Why You Might Want A Professional to Manage Your Investments

Block Woman wears a green visor or eyeshade while sitting next to a desk.

Or “Why just putting all your money in the S&P 500 isn’t enough.”

(Okay, probably isn’t enough. I’m not allowed to say much that is definitive about investing.)

Recently I spoke with a woman who asked, “Can you tell me why I want a financial planner to manage our investments? We just put everything in the S&P 500.”

I acknowledged that, yes, an S&P 500 fund can be a great place to put a lot of your money. Good job! I then proceeded to quickly trip and fall down a rabbit hole (it’s really hard to not do this when talking about investing) describing just a single tactic we can use to improve our clients’ investments beyond picking good funds. (It was the concept of asset location, if you’re curious.) She almost immediately responded, “Oh, I didn’t know about that.”

Whiiiiiich prompted me to write this blog post!

Because while I am happy to observe that many people, especially in the tech industry, have drunk deeply of the “low cost, broadly diversified” waters, I have also observed that many of these same people aren’t aware that way more goes into managing investments well. As a result, they simply aren’t aware of the ways in which an investment professional can be valuable.

I believe that most people can benefit from having someone manage their investments. Call me biased. (‘Cause I am.)

In my opinion, there are two reasons to hire someone to manage your investments:

  1. You don’t want to manage your investments…but you want them to be managed. (Enter stage left: Meg)
  2. A dedicated professional—someone who has been educated in, trained in, and experienced in managing investments, strategizing about how investments interact with other parts of your financial life, and managing human behavior—can do a better job than you.

Let’s dig in.

Reason #1: You don’t want to do it yourself.

Let’s assume for a minute that you have all the knowledge, time, and self-awareness you need to manage your investments well (assumption to be revisited later).

Maybe, just maybe, you want to do other things with your time, energy, and brain power.

Maybe managing your investments isn’t fun, while other things really are.

Maybe your life is busy enough with job and family and obligations, and piling Yet One More Important Thing on top of that fills you with anxiety.

Maybe you’re in a couple, and you think it’d just, well, work better if someone else did this stuff for you both, instead of one or the other of you either taking on the task for the whole family.

Wouldn’t it be nice to develop a relationship with a financial planner, a person whom you trust to have the skill and integrity to do well by you, and then know that they will take care of it all for you?

Hell, I’m a financial planner myself, and I’m already looking forward to my newly hired financial planner taking over investing our portfolio. Because that’s just one more piece of my brain I can free up for other things, including just sitting there, staring at the wall…but contentedly staring at the wall, not in some sort of anxious, paralytic panic.

So, yes, maybe you can do a perfectly good job managing your own investments. It is entirely reasonable to simply choose not to.

Reason #2: An investment professional can likely do better than you can.

What I don’t mean by this is that I can pick better stocks or mutual funds or ETFs than you can.

In a meaningful way, that part of investing has been commoditized. Whether you use a roboadvisor (ex., Betterment), invest it yourself at Vanguard or Schwab or Fidelity, work with a different financial planner, or work with me, you’ll likely end up with very similar funds. This simply reflects the broad acceptance that no one can beat the market, reliably, over a long period of time. The best bet is to “own the market” at low cost and then Don’t Touch It.

But my, there is So Much More to investing than just “security selection.” That’s the easy part! Thirty years ago, maybe it wasn’t: before ETFs existed, and most funds were actively managed and expensive. But nowadays, you have easy access to inexpensive, broadly diversified funds of all sorts.

I’ve seen a lot of ways in which we help our clients better manage their investments.

Remember the above assumption that “you have all the knowledge and self-awareness you need to manage your investments well”? Now we’re going to test that. I’m going to describe below many of the ways in which I (and many other financial planners) improve our clients’ investments.

Do any of these strike you as, “Oh, didn’t know about that. Wouldn’t have thought of that. Yep, I’ve been suffering from that for a while, and not doing anything to fix it.”? If so, then that is a good reason to hire a professional to manage your investments.

We make sure you’re invested in the right thing.

This is a big topic. It’s probably the most important category of investment work we do for our clients.

You might not know what you’re invested in. We make sure you do.

If you’ve been investing for a while in a 401(k), IRA, and a taxable investment account (or several), all while not really having a strong grasp on investing principles, you can easily default your way into a pretty interesting portfolio. (Yes, “interesting” as the universal euphemism for “f*cked up.”)

The most common “interesting” thing we see in new clients’ portfolios is that they are absolutely dominated by tech stocks, both individual tech company stock and tech-heavy funds.

