The Cannon Journal · Investment Philosophy

Should I manage my own investments?

It is the question every capable person eventually asks, and almost nobody in this industry will answer it straight. So here is ours, including the part where the answer is yes.

August 21, 20267 min readCannon Capital Management
Snow-capped Wasatch range under a moody sky

If you are a physician, an attorney or a founder, you got where you are by learning hard things and being right about them. So when you look at a portfolio of publicly available funds with an advisory fee attached, the arithmetic looks obvious. You could buy those funds yourself. Why would you pay someone a percentage every year to do it for you?

It is a good question. The reason it rarely gets a good answer is that answering it honestly requires conceding something first.

Sometimes the answer is yes, and we will say so

If the following four things are true of you, you probably do not need to hire anyone, and a low-cost portfolio you run yourself is a perfectly defensible choice:

  • Your situation is genuinely simple. One or two income sources, no business, no concentrated stock position, no equity compensation, and no estate you are trying to route around a tax problem.
  • Your plan is written down. Not held in your head — an actual target allocation, actual rules for what you do when it drifts, and a date you review it.
  • You keep the schedule. Every quarter. In a year you are busy. In a month the market is ugly.
  • You have never acted on a headline. Not moved to cash in a drawdown. Not added to something after it ran. Not delayed a rebalance because it felt like the wrong week.

If that describes you, keep going. Our industry's discomfort with saying that out loud is one of the reasons people distrust it.

The fee is hard to justify against a portfolio. It was never supposed to be compared to one.

The comparison most people are actually making is the wrong one

The instinct is to compare an advisor's portfolio to the portfolio you would build yourself. Fair enough — and if that is the entire service, the objection stands. Plenty of what is sold as advice is a set of publicly available funds and an annual invoice.

But the portfolio is the visible part of this work and the smallest part of the difference. Three other things move more money, and none of them appear on a statement.

1. Tax

Which account a decision happens in, in which year, at which bracket. A well-built portfolio held in the wrong location, or realised in the wrong tax year, can quietly cost more than any fund choice ever earned. This is the single largest gap we see in otherwise excellent self-managed portfolios — and it compounds, silently, for decades.

2. Sequence and income

Turning a balance into a paycheck is a different discipline from growing one. Which accounts you draw from and in what order changes the lifetime tax bill materially. So does what happens if the first years of drawing down go badly.

3. The plan lives in one head

This is the expensive one nobody plans for. A self-managed portfolio is usually understood by exactly one person in the household. If that person is unavailable — for a season or permanently — someone else has to make decisions inside a system they did not build and cannot see the logic of.

And then there is the part that is not about intelligence at all

Every self-manager we have met can describe the discipline perfectly. Buy the thing that fell. Do not chase the thing that ran. Rebalance on the date, not on the feeling.

The gap is not knowledge. It is that the person who can explain the rule is the same person who has to follow it, in a month where the balance is down and the news agrees with the fear — or in a month where something has gone up a great deal and adding to it feels less like greed than like evidence.

That is not a criticism of anyone. It is a description of how people behave with their own money, us included. It is precisely why a written policy, a scheduled review and an outside opinion exist: not because the professional is smarter, but because their judgment is not attached to your balance.

Four questions that settle it

Answer these honestly. If the answers are good, you have your answer and you should keep your money.

  • What is your target allocation, and when did you last write it down? If the answer is a list of what you own rather than what you intend to own, the portfolio is a result rather than a decision.
  • What did you do in the last real drawdown? Not what you would do. What you did. This is the only question on the list with evidence behind it.
  • Which account should your next large decision happen in, and what does it cost if it happens in the wrong one? If that takes more than a moment, the answer is the fee — paid every year, invisibly.
  • If you were not here, could the person who inherits this run it?

Where we come out

The case for hiring someone does not get stronger as your portfolio gets bigger. It gets stronger as your life gets more complicated — a practice, a business, equity compensation, a liquidity event, a blended family, a tax picture with more than one moving part. At that point the question stops being "can I pick funds" and becomes "is anyone making sure these decisions do not contradict each other."

If you want that tested against your actual numbers rather than argued in the abstract, that is what the complimentary strategy session is for. You get the analysis either way, including if the honest read is that you are already doing fine.

Educational only — not investment, tax or legal advice, and not a recommendation to buy, sell or hold anything. Nothing here is a claim about investment results. Investing involves risk, including the possible loss of principal. Whether professional management suits you depends entirely on your own circumstances.