use BitWarden for passwords, and Full View to keep an eye on investments, credit cards, and net worth. I do keep an IRA and brokerage account with an advisor friend of mine, for the purpose of not having all our eggs in the same basket. 
There is one area where I am a step behind you. I still own a handful of funds that require occasional re-balancing. I don’t personally have a problem with this chore, however, Chris doesn’t share my interest in such things. Also, if I survive Chris, will there come a time when I’m no longer up to the task?
I have my eye on the same Vanguard Life Strategy Funds, as well as some similar I-Shares funds. Capital Group has a managed balanced ETF, CGBL, that I like a lot. I would consider using it, along with one of the passive funds, due to low correlation. It has not been around too long, but is a near clone of the American Balanced Fund (ABALX), established in 1975. That fund has only suffered rolling three year losses in about three or four percent of all such periods since its inception. Unlike ABALX, CBGL has a .33% expense ratio and no front end load. I would argue that the expense ratio is well earned.

David Lancaster
2 hours ago

I have one suggestion, but it is to simplify for your children. We set up a trust. Now with our children nearing or at 40 they are named as successive trustees as of our last passing. Having all of our non retirement assets in the trust allow our children, who have always gotten along well with each other, to decide how to divvy up our assets between them, without having to go through probate. It also allows our assets at death to remain private. We decided to pay this significant expense after seeing all the hoops that my sister, my parents executor, had to jump through going through the probate process in NH.

Last edited 2 hours ago by David Lancaster
Dan Smith
40 minutes ago
Reply to  Doug C

In the meantime, Doug, just make sure you have beneficiaries properly named on everything, including your home. This will also avoid probate.

Jerry Pinkard
2 hours ago

How much time does it take to do all this? It seems like it would take an inordinate amount of time to organize and track everything.

I do auto payments and deposits. I also have a tax Excel spreadsheet that I use to estimate my current year taxes. I use this to do estimated tax payments, Roth conversion planning, QCDs, etc. I use Fidelity for all investments. I had CDs at different CUs, but have consolidated all of that as they matured. I have a limited number of low cost index funds/etfs. I do not obsess over having the perfect fortfolio, just one that is good enough.

I also have a letter of final instructions which is quite detailed with all my business, banking and investment accounts plus everything else my executor will need. I originally did that for my wife, but she passed away last year, so it is now for my kids. I have all my estate documents.

All of this has taken time to setup, but it does not require much time to manage.

Michael1
6 hours ago

Wow. That’s quite a list. I don’t think I can add anything. 

All our bills are paid automatically, and we both have access to each other’s accounts. Converting investments to cash is not automatic yet, but I agree it’s a good thing to do at some point. Have to get on that password manager too. 

Though I profess to simplify, I am still tempted to add little complexities here and there, like the occasional individual stock. Also there are some things I’m not prepared to do. Shifting everything to a target date fund is one of them. I realize it can be a great solution for many, just not for me, at least right now. 

We’re thinking of settling in Ireland for a while, which if we do it is going to add plenty of financial complexity.

greg_j_tomamichel
6 hours ago

Thanks for a great article. We have done 2 key things:

– Moved to a small, simple house that should be easy to maintain and navigate for many years.
– Consolidated all our accounts with the help of a fee-for-service financial planner.

Both of these have been really positive changes.

greg_j_tomamichel
3 hours ago
Reply to  Doug C

Thanks Doug. We’re the opposite – I quite like change, but my dear wife had made it clear she would gladly never move again!

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