Clients have never thought about the fact that they own few to no:

  • Small and medium size companies US companies
  • Companies outside the tech industry
  • Companies outside the US
  • Bonds

Sometimes, all it takes is pointing this out, and the client is all, “ooohhh…that’s probably not ideal, is it?” (And to be fair, sometimes I point it out, and the reaction is, “….and?”)

You might not know *why* you’re invested in what you’re invested in. We make sure you do.

I want to know why you own the investments you do.

Most of the time, the answer is the equivalent of shrugged shoulders. “…’Cause? I dunno.”

There are a lot of reasonable investment portfolios out there, even for the same person. But that doesn’t mean any portfolio can be reasonable for you. You gotta know why you’re investing in order to know whether a portfolio is right for you.

Once we figure out why you’re investing this money (your kid’s college in 17 years? retirement in 10? to buy a home in two?), then we can make a plan for investing that is targeted at those goals.

Maybe your existing investments are already doing that job. In which case, great, we don’t have to change much, if anything.

Maybe they’re not. In which case, not as great, but fixable!

In practice, this means we make a sell/keep/donate decision for each holding you already own. That way, each investment that remains in your portfolio is a deliberate part of your portfolio, not there because of inertia.

Make sure cash actually gets invested.

Having too much cash that should instead be invested is common.

Usually, you have a ton of cash in your bank account (or in your stock plan account, from selling RSUs) that you simply have no plan for and therefore…just sits there. And sometimes you did in fact move the cash into the investment account…but then don’t invest it.

You know what gives you a better chance of growing your money than letting it sit as cash? Investing it. Crazy, I know.

We regularly scan our clients accounts for extra cash that could be invested…and then pull it into their investment accounts and invest it.

We manage risk.

I’m using “risk” to mean the chance you won’t have enough money for your goals when your goals come due.

So, how do we manage risk? First, we start by identifying your goals and, importantly, how long you have until those goals start and how long they last. You want to buy a home in five years? We’re going to invest that money way differently than for your goal to retire in 20 years and live off of your portfolio for the ensuing 40 years.

We then choose a reasonable balance of:

  • stocks (high growth potential but high chance of losing money in any given year)
  • bonds (lower growth potential but also lower such chances)
  • cash (lowest growth potential but guaranteed to not lose dollar value)

in your portfolio. Say, 70% stocks/30% bonds/0% cash if you’re 10 years from a retirement that could last 40 years.

Okay, that’s the initial risk-management step.

The ongoing management usually involves “rebalancing” your portfolio. As your investments grow or fall in value, that 70%/30% can easily become 80%/20% or 60%/40%. Rebalancing means we’d buy and sell things to get it back to 70%/30%.

Rebalancing conveniently reinforces the investing best practice to “Buy Low, Sell High.”

We try to minimize taxes across your lifetime.

Our goal is not to try to minimize your taxes in any given year. It’s to minimize the taxes you pay over your lifetime. And yes, sometimes that can mean opting in to higher taxes this year to have even lower taxes in the future.

Here are some of the tactics we use to minimize your taxes:

  • Asset location: Putting certain investments with certain characteristics in certain types of accounts with complementary tax characteristics. (Learn more about asset allocation and how we implement it.)
  • Tax loss harvesting: When the stock market tanks (March 2020, anyone?) this can be an easy way to get a tax break for that year (and possibly for the next several). That said, we might choose to not tax loss harvest if we don’t think it’ll help lower your taxes over your lifetime, even if it helps now.
  • Tax gain harvesting: Sell at a gain in low-tax-rate years, and then immediately re-buy the investment. Now, admittedly, usually when people have low-tax years, we focus more on Roth conversions, or doing nothing in order to preserve eligibility for free or reduced-premium health insurance. But it’s a possibility we evaluate each year our clients have low-income/low-tax-rate years.
  • Replace tax-inefficient investments with more tax-efficient investments: Usually we find tax inefficiency in certain mutual funds, held in taxable accounts.
  • Identify and help you donate “appreciated securities” (investments that have grown) to charity. If you have investments in taxable accounts that have gained in value, it’ll probably save you taxes to donate those investments instead of cash.

We provide pretty pretty reports.

Reports can help you more easily understand what your portfolio looks like and how it’s performing.

We get the administrative work actually done, not perpetually hanging over your head.

The administrative side of managing your finances…well, I don’t need to tell you, it can really suck sometimes. So. Many. Lumbering. Bureaucracies.

It’s our job to help you get through them, sometimes even to get through them on your behalf.

