Night Owl Tax & Resolution

Night Owl Tax & Resolution No high-pressure sales sharks. No annoying tax professional lingo. Just straight, authoritative and friendly advice.

Visit us: www.nightowltaxresolution.com
Or give us a call: (605) 799-5388 Empowering individuals and businesses to overcome tax challenges and regain financial stability. With more than 14 years in the accounting and tax industry, our mission at Night Owl Tax Resolution is to provide expert guidance and compassionate support throughout every step of the tax resolution process. Through personalized

strategies, transparent communication, and relentless advocacy, we strive to alleviate the burden of tax debt, negotiate favorable resolutions with taxing authorities, and pave the way for a brighter financial future for our clients. With integrity, professionalism, and a commitment to excellence, we are dedicated to being a trusted partner on the journey to resolution, offering clarity, relief, and peace of mind to those facing tax-related obstacles." As an enrolled agent, Jackie Benson is an Enrolled Agent and tax resolution expert. She has helped countless clients overcome the burden of back tax liability. Night Owl Tax Resolution is dedicated to providing peace of mind from the first contact because it’s always about our clients. Hours of Availability:

Monday - Friday 8:00 am - 6:00 pm CT

Saturday 9:00 am - 4:00 pm CT

Sunday - by appointment only

Night Owl Tax Tip — Offer in CompromiseDid you know you may be able to settle your IRS debt for less than you actually o...
06/03/2026

Night Owl Tax Tip — Offer in Compromise
Did you know you may be able to settle your IRS debt for less than you actually owe?
It's called an Offer in Compromise — and it's a completely legal IRS program that allows qualifying taxpayers to resolve their tax debt for a reduced amount.
Here's what you need to know:
✅ It's a real IRS program — not a loophole or a gimmick
✅ The IRS considers your income, expenses, and assets to determine what you can realistically pay
✅ It can settle debt for significantly less than the full balance
✅ Not everyone qualifies — but more people do than you'd think
✅ Having professional guidance dramatically improves your chances
Here's the truth: the IRS would rather settle than spend years chasing. That's why this program exists.
If you've been carrying IRS debt and assuming you just have to pay every penny — it's worth finding out if you qualify.
📌 Let's look at your situation together.
Visithttps://nightowltaxpro.com/irs-help — confidential, no pressure, just answers.
Night Owl Tax & Resolution
Protect your income. Build your legacy.

Monday Money MovesRaise your hand if you've ever been hit with a surprise tax bill in April. For small business owners, ...
06/01/2026

Monday Money Moves
Raise your hand if you've ever been hit with a surprise tax bill in April.
For small business owners, that moment is stressful, expensive — and honestly, very preventable.
Here's what most business owners don't realize: the IRS expects you to pay taxes as you earn, not just once a year. That's what estimated quarterly taxes are for.
Missing them doesn't just hurt in April — it also triggers underpayment penalties that add up fast.
Here's what you need to know right now:
✅ Q2 estimated taxes are due June 15th
✅ Paying quarterly keeps your cash flow predictable
✅ A simple plan now saves you a major headache later
✅ You don't have to figure out the numbers alone
This week's Money Move: Pull up your books and look at what you've earned so far this year. If you haven't set aside taxes yet — now is the time.

Need help calculating what you owe?

Visit https://nightowltaxpro.com/small-business-help — let's build a plan together.
Night Owl Tax & Resolution
Protect your income. Build your legacy.

Real Talk Friday — Let's talk about something nobody wants to admit.Tax debt is one of the most common and most silent s...
05/29/2026

Real Talk Friday — Let's talk about something nobody wants to admit.
Tax debt is one of the most common and most silent struggles small business owners carry.
You're not behind because you're irresponsible.
You're not in trouble because you're a bad business owner.
You got here because running a business is hard — and sometimes life and taxes collide in ways we don't see coming.
Here's what I want you to know today:
🦉 You are not alone
🦉 You are not out of options
🦉 Waiting only makes it harder — acting makes it better
The IRS has more resolution options than most people realize. But they work best when you reach out before the situation gets worse — not after.
You built your business through hard things.
This is just another one — and you don't have to figure it out alone.

Ready to talk? No judgment. Just real solutions.
Visit https://nightowltaxpro.com/small-business-help and let's start the conversation.
Protect your income. Build your legacy.

