A Really Helpful Thing from the IRS

Who knew?

Did you know that your account with the IRS does NOT have to be a black box? Believe it or not, every taxpayer can see their IRS account activity by setting up IRS online access. Given the fact that the IRS faces some…um…funding and staffing issues due to the powers that be in the White House and Congress (and…DOGE?), it will be ever more difficult to be able to speak with an actual human (let alone a human that has any clue what they are talking about) when you call the IRS. So I think it is crucial to use any tools we have at our disposal. And this one is pretty powerful — read on!

OK, but how? To set up your account, go to the IRS website via this link. There, you will click the big blue button for “Sign in to your online account”. If you have an existing account, click the button for “Sign in with ID.me”. If you don’t, click the other button for “ID.me create an account”. From there, you will need to go through some ID verification and set up your email and phone number for multi-factor authentication. I won’t lie, I found it to be a slightly cumbersome process, so set aside a bit of extra time for this. But once you get it set up, you should be good to go.1

What information can I get from this account? Once you log in, you can see what the IRS has in your taxpayer account for the last four years (2021-2024 at the time of this writing). It’s a good idea to check this periodically to make sure nothing is amiss. You can see…

  • transcripts for prior tax returns filed
  • the wage and income documents2 reported under your profile
  • any IRS notices outstanding
  • info on any ongoing audits
  • a few other interesting tidbits

You can also get an identity protection personal identification number (“IP PIN”) by going to the “Profile” section at the top of the screen. Once you click there, scroll down and you will be given an option for an IP PIN.3 Another really handy thing is the ability to approve a power of attorney through your account.4

But what about information security? I mean, the IRS already owns you — SSN, address, date of birth, bank accounts — they have it all. If they can’t do information security, we are all doomed. However, if you are concerned about receiving this information through your internet connection or browser, then perhaps you should consider upping your security game. For starters, don’t set up this account or access it on public WiFi. If you are concerned about the security of your home internet, you should consider installing a new router, getting a VPN, and/or upgrading your antivirus to a more robust package. We must all be proactive to protect ourselves as much as possible these days.

So, what are you waiting for? Go set that account up so it’s there when you really need it!

  1. This same login will also get you into your Social Security account at SSA.gov. There, you can print out your complete Social Security wage history. ↩︎
  2. The wage and income documents for 2024 won’t likely show up until sometime around April 2025. Please do not rely on this as the source for your documents for tax prep. The information there is often truncated/incomplete, so it makes it difficult or impossible for your tax preparer to parse for a tax return. If you are missing a document, you should first contact the issuer of the document to request a replacement. You should also do your best to keep your mailing address (and email) current with your employer(s) and/or contractors by filling out the appropriate Form W-4 or W-9 each time you move. This will help those forms make it to you in the first place. ↩︎
  3. If you choose to get an IP PIN, be sure to give it to your tax preparer as they will not be able to file your tax return without it. I *highly* recommend that all taxpayers get an IP PIN. ↩︎
  4. This is PRICELESS if you need me to call the IRS on your behalf to resolve an issue or respond to a notice. Otherwise, it is a morass of signature collection and faxes (no, seriously, faxes – welcome to 1995!) that may or may not make it to the correct IRS agent. It is also much more secure than a fax machine. ↩︎

The FINE Print: This is provided for information and entertainment purposes only. It is not meant to address any specific tax issue nor can it be considered personal tax advice. Please consult your tax advisor for guidance.

HSA: Heads You Win, Tails You Win Too

This is the closest thing to a 20-pound box of chocolates from the IRS…

There are very few things in the tax code that are rigged in favor of the taxpayer. The Roth IRA is pretty good…but the one that pulls out all the stops is the Health Savings Account (“HSA”). An HSA is a tax-advantaged account for the payment of qualified medical expenses. It is available to taxpayers who are covered by health insurance that qualifies as a high deductible health plan (“HDHP”)1. There are several reasons why I think the HSA may be even better than that tax-advantaged darling, the Roth IRA. Read on!