We help you to:

  1. Open the necessary accounts
  2. Set up ongoing contributions to your accounts from your paychecks or bank accounts
  3. Roll your old 401(k) into your IRA. How many old 401(k)s you got out there, just..sittin’ there?
  4. Roll your IRA into your current 401(k) (to enable a backdoor Roth IRA contribution)
  5. Convert your IRA to a Roth IRA (aka, a Roth conversion)
  6. Make your annual IRA contribution. In the correct amount. To the correct IRA. And only when you’re eligible to do so. Including the ever-popular backdoor Roth IRA contribution.
  7. Change investment selections in your accounts that we don’t manage for you but that we advise on, notably, 401(k)s and HSA.
  8. Change beneficiaries on all your accounts, when necessary.
  9. Move your taxable investment account into your trust (i.e., “fund” your trust).

We help you behave in a productive way vis-a-vis your investments.

Pretty much all industry surveys say that clients don’t hire financial planners for behavioral or emotional coaching.

At the same time, we financial planners are all “It’s a super valuable thing we do for our clients!”

So, I mention it here…hesitantly.

In a nutshell, when an investment (stock, fund, etc.) is going up up up, all of us humans naturally think that it’ll simply continue to go up up up. So, hodl! And maybe even buy more?

The role of the financial planner is to say yes, it certainly is tempting, isn’t it? Whoo! That stock, it’s on a tear! Now, let’s revisit your Investment Policy Statement, which tells us why we’re investing and how we’re investing to achieve that goal. Are these changes you’re proposing consistent with that plan? If not, tell me more about why would you want to vary from that plan? If yes, sure, let’s discuss further.

And we’ll do the same thing the next time your portfolio drops a bunch in value, or your company stock, which you own tons of, goes down in value.

It’s not that we planners are special human beings devoid of emotion. It’s that we (ideally) have been trained to have processes that take us out of our emotional brains and into our rational ones when managing investments.

We do all of this, over and over.

There is great value in doing all of this work once, to set up a good investment portfolio.

There is at least as much value in revisiting this regularly, to ensure than the plan is still the right one, and the investments are still serving the plan.

Financial planners (should) have a process for this. At Flow, we incorporate an investment review in each Annual Renewal Meeting. Nothing should ever get too far off track without us noticing it.

So, girls and boys, that is why you might want to have a professional manage your investments.

Do you want someone to do all this for you…and your investments? Reach out and schedule a free consultation or send us an email.

Sign up for Flow’s twice-monthly blog email to stay on top of our blog posts and videos.

Disclaimer: This article is provided for educational, general information, and illustration purposes only. Nothing contained in the material constitutes tax advice, a recommendation for purchase or sale of any security, or investment advisory services. We encourage you to consult a financial planner, accountant, and/or legal counsel for advice specific to your situation. Reproduction of this material is prohibited without written permission from Flow Financial Planning, LLC, and all rights are reserved. Read the full Disclaimer.

Use Asset Location to Pay Less in Taxes and Get More Money out of Your Investment Portfolio

Block Woman surveys scattered piles of coins placed on a grid of squares

What if you didn’t have to save more than you already are, if you didn’t have to change what you invested in…and you could still get more money out of your investment portfolio? Pretty nice, eh? Well, you can.

May I introduce asset location.

Asset location is an investment strategy that puts certain types of investments into certain types of accounts based on the investment’s tax characteristics and the account’ tax treatment. The goal is to create larger after-tax returns for your investments. “After-tax” is the money you can actually spend. Pre-tax numbers are simpler to understand…but not as useful.

Vanguard estimates that proper asset location can increase after-tax return by 0..05 to 0.3% each year. Sounds…kinda small. But if you compound that over years, and talk about it in dollars and not percentages, it can sound…kinda big.

In this post, I’ll describe a lot of the nitty gritty of asset location, and I’ll end with how we use it here at Flow for our clients’ investment portfolios.

This Is the Icing, Not the Cake.

You do not need asset location to be a successful investor. It is icing on the investment cake. That cake’s ingredients?

  • Broad diversification. Owning not 1 stock or 10 stocks, but 1000 stocks.
  • Low cost
  • An appropriate “asset allocation” for the amount of time until you need the money. That is, the balance of stocks and bonds in your portfolio. Yes, we’re talking asset ALLOcation vs. asset LOcation. Sorry about that! I don’t pick the names!

(You can learn more about our beliefs about what constitutes good investing, in this blog post.)

To boot, the younger you are and the smaller your investment portfolio, how much you save is usually more important than all those things. 

But if you’ve already got the cake, and you’ve got the personal wherewithal to ice the cake, or if you’re working with a financial planner whom you’re paying to ice the cake, then yeah, let’s do this thing.

