Cash your dividends…or compound them?

reinvesting dividends
Reinvest in your loved ones…and your dividends

When doctors first start investing, especially after the leap from trainee to attending, there are a lot of moving parts. Student loans, a dramatically higher income, new financial goals, and often a strong desire to “do it right” from the beginning. One of the most commonly discussed decisions in investing is what to do with dividends. Should we be automatically reinvesting dividends? Should you take them as cash? Does it even matter?

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If you listen to many of the currently popular finance influencers, taking your dividends as cash is the way to go. They look at it like passive income that you build to replace your working income.

However, the answer, as with most things in personal finance, is that it depends. Let’s walk through what dividend reinvestment is, the pros and cons, and when it may or may not make sense for physicians.

What Does It Mean to Reinvest Dividends?

When you invest in dividend-paying stocks, index funds, or ETFs, the companies inside those funds periodically distribute a portion of their profits (when they have them) to shareholders. These payments are called dividends.

When you receive a dividend, you generally have two options:

  1. Take the dividend as cash into your account, or
  2. Reinvest the dividend to buy more shares of the same investment

Most brokerage accounts allow you to enroll in a dividend reinvestment plan, often abbreviated as DRIP. When you do this, dividends are automatically used to purchase additional shares, often including fractional shares.

This may seem like a small detail, but over decades of investing, it can make a massive difference.

The Power of Compounding for Physicians

As physicians, we have a unique financial trajectory. For years we delay gratification. We earn little to nothing during medical school and residency. Then almost overnight, our income increases dramatically.

That dramatic income jump gives us a critical window. The habits we establish with our first attending paycheck can shape our entire financial future.

Dividend reinvestment is one of those habits.

When you reinvest dividends, you are harnessing the power of compounding. Your original investment generates dividends. Those dividends buy more shares. Those new shares generate their own dividends. Over time, this snowball effect can significantly increase your total return.

Pros of Reinvesting Dividends

For a young or mid-career physician in the accumulation phase, meaning you are still building wealth rather than spending it, reinvesting dividends is often the default and most efficient strategy. It keeps your money working for you without requiring extra effort or emotional decision-making.

1. Maximizes Compounding

This is the biggest advantage. Reinvesting dividends allows you to benefit from compounding without having to manually reinvest the cash. Over a 20 to 30 year career, that can translate into hundreds of thousands or even millions of additional dollars.

2. Encourages Discipline

Automatic reinvestment removes temptation. If dividends land in your account as cash, you may feel tempted to spend them in a less than intentional manner, especially as your income rises and lifestyle creep starts knocking at the door.

When dividends are automatically reinvested, you never “see” the cash. It becomes just another part of your long term investment plan.

3. Simplifies Your System

We are busy doing doctor stuff. We don't have time to micromanage our portfolios every week. Setting up automatic dividend reinvestment simplifies your financial life. You set it once and let it run.

Simplicity is powerful. The fewer decisions you have to make, the less likely you are to make an emotional one.

4. Keeps Your Asset Allocation Closer to Target

This is a big one.

If you are investing in a diversified set of funds and reinvesting dividends within each fund, your portfolio tends to stay closer to your intended asset allocation. While not perfect, it can reduce the need for frequent rebalancing.

Cons of Reinvesting Dividends

IN PARTNERSHIP WITH…
InCrowd Micro Income

  I’ve found I can use my medical expertise to earn money in less than 10 minutes.

  During downtime, I knock out quick surveys and get paid for it.

  The money shows up right away in PayPal or gift cards.

  It’s by far the easiest side income I’ve come across and one I actually use.

* Sponsored Content

While reinvesting dividends is often a strong strategy, there are some downsides to weigh…

1. Tax Considerations in Taxable Accounts

In a taxable brokerage account, dividends are generally taxable in the year they are received, even if you reinvest them. You see this is your year end 1099-DIV. That means you may owe taxes on money you never actually “see.”

For high income physicians in top tax brackets, this can create a meaningful annual tax bill. In these cases, focusing on tax-efficient funds and understanding qualified versus non-qualified dividends becomes important.

2. Reduced Flexibility

If dividends are automatically reinvested, you lose some flexibility. Sometimes it can be advantageous to direct dividends to underweighted parts of your portfolio instead of automatically buying more of the same fund.

For example, if your stock allocation has grown significantly relative to bonds, you might prefer to use dividends to purchase bonds rather than more stocks.

However, this assumes that you treat your dividend money in a rational way, not spending it. So this is really just manual instead of automatic reinvesting of your dividends.

3. Not Ideal in the Distribution Phase

Once you reach financial independence and begin living off your investments, reinvesting dividends may not make sense. At that point, dividends can serve as part of your income stream.

For a retired physician or someone practicing part time and drawing from their portfolio, taking dividends as cash can reduce the need to sell shares.

