David Roof, CPA

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Quick test: I asked an AI tool what the 2026 standard mileage rate is for business driving.It gave me one number for the...
09/09/2026

Quick test: I asked an AI tool what the 2026 standard mileage rate is for business driving.

It gave me one number for the whole year.

The real answer: 72.5¢/mile for miles driven January–June, then 76¢/mile for miles driven July–December. The IRS actually raised the rate mid-year — which almost never happens.

If you're tracking mileage for your business and using whatever number ChatGPT or Google's AI gave you, go back and check which half of the year those miles were driven in. Getting this wrong on your return isn't a rounding error — it adds up fast if you drive a lot for work.

This is exactly why I don't hand tax numbers to clients straight from an AI tool. I check them first. Every time.

Questions about what you can actually deduct this year? Drop a comment or send me a message.

Most people don't find out they overpaid the IRS until it's too late to do anything about it.That's the problem with wai...
09/02/2026

Most people don't find out they overpaid the IRS until it's too late to do anything about it.

That's the problem with waiting until tax season to think about taxes — by then, the moves that actually save you money are already off the table.

I built a free AI Tax Planning Prompt that flips that around. Upload last year's return, W-2s, or 1099s, and it scans for specific, dollar-estimated savings opportunities you may have missed — not generic "max out your 401k" advice, but ideas built on the same planning approach I use with my own clients.

It's free, private, and takes about 2 minutes to run.

👉 Try it here:

Upload last year's return, W-2s, or 1099s and our free AI Tax Planning Prompt finds specific, dollar-estimated savings opportunities — not generic advice.

⏰ 2 weeks left: Your Q3 estimated tax payment is due September 15.If you're self-employed, a 1099 contractor, or a small...
09/01/2026

⏰ 2 weeks left: Your Q3 estimated tax payment is due September 15.

If you're self-employed, a 1099 contractor, or a small business owner — and you don't pay enough tax throughout the year — the IRS doesn't just bill you later. They charge you a penalty for underpaying, even if you pay everything in full by April.

The good news: there's a simple “safe harbor” rule that protects you from that penalty entirely, and most people have no idea it exists.

Want to make sure you're not overpaying while you're at it? Upload last year's return and get a free AI Tax Planning Report — it surfaces specific ways to lower what you owe, each with an estimated dollar savings, before the deadline hits: https://www.davidroofcpa.com/ai-tax-planning

Everyone's using AI to "figure out their taxes" this year. Here's what it's actually good at: take last year's return, u...
08/27/2026

Everyone's using AI to "figure out their taxes" this year. Here's what it's actually good at: take last year's return, upload it, and it'll scan it for tax-planning moves you might be missing — with a rough estimate of what each could be worth.

What it's not good at: knowing your state's current rules, this year's limits, or how your actual return fits together. That part still takes a real CPA.

So I built a free one-page prompt that does the upload-and-scan part well. Pair it with last year's return in ChatGPT or Claude, and it'll hand you back a ranked list of "roughly this much, if" — bring it to our tax planning conversation and we'll turn the estimates into real numbers.

Grab it here (just your email, downloads instantly): https://www.davidroofcpa.com/ai-tax-planning

If you're a small business owner or just tired of guessing at year-end, this one's for you.

08/18/2026
Church leaders, here's something worth knowing: the IRS can't just start digging into your church's finances on a whim.U...
08/13/2026

Church leaders, here's something worth knowing: the IRS can't just start digging into your church's finances on a whim.

Under federal law, the IRS may only begin a church tax inquiry when a high-level Treasury official has a reasonable belief — based on facts and circumstances recorded in writing — that your church may not qualify for tax-exempt status, or may owe tax on unrelated business income.

That belief has to come from something lawfully obtained: news coverage, your church's own public materials, a filed Form 990-T, or a credible report from a member of the public. Rumors and unreliable tips don't count.

One practical takeaway: if the IRS does send a routine information request, respond. Repeatedly ignoring those requests can itself become a factor weighed toward starting an inquiry.

Understanding these protections — and staying compliant — is the best defense.

Your Church Got an IRS Notice. Now What?Few things land in a church mailbox and cause more panic than an envelope from t...
08/11/2026

Your Church Got an IRS Notice. Now What?

Few things land in a church mailbox and cause more panic than an envelope from the IRS. Before you assume the worst, take a breath — most notices churches receive are routine, and almost all of them are fixable if you respond the right way.

Here's a straightforward guide to handling it calmly and correctly.

Step 1: Don't Panic, and Don't Ignore It

An IRS notice is not automatically a red flag for wrongdoing. Common reasons churches get one include:

- A missing or late Form 941 (payroll taxes) or Form W-2/1099 filing
- A mismatch between reported wages and what was actually filed
- A question about unrelated business income (UBI)
- A notice about backup withholding or an incorrect EIN
- Simple address or identity verification

What you should never do is set it aside and hope it resolves itself. Nearly every IRS notice includes a response deadline, and missing it can turn a minor paperwork issue into penalties, interest, or an escalated inquiry.

