Pocketing Away Tax-Deductible Money at the End of the Year

It’s December, which means that the 2010’s are almost over! What else is almost over? This year’s chance of lowering your taxable income by taking advantage of pre-tax investments. Personally, I’ve been crunching my numbers to see where I can throw an extra hundy or two. Here are some places that I’m trying to stash away some more pre-tax money before the end of the 2019 calendar year.

Homer knows what’s up.

Please note that I am 100% not an accountant or tax adviser and that you 100% should do your own research and double-checking before you do any of these things. In other words, take this advice as being worth a grain of salt. I’m not an expert. Don’t listen to me. Don’t do as I do or say.

A Traditional IRA

A Traditional IRA is a retirement account that allows you to deposit pre-tax money. You’re not taxed on what goes in, but you’re taxed on what comes out. Generally, a Traditional IRA is a good choice if you anticipate being in a lower tax bracket when you retire. For the 2019 tax year, individuals are able to contribute up to $6,000 if you’re under the age of 50 and up to $7,000 if you’re 50 or older. 

All your contributions to a Traditional IRA can be tax-deductible, if you meet the eligibility requirements. If you’re filing single and have a retirement plan at work, for 2019, you can only deduct the full amount of contributions to your Traditional IRA if your adjusted gross income is $64,000 or less. Once you hit $64,000, your deductions start to fade out, and they disappear completely if you earn $74,000. 

This is the category I fall into. If I’ve calculated correctly, my adjusted gross income should fall somewhere within the $62k range for the year (although I may have not calculated correctly, ha ha). As such, I anticipate being able to deduct all my contributions. However, I have not deposited my maximum $6k into my Traditional IRA; I won’t be able to meet that much money, but I’m going to try and squirrel away another $1k before it’s all said and done. Additionally, you have until April of the next year to make contributions that count toward the previous year’s taxes. 

One should keep in mind that any withdrawals made before the age of 59 ½ are subject to tax and early withdrawal penalties. You should be comfortable with essentially saying goodbye to these contributions until you reach that age.

And, please note that, in order to deduct your contributions, you must be making them into a Traditional IRA. Roth IRA contributions cannot be deducted from your taxes (instead, you won’t have to pay taxes when you withdraw from this account in retirement).

Student Loan Interest

Oh, student loans, how I loathe you, let me count the ways… about 42k. There are about 42k tiny green ways I loathe you.

It me.

As I’ve mentioned before (and will continue to mention until the universe puts me out of my misery or I sell a kidney to pay them off), I have about $42k in student loans. This was to pay for a degree to get a job in a field I genuinely enjoy (and has given me a small pay bump). I only kind of regret this degree, although I 100% regret not trying to first get a job at a school that offers this degree so I can go for free (THAT’S A SPICY HOT GRAD SCHOOL TIP RIGHT THERE, Y’ALL)

Fortunately for me, student loan interest payments can be deducted from one’s taxes provided they meet the eligibility requirements. For 2019, the maximum amount that can be deducted from taxes for student loan interest is $2,500. Please note that it doesn’t matter if you’re filing as single or married–$2,500 is the maximum for a return, even if you and your spouse both have student loans (Luckily, I’m still living in sin, so I can keep all the benefits to myself.). 

Student loan interest payment deductions have income requirements as well. Like the IRA deduction, student loan interest payments can only be deducted if an individual has an adjusted gross income of $65,000 a year or less. There are also a few other restrictions regarding who took the loan out, whether or not someone can claim you as a dependent, etc.–check to ensure your eligibility! 

By the time this post hits the internet, I’ll have made $2,500 worth of interest payments for the year, which I should be able to deduct from my taxes. Hooray!


As I’ve explained before on the blog, a Health Savings Account (HSA) is an account that allows you to pay for medical expenses with pre-tax dollars. These accounts are associated with insurance plans that have a high deductible–the idea is that you pay lower premiums in exchange for a higher deductible, but you have the opportunity to save money to meet that deductible. When you contribute money to an HSA, you lower your taxable income.

Unfortunately, I don’t have an HSA–long story short, for the plans my employer offers, the monthly premiums and high deductible more than negate any potential tax-offset I would get from having the HSA plan. As such, I’m sticking with my HMO (although in my opinion all monthly health premiums should be tax deductible, BUT I DIGRESS). 

However, if you have the option of setting up an HSA, you should consider doing it. As stated above, money contributed to an HSA is pre-federal-tax, which lowers your total taxable income for the year. Depending on your state, it may be taxed at the state level (thanks for nothing, California). Optum Bank has a list of states in which HSA contributions and/or earnings are taxed. So, while not available for everyone, HSAs provide one more option for lowering your taxable income. 

Be Amazon

Or you could just be a multibillion dollar corporation/”job creator” (*coughcough* *eyeroll* *finger-in-mouth-to-simulate-throwing-up*) and never pay federal taxes again. If you’re not comfortable being Amazon, harbinger of all our dooms, then consider being pretty much any other super large corporation. Either way, you’ll have enough politicians in your pocket to avoid paying taxes, but you’ll also get to do fun things like take away health insurance from part-time workers

Your Mileage May Vary

Naturally, these tips aren’t for everyone. No student loans? No interest deduction. Already maxed out a Traditional IRA? I’m very proud of you. Already CEO of Amazon? For the love of god, give part-time Whole Foods employees their health insurance back. 

What do you do at the end of the year (and throughout) to reduce your taxable income? Please feel free to put your plan (or suggestions for clarifications!) in the comments. 

As I said in the intro, this is not advice and you shouldn’t do as I say or do. Consult with your own tax genius to find the best ways of making your money work for you.

Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s