Night Owl Tax Tip — Did you know the IRS can actually REMOVE your penalties?It's called Penalty Abatement — and it's one...
05/28/2026

Night Owl Tax Tip — Did you know the IRS can actually REMOVE your penalties?
It's called Penalty Abatement — and it's one of the most underused relief options available to small business owners.
Here's what most people don't know:
✅ First-time penalty abatement doesn't require financial hardship
✅ Reasonable cause can also qualify you
✅ It can save you hundreds — even thousands of dollars
✅ The IRS will NOT offer it automatically — you have to ask.
If you've received IRS penalties, please don't just pay them without asking questions first. You may be leaving serious money on the table.

Have you ever received an IRS penalty notice? Drop a 🦉 in the comments — you're not alone.
📌 Not sure if you qualify? Let's find out together.
Visit https://nightowltaxpro.com/irs-help — confidential, no pressure, just answers.
🦉 Night Owl Tax & Resolution
Protect your income. Build your legacy.

Monday Money MovesYou can have a packed client roster, a great month of sales, and still struggle to cover your expenses...
05/25/2026

Monday Money Moves
You can have a packed client roster, a great month of sales, and still struggle to cover your expenses.
Why? Because profit and cash flow are not the same thing.
Here's what your profit doesn't account for:
Expenses that haven't been paid yet
Taxes that are still owed
Money that's invoiced but not collected
This week's Money Move: Start tracking what's actually in your account versus what's owed to you. They tell two very different stories — and knowing the difference can protect your business.
💬 Drop a 🦉 in the comments if this hits home!
Need help getting your business finances working FOR you? Visit https://nightowltaxpro.com/small-business-help, no judgement just real solution.
Night Owl Tax & Resolution Protect your income. Build your legacy.

Real Talk:Online IRS accounts give taxpayers access to important tax information, which also makes them a target for sca...
05/22/2026

Real Talk:

Online IRS accounts give taxpayers access to important tax information, which also makes them a target for scammers and identity thieves.

Scammers may use stolen personal information or offer fake “help” setting up IRS accounts in order to gain access to sensitive tax records.

Once access is gained, criminals may attempt to:
✔ View tax information
✔ Redirect refunds
✔ Commit identity theft
✔ File fraudulent returns

Protect yourself by:
• Using strong passwords
• Avoiding suspicious links
• Verifying anyone offering assistance
• Never sharing login credentials

Your tax information is valuable. Protect it carefully.

Have you noticed an increase in identity theft or scam attempts recently?

WEEKLY TAX TIPBusiness growth is exciting —but many owners are surprised when higher revenue also creates new tax respon...
05/20/2026

WEEKLY TAX TIP

Business growth is exciting —
but many owners are surprised when higher revenue also creates new tax responsibilities.

As businesses grow:
✔ Estimated tax payments may increase
✔ Payroll obligations can change
✔ Tax planning becomes more important
✔ Cash flow management matters even more

Growth without planning can sometimes create unexpected tax surprises.

One of the smartest things a business owner can do is adjust their strategy as the business evolves.

Good tax planning isn’t just for struggling businesses —
it becomes even more important during periods of growth.

— Night Owl Tax & Resolution
Protect your income. Build your legacy.

Monday Money Moves:One of the healthiest habits a business can build is maintaining a cash reserve.Slow seasons, unexpec...
05/18/2026

Monday Money Moves:

One of the healthiest habits a business can build is maintaining a cash reserve.

Slow seasons, unexpected expenses, equipment issues, and tax payments can all create pressure on cash flow — even in profitable businesses.

Having a financial buffer helps create stability and gives business owners more flexibility when challenges arise.

Strong businesses don’t just focus on making money — they focus on preparing for the unexpected.

Real Talk:Social media is full of “tax hacks” promising huge refunds, secret deductions, or easy money from the IRS.The ...
05/15/2026

Real Talk:

Social media is full of “tax hacks” promising huge refunds, secret deductions, or easy money from the IRS.

The problem?
A lot of this advice is inaccurate, misleading, or completely false.

Claiming credits you do not qualify for can lead to:
✔ Delayed refunds
✔ IRS notices
✔ Penalties and interest
✔ Audits

If a tax strategy sounds too good to be true, it probably is.

Before filing based on advice from social media, verify the information with a trusted tax professional or directly through the IRS.

Trust verified sources.
Have you seen any questionable “tax tips” online lately?

Address

45730 SD Highway 44
Parker, SD
57053

Opening Hours

Monday 8am - 6pm
Tuesday 8am - 6pm
Wednesday 8am - 6pm
Thursday 8am - 6pm
Friday 8am - 6pm
Saturday 9am - 4pm

Telephone

(605)7995388

Website

Alerts

Be the first to know and let us send you an email when Night Owl Tax & Resolution posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Night Owl Tax & Resolution:

Shortcuts

Share

Category