It starts small.
An invoice that used to get paid in 7 days… now takes 14.
A reliable client suddenly “misses” your email.
Another asks, “Can we split this payment?”
At first, you ignore it.
Then it stacks.
And before long—you’re…
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A recent wave of IRS court victories is sending a clear message:
If a tax strategy exists mainly to reduce taxes—and not for a real business purpose—it may not hold up.
This isn’t a new idea.
In fact, the foundation goes all the way…
https://www.islernw.com/wp-content/uploads/2026/05/Blog-header-image-the-IRS-is-cracking-down-on-creative-tax-strategies-what-it-means-for-you-NW-Oregon.png320846IslerNWhttps://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.pngIslerNW2026-05-19 12:00:172026-05-19 03:36:14The IRS Is Cracking Down on “Creative” Tax Strategies—What It Means for You
Article Highlights
Aging Population
Home Improvements for Medical Care or Treatment
Improvements that Increase the Home’s Value
Improvements that Do Not Increase the Home’s Value
Medical AGI Limitations
Hot Tub Deduction…
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AI Isn’t Replacing Your Business. But It Is Changing How You Scale It
There’s a lot of noise around AI right now.
Some of it is about job loss. Some of it is about disruption. Most of it is not particularly helpful when you are trying…
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They Got In. Now You Have to Decide: How to Pay for College Without Regret
You log into the portal together.
There’s a pause before clicking. Then the decision appears on the screen.
They got in.
It’s everything you hoped for them. The…
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May 2026 Individual Due Dates
May 11 - Report Tips to Employer
If you are an employee who works for tips and received more than $20 in tips during April, you are required to report them to your employer no later than May 11. You can use IRS…
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For a period of time, IRS activity felt quieter.
Response times were longer. Enforcement felt less visible. Fewer taxpayers were hearing from the IRS directly.
Many people got used to that environment.
Now things are shifting.
Not all at…
https://www.islernw.com/wp-content/uploads/2026/04/Blog-header-image-The-IRS-Is-Paying-Attention-Again-Why-More-Taxpayers-Are-Getting-Notices-NW-Oregon.png320846IslerNWhttps://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.pngIslerNW2026-04-29 12:00:482026-04-16 03:46:41The IRS Is Paying Attention Again: Why More Taxpayers Are Getting Notices
Tax season brings deadlines, documents, and urgency.
It also brings scammers.
Every year, phishing attempts spike during filing season because criminals know people are expecting financial communication. Refund notices. Payroll updates. Signature…
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For a period of time, borrowing felt manageable.
Financing was easier to justify.
Lines of credit were relatively affordable.
Growth decisions made sense on paper.
Then things began to shift.
Not all at once. Gradually.
Payments started…
https://www.islernw.com/wp-content/uploads/2026/04/Blog-header-image-when-borrowing-gets-more-expensive-what-it-means-for-small-businesses-income-NW-Oregon.png320846IslerNWhttps://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.pngIslerNW2026-04-17 12:00:002026-04-16 03:46:53When Borrowing Gets More Expensive: How Rising Interest Rates Are Impacting Small Businesses
Article Highlights:
Internal Revenue Code (IRC) Section 61
Ill-Gotten Gains
Exclusions from Income
The Real Cost of Winning Game Show Prizes
Picture this: you're taking a stroll through the park, and you spot a five-dollar…
https://www.islernw.com/wp-content/uploads/2026/04/Blog-header-image-found-money-is-taxable-income-NW-Oregon.png320846IslerNWhttps://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.pngIslerNW2026-04-16 12:00:452026-04-16 03:24:10It's Hard to Believe: But Found Money Is Taxable
Clients Are Paying Slower - And It's Not Just You
Accounting, Business, Finance Tips, Payments, Small Business, UncategorizedThe IRS Is Cracking Down on “Creative” Tax Strategies—What It Means for You
Tax Planning, Tax Tips, TaxesMedically Related Home Improvements May Have Tax Benefits
Deductions, Healthcare, Home Ownership, Medical Expenses, Tax TipsAI Changing the Way You Scale Your Business
Business, Small Business, TechnologyHow to Pay for College Without Regret
College, Finance Tips, Financial PlanningImportant May 2026 Due Dates
2026 Due Dates, 2026 Taxes, Due DatesThe IRS Is Paying Attention Again: Why More Taxpayers Are Getting Notices
Audit, Tax News, Tax Planning, Tax Tips, TaxesPhishing & AI-Powered Email Scams: How to Protect Yourself and Your Business
Scams, Tax TipsWhen Borrowing Gets More Expensive: How Rising Interest Rates Are Impacting Small Businesses
Small Business, UncategorizedIt's Hard to Believe: But Found Money Is Taxable
Taxes