The Rules of Asset Location

Here are the rules that govern asset location:

Rules based on tax-efficiency:

  • Put your tax-efficient investments in your taxable accounts.
    For example, a total US stock market index fund. “Tax efficient” means your investment doesn’t produce much investment income (interest, dividends, capital gains distributions) during the year.

  • Put your tax-inefficient investments in an IRA or 401(k) (or other tax-protected account).
    For example, a taxable-bond fund.

Rules based on growth potential:

  • Put low-growth investments in a traditional IRA or traditional 401(k) (or other pre-tax account).
    For example, a total US bond-market fund.

  • Put high-growth investments in a Roth IRA, Roth 401(k) or HSAs (or other after-tax or tax-free account).
    For example, an S&P 500 fund.

One more rule that doesn’t fit neatly above: Put international-stock funds in taxable accounts. These funds typically pay foreign taxes, and if you hold them in taxable accounts, you can get a foreign-tax credit for those taxes paid, reducing your US taxes. If you hold them in a tax-protected account, you can’t get that credit.

Put ‘em together and what have you got?

Bippidi boppidi…oh wait, no.

You get a decision matrix like this:

Why Does Tax Efficiency Matter?

If you were retired, it’s possible that having investments producing income throughout the year wouldn’t be a bad thing. You’ll need money to live on, after all! You can use that investment income (interest, dividends, fund distributions) as that income.

But if you’re still working, your job provides all the income you need (god willing). You don’t want to have to pay taxes on income you don’t need. So, we want to minimize taxable income coming from your investments.

Which means we put tax-efficient investments in an account where you do pay taxes, because those investments won’t create much taxable income. And we put tax-inefficient investments in accounts that are tax protected, because regardless of how much income your investments create, you don’t owe taxes on it.

Why Does Growth Potential Matter?

Because we want to minimize the bucket that the government can take taxes out of and maximize the bucket that you own 100% yourself.

Let’s say you retire and have a $1M portfolio. The after-tax size of your portfolio varies depending on how much of your portfolio is in a pre-tax IRA vs. a Roth IRA. The bigger your Roth IRA is relative to your pre-tax IRA (for the exact same total portfolio balance!), the more money you will have to spend.

In this chart, you can see that when the $1M is split evenly between a Roth IRA and a traditional IRA, your after-tax portfolio is worth “only” $840k. (We’re assuming a marginal (i.e., top) tax rate of 32%.)

But let’s say you used asset location over many years, putting your high-growth investments in a Roth IRA and your low-growth investments in a pre-tax IRA. As a result, your Roth IRA is worth $600k, and your traditional IRA $400k. In this scenario, your after-tax portfolio would be worth $872k. Same $1M total portfolio…but a bigger Roth bucket gives you more money to spend.

Follow these rules gently, not obsessively.

These are guidelines. You can get a lot of the benefit of asset location by adhering only loosely to these rules.

You don’t have to put all your stock holdings in a Roth or even taxable account. It’s okay to have some in a pre-tax IRA! Just get a good chunk of your stock holdings (especially if they’re tax inefficient) in your Roth IRA to increase your lifelong tax savings.

Balance Optimization (Icing) with Simplicity

Asset location is easy enough to do, at a high level.

The more narrowly defined your investments, the more exacting you can get in your asset location…but at the cost of portfolio simplicity. So, I’m not sure you should get that exacting.

For example, a high-level implementation of asset location would mean getting most of your stock investments into a Roth IRA and most of your taxable bond investments into a traditional IRA.

In contrast, let’s say you break your portfolio down into individual stocks, commodities, micro cap US stock funds, small cap, mid cap, large cap, both growth and value, equivalent complexity on the international front, private-company stock, cryptocurrencies, etc. You now can pick the best account for each of those 10+ types of investments to go into. That’s harder to set up in the first place and harder to maintain.

I recommend getting most of the value of asset location with the least amount of setup and maintenance required. Asset location is optimization enough unto itself. I don’t believe you need to optimize the optimization.

The Challenges of Asset Location

An asset-location strategy is a multi-year (-decade) commitment. As with pretty much any investment strategy, there are challenges that you should really think about before you commit to it.

Each Account Will Perform Differently.

I used to work at a financial advisory firm that did not use asset location. They invested all of a client’s multiple accounts the same.

If the client’s target asset allocation was 90% stocks/10% bonds, then by gum, their taxable account was 90% stocks/10% bonds, their pre-tax IRA was 90% stock/10% bonds, their Roth IRA was 90% stocks/10% bonds…and all the spouse’s accounts were also 90% stocks/10% bonds.