When Reinvesting Dividends Makes Sense for Doctors

Let's now take a look at considerations specific to doctors when determining the optimal dividend strategy. In most cases, dividend reinvestment makes sense for physicians who are:

Early or Mid-Career

If you are still working toward financial independence and not relying on your investments for income, reinvesting dividends helps maximize growth.

Most of the influencer dividend crowd will encourage people to take the dividends as cash to build a passive income stream. The reality for doctors however is that it would take enormous investments in dividends producing stocks or ETFs to generate anywhere close to your clinical income. There are much more efficient ways for doctors to do this, through real estate investing for example.

Paying Down High Interest Debt

This may sound counterintuitive, but if you are aggressively paying off high interest debt and also investing, reinvesting dividends ensures that any invested dollars continue compounding rather than sitting idle.

Committed to a Long Term Plan

If you have a written financial plan like mine and a defined asset allocation, automatic reinvestment supports that long term vision. It reinforces discipline and reduces the risk of lifestyle creep.

Remember, as physicians, our biggest financial risk often is not under-earning. It's overspending. Reinvesting dividends is a subtle but powerful way to spend intentionally by choosing future wealth over present consumption.

When Reinvesting Dividends Might Not Make Sense

IN PARTNERSHIP WITH…
InCrowd Micro Income

  I’ve found I can use my medical expertise to earn money in less than 10 minutes.

  During downtime, I knock out quick surveys and get paid for it.

  The money shows up right away in PayPal or gift cards.

  It’s by far the easiest side income I’ve come across and one I actually use.

* Sponsored Content

But remember, nothing is completely black and white. You need to consider your own unique circumstances. And there are also times when turning off dividend reinvestment can be reasonable for doctors.

Approaching or Entering Retirement

If you are within a few years of retirement, you may want to build a cash buffer. Allowing dividends to accumulate in cash can help fund upcoming expenses without selling investments in a down market.

Using Dividends to Rebalance

If your asset allocation has drifted significantly, directing dividends strategically rather than automatically reinvesting them can be a simple rebalancing tool.

High Tax Sensitivity in Taxable Accounts

Some physicians in very high tax brackets may choose investments that minimize dividends in taxable accounts. In these cases, dividend reinvestment may be less relevant because the focus shifts toward tax efficiency and total return. This is what I do in my portfolio.

Intentionality Over Automation

If there is one overarching principle in personal finance for doctors, it is intentionality.

Just as lifestyle creep can quietly erode wealth when income increases, small investment decisions can quietly build or diminish long term wealth.

The goal is not to automatically reinvest dividends because someone on the internet said so. The goal is to understand why you are doing it.

Are you in accumulation mode? Do you want maximum compounding? Are you disciplined enough to manually reinvest dividends if they come as cash? Do you need current income?

Answering those questions honestly will guide your decision.

The First Attending Paycheck Effect

I often say that I can predict with surprising accuracy how someone will do financially based on what they do with their first attending paycheck. Or their first attending paycheck after they start learning about personal finance for doctors (because some of us get a later start and that is ok!).

The same principle applies to how you handle your early investments. If your instinct is to capture dividends and spend them, that may reflect a broader mindset that prioritizes short term gratification.

If your instinct is to reinvest and let your money compound quietly in the background, that reflects a long term, wealth building mindset.

Neither choice is inherently moral or immoral. But one is far more likely to lead to financial freedom.

Final Thoughts

Reinvesting dividends is not flashy. It will not make headlines. It is not the next hot stock tip.

But over a 30 year medical career, it can be one of the simplest and most powerful tools in your investing arsenal.

For most physicians in their accumulation years, automatically reinvesting dividends inside retirement accounts and even taxable accounts often makes sense. It maximizes compounding, reinforces discipline, and supports long term wealth building.

As you approach financial independence or begin drawing from your portfolio, that strategy may shift.

The key is to decide intentionally.

Just as with managing lifestyle creep, the best financial decisions are rarely about deprivation or indulgence. They are about alignment. Alignment between your spending, your investing, and the life you actually want to build.

Reinvesting dividends is one small but meaningful way to make sure your money is working as hard as you are.

Here are some other resources to help you make sure your money works for you and not against you in the stock market:

What do you think? Do you reinvest your dividends? All or just some of them? Why or why not? How does it align with your financial goals and stage of life? Let me know in the comments below!

IN PARTNERSHIP WITH…
InCrowd Micro Income

  I’ve found I can use my medical expertise to earn money in less than 10 minutes.

  During downtime, I knock out quick surveys and get paid for it.

  The money shows up right away in PayPal or gift cards.

  It’s by far the easiest side income I’ve come across and one I actually use.

* Sponsored Content

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The Prudent Plastic Surgeon

Jordan Frey MD, a plastic surgeon in Buffalo, NY, is one of the fastest-growing physician finance bloggers in the world. See how he went from financially clueless to increasing his net worth by $1M in 1 year  and how you can do the same! Feel free to send Jordan a message at [email protected].

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