Nicholas Ayala
· 4 min read

Pay Yourself First, Then Look Towards Other Investments

My personal motto: Set it and forget it. Here's how I prioritize retirement accounts before other investments.

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Pay Yourself First, Then Look Towards Other Investments

Doesn’t take much online to come across a video on social media telling you how to hack your retirement accounts… finding loopholes to use the money today.

Especially to buy their fancy course or “investment.”

That is the WRONG frame of thought when looking at retirement.

My personal motto: Set it and forget it.

The value of any long-term investment strategy is that very thing — it is a long-term investment.


Don’t Touch Your Retirement Accounts

Regardless of the retirement vehicle, pulling any amount from those accounts prematurely may have some tax implications or even penalties.

Could you pull some of your 401(k) for a house purchase without penalties?

Yeah, there are ways.

Would I?

Nope.

Let’s take a deep dive into a health savings account (HSA) for example.

A health savings account is a tax-advantaged medical savings account that is intended to be used for qualifying medical expenses.

If you are using the money for qualifying medical expenses, you are good. No penalty.

Now, what if you want to pull the money out and use it for something else?

There will be a penalty if you wanted to use the money to pay off other bills or purchase a house or car.

You’ll have to pay income tax on the amount plus a 20% penalty.


Treat It Like a Non-Returnable Purchase

Any money that I put into my investments… I look at it as if it was a non-returnable purchase.

I want to avoid seeing that balance prior to retiring and ever thinking to myself, “I can use that.”

Heck, the goal is that even in my retirement that I won’t need to use it.


How I Prioritize My Investments

If I can only invest in something either at a specific limit per year, I will try to prioritize those accounts before looking towards other things like real estate.

For 2023, that would be:

  • Max limit of $6,500 for my Roth IRA
  • Max limit of $3,850 for my HSA

But what about the $22,500 limit for a 401(k)?

Since that account doesn’t necessarily allow my investment gains to grow tax-free, I start by contributing up to what my employer would match.*

A $1 match for every dollar invested is a 100% return!

You can’t get better than that!


My Order of Operations

  1. 401(k) — Up to employer match (free money!)
  2. HSA — Max it out (triple tax advantage)
  3. Roth IRA — Max it out (tax-free growth)
  4. Everything else — Real estate, brokerage accounts, etc.

My HSA and Roth IRA investments are in my category of paying myself first.

Any income above that is then budgeted and set aside for other investments.


Why I Don’t Skip Retirement for Other Investments

Could I accelerate other investments, like real estate, if I chose to not contribute to a HSA or Roth IRA?

Sure.

But I’m slightly more risk-averse…

…where I’m willing to wait the extra paycheck or two to make up for those investments, rather than reallocating that money and forgetting about that retirement contribution.

This way, for whatever reason, if I make some bad investment calls…

…I know I have a retirement nest egg to lean back on.

Once 2023 passes, it’s gone.

And so is that small window to contribute to those accounts.


*There are both Traditional 401(k) and Roth 401(k) options available depending on your employer. Check with your HR for which plans may be available as that may impact your strategy.


This article is for educational purposes and not financial advice. Please consult with a licensed professional before making any financial decisions.

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