I asked the lead advisor one day why they didn’t use asset location. He explained (I paraphrase) that a lot of clients couldn’t handle the fact that each account would perform differently than the others, and that their spouse’s accounts would also perform differently than theirs.

Your all-bond pre-tax IRA would grow 3% in a year, and your spouse’s stock-heavy taxable account would grow 16% in one year. Or one loses 3% while the other loses 20%. That doesn’t feel good.

Asset location is a portfolio-level strategy, not an account-level strategy. That means you have to be prepared for each individual account to perform differently. Your focus should be on The Total Portfolio. How did all your accounts perform together?

Big Money Movements In and Out of an Account Can Create a Challenge.

Let me tell you a story about difficulties we ran into when implementing asset location in a client’s portfolio.

We were managing this client’s Financial Independence (aka Retirement) portfolio, which consisted of a taxable account, a traditional IRA, and a Roth IRA. The portfolio’s asset allocation was 85% stocks/15% bonds. As prescribed by the basic asset location rules, all her bonds were in the traditional IRA.

Then we helped her roll that traditional IRA money into her 401(k) so that we could do a backdoor Roth IRA for her. Now, with her IRA emptied out, her asset allocation was…100% stocks. Eeek.

We needed more bonds. How to get them? We had two types of accounts to put them in: her Roth IRA and her taxable account.

I didn’t want to put them in her tax-free Roth IRA, as that’s the account where I want to put our “growthiest” possible investments.

That left her taxable account. But in order to buy more bonds, I’d have to sell some of the existing stocks, creating a taxable gain. She’s mid-career as a director at a big tech company. She’s earning a bunch of money, at a very high tax bracket. I really don’t want to create capital gains taxes if possible.

In her case, thankfully and coincidentally, around the same time, she received a gift from a family member of a bunch of a single stock. Whenever a client has a concentration in stock like that, we create a diversification strategy. In this case, part of that strategy was to use the sales proceeds to buy bonds.

You can perhaps see how, if she didn’t have the luck of that big gift, we likely would have ended up doing something “suboptimal” in either her taxable account or her Roth IRA in order to achieve the more important target of getting bonds back into her portfolio (i.e., getting her asset allocation back on target).

This same thing can happen when you do a big Roth conversion. Before the conversion, you have all sorts of pre-tax money, and you can hold bonds there. After the conversion, you have less pre-tax money and more Roth money. How will you make sure that the portfolio’s asset allocation is still on target?

It Makes Your Investments More Complex.

One benefit to investing all your accounts the same way is that, if you put more money into an account or take money out of an account, it’s easy to figure out how that account should be invested with its new (higher or lower) balance: The exact same as it was before. Was it 90% stocks/10% bonds before? It still is.

If you use asset location, every time you add a lot of money to or take it out of an account, or every time you do your annual “rebalancing” of your portfolio, you have to figure out how to change the asset allocation in each account to ensure that the total portfolio’s asset allocation is still correct (remember, the asset allocation is more important!), while still obeying the basic rules of asset location.

Tax Laws Can Change, Undercutting the Value of Asset Location.

The value of asset location comes from the fact that you have to pay taxes on investment income and withdrawals from pre-tax accounts. The higher the taxes, the bigger the value of asset location.

As tax law changes, asset location could become less valuable. (Of course, it could go the other way, too.) Certainly, if tax rates fall, asset location becomes less valuable. Already, the value of putting real estate investment trusts (REITs) in tax-protected accounts (IRAs, 401(k)s, HSA) isn’t as great as it used to be, because now you can get some tax benefits by holding real estate in a taxable account.

What We Do at Flow

At Flow, in our clients’ portfolios, we follow the good ol’ 80/20 rule: we want to get 80% of the benefits of asset location with 20% of the work (and complexity).

Here’s our focus:

  • Roth IRAs and HSAs get stock funds.
  • Pre-tax IRAs get taxable-bond funds.
  • Taxable accounts get everything else.
    • If we need more bonds in the client’s portfolio, we’ll often use tax-free (aka, muni) bond funds in the taxable account.
    • We use broad market index funds, so all our stock funds are tax efficient, whether they’re here in the taxable account or in the tax-protected Roth.

This strikes me as a good balance of simplicity and tax optimization. Other advisors with good investment philosophies and implementations do it differently. As I’m fond of quoting:

“There is no perfect portfolio. There are many perfectly fine portfolios.”

Do you want your investments managed in a way that balances optimization with your ability to understand what’s going on? Reach out and schedule a free consultation or send us an email.

Sign up for Flow’s twice-monthly blog email to stay on top of our blog posts and videos.