Step 2: Read It Carefully — Twice

Every notice has a code in the upper right corner (like CP2100, CP215, or LTR 3853C). This code tells you exactly what the IRS is asking about. Look for:

- The specific issue — what form, what year, what dollar amount
- The deadline — write it on your calendar immediately
- What response (if any) is required — some notices are informational only

Step 3: Gather Your Records

Before responding, pull together anything relevant to the notice period:

- Payroll records and filed 941s/W-2s for that quarter or year
- Your church's EIN confirmation letter
- Prior correspondence with the IRS, if any
- Bank records if the notice concerns income or deposits

Churches that keep clean digital records (giving, payroll, and member data all in one place) tend to resolve these notices in a fraction of the time — one more reason it pays to get organized before you need to be.

Step 4: Decide Who Responds

For a straightforward notice (like a late-filing penalty on a return you know was filed on time), your treasurer or bookkeeper can often respond directly with documentation.

For anything involving:
- Unrelated business income tax (UBIT)
- Questions about tax-exempt status
- Payroll tax discrepancies over a few thousand dollars
- Any notice threatening to revoke exemption
..loop in a CPA or tax attorney who works with churches. The rules around church payroll and exemption are different enough from standard nonprofit rules that general business advice can steer you wrong.

Step 5: Respond in Writing, and Keep Copies

- Respond by the method the notice specifies (mail or fax — the IRS still relies heavily on both)
- Include your EIN and the notice number on every page
- Keep a copy of everything you send, along with proof of mailing (certified mail is worth the extra few dollars)
- Note the date you responded and by whom, in case you need to follow up

Step 6: Follow Up If You Don't Hear Back

IRS response times can run 60-90 days or longer. If you haven't heard anything after that window, call the number on the notice rather than assuming it's resolved.

A Few Things Worth Knowing

- Churches are automatically tax-exempt under IRC Section 501(c)(3) and generally aren't required to file Form 990 — but this doesn't exempt payroll tax obligations, UBIT, or reporting requirements tied to employees and contractors.
- A notice is not an audit. Audits involve a specific examination letter and a different process. Most notices are automated matching issues, not the start of a deeper investigation.
- Penalties can often be abated. If your church has a clean filing history, the IRS will frequently waive first-time penalties if you request it — it's always worth asking.

The Best Fix Is Prevention

Most IRS notices trace back to the same root cause: payroll and giving records that are scattered across spreadsheets, paper files, and someone's memory. When your financial records are organized and consistent, filings go out accurately and on time — and if a notice does show up, you can answer it in minutes instead of days.

**5 Steps to Creating a Church Budget**A good church budget is more than numbers on a page. It is a plan for stewardship...
06/17/2026

**5 Steps to Creating a Church Budget**

A good church budget is more than numbers on a page. It is a plan for stewardship, ministry, and accountability.

Here are 5 simple steps every church can use:

**1. Review last year’s giving and expenses**
Look at what actually came in and what was spent before planning ahead.

**2. Separate ministry needs by category**
Break the budget into areas like missions, outreach, payroll, facilities, youth, worship, and administration.

**3. Prioritize the mission of the church**
Your budget should reflect what matters most to your church’s ministry and calling.

**4. Build in accountability**
Make sure expenses are approved, receipts are kept, reports are reviewed, and leadership has clear visibility.

**5. Review the budget throughout the year**
A budget should not sit untouched. Review it monthly or quarterly so adjustments can be made before problems grow.

Church finances do not have to be complicated, but they do need to be organized.

sheherdforchurches.com

Capital Gains vs Income TaxesNot all income is taxed the same.Income taxes apply to the money you earn from working — li...
03/04/2026

Capital Gains vs Income Taxes

Not all income is taxed the same.

Income taxes apply to the money you earn from working — like W-2 wages, bonuses, or business income.

Capital gains taxes apply when you sell an asset for a profit — like stocks, real estate, or cryptocurrency:

One key rule to remember:
If you hold an investment longer than one year, it may qualify for lower long-term capital gains tax rates.
That simple timing difference can save a lot in taxes.

Did you know…Short-term capital gains are taxed just like your regular income.That means if you sell an investment you’v...
03/02/2026

Did you know…

Short-term capital gains are taxed just like your regular income.

That means if you sell an investment you’ve held for less than a year, the profit gets taxed at your normal tax rate — the same rate as your paycheck.

But if you hold it for more than one year?

It’s taxed at long-term capital gains rates — which are usually lower.

Selling too quickly could cost you more than you think.
Before you hit “sell,” make sure you know how long you’ve held it.

Timing matters.

Address

21 S Broadway Street SW
Clear Lake, SD
57201

Opening Hours

Tuesday 8am - 4pm
Wednesday 8am - 4pm
Thursday 8am - 4pm
Friday 8am - 1pm

Telephone

+13157415412

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