HSA Contributions. Contributions to an HSA are deductible in the year of contribution (take that, Roth IRA – ha!). If contributed directly to an HSA account, they are deducted from your adjusted gross income (“above the line” – the good kind of deduction). If they are contributed through an employee’s payroll deferral, they are pre-tax and exempt from employment taxes (i.e., FICA and Medicare). Additionally, employers are permitted to partially or fully fund their employees’ HSA accounts free of tax to the employee. Maximum contributions are based on the type of coverage an employee has under an HDHP:

Type of HDHP coverage   20232024
 Employee only$3,850$4,150
 Family$7,750$8,300
Age 55+ catch-up contribution$1,000$1,000

This allows a married couple with family HDHP coverage and both spouses age 55 or older to contribute a total of $10,300 ($8,300 + $1,000 + $1,000) to their HSA accounts in 2024.2

HSA Distributions. Distributions from an HSA are tax-free if they are used to pay or reimburse eligible medical expenses3. This can include costs for doctors, dentists, hospitals, lab tests, and prescriptions as well as certain over-the-counter items such as NyQuil, Advil, Bandaids, sunscreen, tampons(!), and condoms(!!). The funds can also be used to reimburse certain Medicare and long-term care insurance premiums. These eligible distributions can be taken at any age and can occur either the year the medical expense is incurred or any year thereafter. For a taxpayer under age 65, any distribution in excess of eligible medical expenses will be subject to tax plus a 10% penalty. Taxpayers 65 or older are permitted to take HSA distributions for any reason without penalty, but the distribution in excess of medical expenses will be taxable.

How is this different from flex-spending? So, this HSA sounds pretty good – deductible contributions, non-taxable distributions – but how is it different than a flex-spending account (“FSA”)? If you have an FSA, you are familiar with the concept of “use it or lose it”. Such is not the case with the HSA. The HSA funds belong to the taxpayer and can be kept in the HSA for years, even after separation from an employer.

So what’s the strategy? The strategy for maximum HSA benefit is to treat it just like you treat your other retirement accounts: invest that money and leave it alone! In the meantime, pay your medical expenses out-of-pocket and (this is key) save your medical expense receipts. Then, years later, once your HSA investments have grown, reimburse yourself for those prior year medical expenses tax-free. This way, you maximize the tax advantage of the income and appreciation of your HSA investments.

HSA Summary and Example. The HSA is a triple tax benefit…

  • Contributions are deductible/pre-tax (and not subject to payroll tax)
  • Growth and income within the HSA is tax-free4
  • Distributions (including any appreciation) for medical expenses are tax-free

Trixie Taxie, 51, and her wife Lexie, 56, are covered by a family HDHP plan at Trixie’s work in 2023. Trixie takes full advantage of the available HSA, contributing $7,750 from her paycheck. These funds come out of her check pre-tax and are not subject to FICA/Medicare payroll taxes. Because Lexie is 55 or older, she is eligible to contribute a 2023 catch-up contribution of $1,000 in addition to the $7,750 Trixie has already contributed. Lexie must establish an HSA in her own name and contribute the additional $1,000 by April 15, 2024. Lexie’s contribution will be deducted directly from adjusted gross income on the couple’s 2023 joint income tax return. Both spouses invest the funds as instructed by their personal financial advisors.

In 2023, Trixie and Lexie have their usual medical expenses and also purchase some over-the-counter medicines and supplies. They pay for these expenses out of pocket and save the receipts, leaving their HSA funds to grow in their investments.

Fast-forward to 2040…Trixie and Lexie are both retired and on Medicare. The $8,750 they put into their HSAs and invested wisely in 2023 has now grown to over $20,000. They can use this money (all $20,000 of it) tax-free to reimburse themselves for their Medicare premiums or for any other prior or current year eligible medical expense. Remember those medical expense receipts they saved back in 2023? They can reimburse themselves for those at any time.

It’s just too good to pass up! If you were covered by an HDHP in 2023, you have until April 15, 2024 to fully fund this miraculous account. Don’t miss out!