Disclaimer: This article is provided for educational, general information, and illustration purposes only. Nothing contained in the material constitutes tax advice, a recommendation for purchase or sale of any security, or investment advisory services. We encourage you to consult a financial planner, accountant, and/or legal counsel for advice specific to your situation. Reproduction of this material is prohibited without written permission from Flow Financial Planning, LLC, and all rights are reserved. Read the full Disclaimer.

Should You Participate in an Exchange Fund with Your Big Pile of Company Stock?

Block Woman peers over the edge of a clear blender, looking down on an ice cube and the stainless steel blender blade.

Do you have too much of your company stock? Today let’s talk about one specific solution to that “concentration risk”: the exchange fund. (Really, I talk, you listen. Juuuuust the way I like it.) 

Many people seem to think that exchange funds are another one of those “rich, sophisticated people who know how to work the system” tools. So much cool. So much smart. So much brag-worthy. In my opinion, however, in general, you’d be well served by staying away.

I recently went through this analysis with a client, who’d been invited to join an exchange fund and was wondering if she should. (Yes, you have to be invited to participate.) I hereby share the results of that analysis with you, in case you are tempted to join an exchange fund.

Much of what I know about exchange funds comes from my favorite book about equity compensation: Managing Concentrated Stock Wealth. The author, Tim Kochis, is kinda the godfather of equity-comp planning. The first time I ever heard him speak, I remember walking away with this single impression: Almost all the time, the best solution is to sell it, pay the taxes, and move on. So, be aware that that is the attitude I bring with me to all discussions about company stock. Any reason to vary from that approach is gonna have to be Pretty Damn Persuasive.

What is an Exchange Fund?

Let’s just consult Investopedia for its definition:

An exchange fund, also known as a swap fund, is an arrangement between concentrated shareholders of different companies that pools shares and allows an investor to exchange their large holding of a single stock for units in the entire pool’s portfolio. Exchange funds provide investors with an easy way to diversify their holdings while deferring taxes from capital gains.

After you keep your money in the exchange fund for at least seven years, you can “redeem” your shares in the fund (this has no tax impact). Now you own a collection of shares of the individual companies that were represented in the exchange fund. You can choose to sell those shares (or not). At the moment of sale, you will pay long-term capital gains taxes on the gains, i.e., the value of the shares over your original cost basis. That’s what the above definition means by “deferring taxes.”

An example:

  1. Your investment portfolio is $3M. $2M (67%) of that is Airbnb stock. You acquired this stock by exercising ISOs way long ago, and so your cost basis in that stock is only $20k.
  2. You are invited to participate in an exchange fund and to reduce your concentration in Airbnb, you accept.
  3. You move all $2M (for simplicity’s sake) into the fund. This happens with no tax consequences. Now, instead of owning $2M of Airbnb, you have $2M of a mix of Airbnb, Meta, Datadog, Fastly, Amazon, Microsoft, Tesla, Nvidia, etc. (all the other stocks that were invited to join the fund). You have moved from ownership of a single stock to (indirect) ownership of many stocks, without incurring any tax bill.
  4. In seven years, you redeem your shares in the exchange fund and now own stock in all those companies (Airbnb, Meta, etc.). All that stock is worth $3M.
  5. You choose to sell all that stock and now you owe taxes: The taxable gain is $3M- $20k = $2.98M. You pay long-term capital gains tax on that $2.98M.
[Added 10/4/2024 for clarity’s sake:] Please note that you don’t have to sell the company stock after seven years. That’s just the earliest that you can.

Why Would You Consider Using an Exchange Fund?

Because taxes suck.

I mean, I’m not one of those types who think taxation is theft. I very much like my paved roads and national parks and national defense and public schools and feeding the hungry. But I know as well as anyone that paying taxes is painful.

Having a lot of your money in a single stock creates a concentration risk. The opposite of concentration is diversification: having a little bit of your money in a lot of stocks (or, more broadly, in a lot of investments, including bonds and, for some people, real estate and commodities and precious metals, to name a few). You get easy diversification when you invest in something like a Total US Stock Market fund or a target-date fund.

If you sell your company stock in order to reduce your concentration and invest the proceeds in a diversified portfolio, you’re gonna have to pay taxes on the gains in the stock you sell. (Notice I said gains; you don’t have to pay taxes on the total value of the stock, only on the growth it has experienced since you acquired it.)

Exchange funds promise that diversification without the tax hit.

Ooooh, that sounds niiiice.

What’s the catch?

Cons of Exchange Funds

Oh, my friend, the catch is big. And multi-faceted. Let us count the ways this can bite you in the butt.

Your money is locked up for seven years.

I’ve already mentioned the seven-year holding requirement in order to get these tax benefits. You might be able to get your money out earlier (check the terms of the exchange fund), but if you do, you won’t get the tax-deferral benefits. The seven year holding period is actually a legal requirement.

Why is this lockup a potential problem?

Well, there’s the obvious “But what if I need the money?” problem. For my client who inspired this blog post, this wasn’t a problem: she has plenty of money outside this company stock and shouldn’t need the company stock money for many years.

Then there’s the not-so-obvious “If the performance of the fund starts to tank, I can’t do anything about it” problem. You gotta leave your money in, watching helplessly as your investment falls in value. And considering that exchange funds are often created after a huge run up in a particular industry’s stocks, it can easily happen that you put the stock into the fund at or near the top…and then watch the stock prices run down. 

[Added 10/4/2024 for clarity’s sake:] Even if you were invested in typical stock funds, it’s not as if I’d recommend selling out of them as soon as the market starts to go down. There’s a reason why the saying is “Buy Low, Sell High” and not vice-versa. If you’re invested in the stock market, you have to be okay with the “down” part.

If your stock is Qualified Small Business Stock (QSBS), you already have the best tax benefit!

[Added 11/13/2024] If you acquired your company stock while the company was still small/early stage, it’s quite possible that your stock is considered Qualified Small Business Stock (QSBS). Why do you care? Because if it is QSBS, you can sell it, at a gain, and not owe any federal capital gains taxes on some to all of those gains. (It’s possible you can avoid state taxes, too, but that is, naturally, state-specific.)

If you can sell stock at a gain without paying taxes (or by paying far less in taxes), your tax need for an exchange fund might be eliminated. So, if you want to participate in an exchange fund, please first make sure that the shares you’ve contributing to the fund aren’t QSBS.

Some of your money is probably invested in crappy real estate.

Twenty percent of an exchange fund must be invested in “illiquid” investments. Usually, this means real estate. So when you participate in an exchange fund, yes, you own a portion of Airbnb, Meta, Datadog, Fastly, Amazon, Microsoft, Tesla, Nvidia, etc. You also own a portion of a real estate investment that the managers of the exchange fund pick.

Here to comment on said real estate investment, Mr. Kochis:

Excellent real estate opportunities can be packaged and sold on their own merits. Real estate used to meet a tax requirement for the packaging of some other main event is not likely to be the kind of with the very best investment characteristics.

In other words, you’re likely not getting the crème de la crème real estate in the fund. Probably not even the plain old crème. And yet 20% of your investment in the fund now depends on that real estate investment’s performance. Not ideal. [Added 10/4/2024 for clarity:] But, you know, check out what this 20% actually is in the exchange fund you’re looking at. I’m not opining on any specific fund.

They’re expensive.

 Historically it has been white-shoe firms like Goldman Sachs and Eaton Vance who have offered exchange funds. The fees have been hefty. It’s not surprising to find an annual cost of 2% of your share of the fund. Have $1M in the fund? You’re paying $20,000 each year.

That said, Cache, a much newer company, charges a much-lower fee: 0.50% – 0.95%. 

Not-so-diversified diversification

Exchange fund managers try to get stock into the fund (by invitation) in order to recreate/track a diversified market index. That’s the whole point after all: Diversification! (without a tax bill)

Alas, this promise of diversification often doesn’t turn into actual, meaningful diversification.

Again, Kochis writes:

The opportunistic timing of the creation of exchange funds can diminish true diversification even more. These funds are especially likely to be brought to potential investors when a particular market sector has recently enjoyed exceptional growth. [Sound like the tech industry, anyone?] Such growth often leads to many newly wealthy investors looking for ways to manage their new problems—far too much of a single holding in proportion to the rest of their portfolio. They are often found in the same industry or market sector at the same time making for a rather dubious attempt to minimize the downside risks of market exposure for a closely correlated position. This is especially problematic since investors in exchange funds are precluded for 7 years from taking any other action on the stock they contribute.

Traditionally exchange funds have usually tried to track the S&P 500 (which as of earlier this year, was 40% in the tech industry). Cache tries to create a fund that tracks the Nasdaq 100 (when I looked, it was 62% in the tech industry).

So, yes, you diversify away from the risk of your one company. That is valuable! But you’re still wildly exposed to the vagaries of one industry: tech. You own little of US companies in other industries, and probably very little to no international stock, bonds, smaller companies, etc.

Some offerings are very new.