  1. Any taxpayer on Medicare is no longer eligible to contribute to an HSA. ↩︎
  2. This would require both spouses to have HSA accounts and at least $1,000 would need to be contributed to each spouse’s account. However, both spouses could be covered by the same HDHP. ↩︎
  3. Expenses must be incurred after the HSA is established to be eligible for reimbursement. ↩︎
  4. Tax-free if distributed for qualified medical expenses; tax-deferred if distributed for any other reason. ↩︎

I provide this for educational and entertainment purposes only. Please consult your own advisors.

That’s so gross!

Why do you keep using the word “gross” all the time…?

You’ve probably heard the term “gross receipts” and wondered what that means. No, it’s not cash register tape that’s…like…sticky. (I hate ‘sticky’…) “Gross receipts” is the total amount of compensation you received before any expenses are deducted. Accounting types (like me!) will also refer to this concept as “revenue” or sometimes “gross income”.

This “gross” concept can pop up in different places on your tax return. We might have “gross wages”, which we find on your Forms W-2. Or there’s “gross rents” which is everything you collected from your renters if you have rental properties. However, the place where I see the most confusion with “gross receipts” is with self-employment income.

Gross receipts from self-employment income generally include every dime you receive in the course of doing business. It may be reported to you on Form 1099-NEC. This form is provided to you if you earned $600 or more from any one payer during the tax year. Guess who else this form is provided to…that’s right – the IRS! If you fail to report gross income from Form 1099-NEC on your tax return (likely on Schedule C), you will get a friendly note from the Federal government that includes a bill for the unpaid tax along with interest and penalties to keep it company. That’s generally not something we want to encourage, so we have to make sure to report all that revenue.

But what happens if you don’t receive a Form 1099-NEC? If you earn less than $600 from somebody, that income is not taxable, right? Yeah, no. The reporting threshold for Form 1099 has nothing to do with whether or not the income is taxable. The $200 you earned at that one-off wedding gig? Taxable. The student that pays you $50 a week in cash for private lessons? Taxable. The Zelle or Venmo payments you receive for providing a service to a client? Taxable. Essentially any money you receive in the course of your freelance business is taxable and should be included with your Schedule C gross receipts.1

But, what if you don’t get 1099s from your students and didn’t get them from several of the gigs you played. How are you supposed to figure this out? Well, gentle taxpayer, you must acquaint yourself with the concept of record keeping. You are running a business, so you have to do some work behind the scenes to keep track of this business. You don’t have to get QuickBooks or take accounting classes (been there/done that). But you do need to figure out a system so you can accurately report your income.

So where should you start? Well, there are a couple things you can do to get organized. The first thing I would recommend is to open a checking account for your self-employed business income only. Deposit all your self-employment gross receipts into that account (and nothing else — keep any W-2 wages or other types of income in a separate account). That way, at the end of the year, you can run a report of the business account’s activity and add up all the deposits. You can also use this account to pay business expenses when possible. Whatever is leftover can be transferred into your personal account.

A dedicated bank account is something the IRS loves. They also love a dedicated credit card. If you are a credit card person, designate one as your “business” card and use it only for business expenses. That will make tax time a little easier too.

Finally, to pull it all together, you can look into a budgeting or accounting program like You Need a Budget (“YNAB”) or Xero. This is kinda for extra credit, but it can give you some insight into how much you’ve earned year-to-date (helpful for estimated taxes) and can give you reports at tax time. And, not surprisingly, it can help you set your budget.

  1. Gross rant: If you give me a stack of 1099-NECs and say that’s 100% of your freelance gross income…but I know you teach and I’m pretty sure I played a gig with you that isn’t on a 1099…I will not believe you and will ask again about your total gross receipts. I’ve got liability too…especially if I believe you’re intentionally underreporting your income. That’s also known as “fraud”. The IRS preparer penalties for me if you (we) are caught are not worth the tax prep fee you pay. I will not think twice about telling you to find another CPA if I know, or strongly suspect, that you are being dishonest about this. /rant ↩︎

This information is for entertainment or educational purposes only. Please consult your tax advisor for advice on your specific tax situation.