Call me a luddite (I prefer “realistic based on experience”), but at this point I instinctively distrust fintech offerings that haven’t been around for probably at least a decade. I have been burned by a sexy new fintech startup—and have seen many people be burned by others—as the companies “pivot” to find a business model that is actually sustainable. That pivot often completely undermines the value to the early adopters. I daren’t name names for fear of crossing some unknown-to-me legal line, but if you harken back over the last five years, I’m sure you can think of a fintech tool that ended up really damaging some people’s finances and lives.

As much as I instinctively turn up my nose at Goldman Sachs, at least they’ve been offering exchange funds for years and years. I don’t have personal (direct or indirect through my clients) experience working with Cache, but it was founded in early 2022, and frankly that alone is enough for me to be wary of them.

[2025-0613 Update: Since writing this article, Cache has changed/expanded how it works, so some of the information in this article is outdated. They have also added my frequently quoted Mr. Kochis as an “Investor and Strategic Advisor.” You should consult their website for the up-to-date details.]

Exchange funds are hugely complicated tools and tech has a history of flouting either the letter of the law or the spirit of best practices (tidily summarized in the euphemistic phrase “disrupting the industry”). Occasionally, yes, the tech folk get punished for it. Much more often, however, the end consumer is the one who suffers.

Your taxes aren’t eliminated, just delayed.

This isn’t a con per se, but it can still hurt you if you think (incorrectly) that exchange funds allow you to avoid taxes. And I fear many people do.

Even if you use an exchange fund and get some level of diversification, when you sell (after at least seven years), you still owe taxes on the gains in the fund. There is value to tax-deferral, for sure! That’s why so many of you likely contribute to your 401(k) pre-tax. But the tax bill is still gonna be there, and, if the exchange fund hasn’t lost a lot of money, the bill is still gonna be big.

When Are Exchange Funds Most Likely to Be Useful for You?

After reading this far, you might wonder, as did my client, “Who, then, would actually benefit from using an exchange fund?”

As best I can tell, you’re most likely to benefit if you’re in the following situation:

  • You’re currently in a high-tax situation (because of your income and/or state), and it’s possible you’ll be in a much-lower tax situation in seven years (because it’s at that point that the taxes will be calculated).
  • Your stock has very low cost basis. That means your gain is large, and the tax bill upon sale will be large. By contrast, if your company stock is all from vested RSUs, it’s probable that your cost basis is actually pretty high (because you paid taxes on the RSU shares when they vested, setting the cost basis equal to the value of the stock on the day of vest), meaning the gain is small. In that case, just selling the stock would actually not create that big a tax bill.
  • You have lots of broadly diversified investments outside the concentrated stock so that the inability to access the money for seven years isn’t a big deal, and the continued lack of broad diversification in the fund isn’t that big a risk to your total portfolio. This is more “you can afford for the exchange fund to go poorly” and less “the exchange fund will actually help you.”

the snark

As I’ve already mentioned, you have to be invited to join an exchange fund. That makes sense, because the managers are trying to construct a fund that tracks a certain market index (ex., the S&P 500). They can’t just take all comers.

You also need to be an Accredited Investor or maybe even a Qualified Purchaser in order to participate. That means that you have to have a certain (high) minimum household income or household net worth.

As you might imagine, this creates a sense of exclusivity, of elitism that can be very tempting.

Kochis writes:

On rare occasions you may have a client who prefers the exclusivity of an exchange fund, despite all its limitations, or one who finds the seven-year lock-up helpful for reasons unrelated to investment optimization [ex., they want an excuse to not give money to family].

Heh. Well, the world takes all kinds. And there probably are some cases where these considerations are important enough. Though, if they are, I’d suggest you might benefit more from some personal or family therapy.

One of the basic rules of investing is: Don’t invest in anything you don’t understand.

As you now perhaps understand, exchange funds can be wildly difficult to understand (well). So, either avoid exchange funds, acquire the knowledge yourself to analyze the opportunity (but lord, why would you spend your one wild and precious life doing that??), or work with a financial professional who already has the knowledge (not only of exchange funds, but also the knowledge of you and your goals).

If you want help thinking through all the complicated “but maybe they’re good?” financial opportunities in your life, from someone who knows you and cares about you, reach out and schedule a free consultation or send us an email.

Sign up for Flow’s twice-monthly blog email to stay on top of our blog posts and videos.

Disclaimer: This article is provided for educational, general information, and illustration purposes only. Nothing contained in the material constitutes tax advice, a recommendation for purchase or sale of any security, or investment advisory services. We encourage you to consult a financial planner, accountant, and/or legal counsel for advice specific to your situation. Reproduction of this material is prohibited without written permission from Flow Financial Planning, LLC, and all rights are reserved. Read the full Disclaimer.