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If You Owe the IRS Money, Here’s What You Should Know About the Statute of Limitations on Collection

Payments, Personal Finance, Self-Employment, Small Business, Tax News, Tax Planning, Tax Tips, Taxes
Article Highlights: Understanding the 10-Year Clock Situations that Toll the Statute of Limitations Avoiding Unnecessary Extensions Strategies for Navigating the 10-Year Collection Period Important Considerations Should…
July 28, 2026
https://www.islernw.com/wp-content/uploads/2026/07/Blog-header-image-understanding-the-statute-of-limitations-if-you-owe-the-IRS-money-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-07-28 12:00:302026-07-25 01:23:59If You Owe the IRS Money, Here’s What You Should Know About the Statute of Limitations on Collection

Just Starting a New Business? Don’t Overlook Start-Up and Organizational Costs Deductions

Finance Tips, Financial Planning, Self-Employment, Small Business, Startup
Article Highlights: Deductible Expenses: o   Start-Up Expenses o   Organizational Expenses How Much Can Be Deducted Now vs. Over Time Special Purchase Rule How to Claim Recordkeeping — What to Keep Examples Practical…
July 9, 2026
https://www.islernw.com/wp-content/uploads/2026/07/Blog-header-image-just-starting-a-business-be-aware-of-these-start-up-costs-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-07-09 12:00:332026-06-28 00:31:02Just Starting a New Business? Don’t Overlook Start-Up and Organizational Costs Deductions

Gen Z Is Earning Differently—And Most Are Getting Taxes Wrong

Self-Employment, Tax Planning, Tax Tips
This generation doesn’t wait for a paycheck. They create income on their own terms. Selling products online. Editing videos for clients. Running social media accounts. Picking up freelance work between classes or jobs. It’s flexible. It’s…
June 9, 2026
https://www.islernw.com/wp-content/uploads/2026/06/Blog-header-image-gen-z-is-making-money-differently-and-not-paying-taxes-correctly-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-06-09 12:00:032026-06-05 19:24:07Gen Z Is Earning Differently—And Most Are Getting Taxes Wrong

Estimated Tax Payments Are Not Just for the Self-Employed

2025 Taxes, 2026 Taxes, Financial Planning, Self-Employment, Small Business, Tax Credits, Tax Planning
Article Highlights: Employees Self-Employed Individuals Periodic Payments Underpayment Penalty Safe Harbor Payments Unlike employees, who have income, Social Security, and Medicare taxes withheld from their wages, self-employed…
March 24, 2026
https://www.islernw.com/wp-content/uploads/2026/03/Blog-header-image-estimated-tax-payments-not-only-for-self-employed-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-03-24 12:00:222026-03-15 05:10:53Estimated Tax Payments Are Not Just for the Self-Employed

Received a 1099-K? What You Should Be Concerned About

2025 Taxes, 2026 Due Dates, Accounting, Self-Employment, Tax Planning, Tax Tips, Taxes
Article Highlights: Why Form 1099-K Was Created Understanding the Purpose of Form 1099-K What It Means for Income Reporting Cash Income Application in Various Situations Selling Personal Items Side Hustles and Gig Economy …
February 20, 2026
https://www.islernw.com/wp-content/uploads/2026/02/Blog-header-image-received-a-1099k-what-you-should-be-concerned-about-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-02-20 12:00:262026-02-15 22:08:28Received a 1099-K? What You Should Be Concerned About

Your Annual Reminder to File Worker 1099s

Self-Employment, Small Business, Tax Planning
Article Highlights: 1099-NEC Filing Requirements Filing Due Date Independent Contractor Filing Threshold Landlords Additional Filing Requirements Form W-9 Household Workers Penalties Endeavors to Mitigate Penalties …
December 11, 2025
https://www.islernw.com/wp-content/uploads/2025/11/Blog-header-image-Your-Annual-Reminder-to-File-Worker-1099s-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2025-12-11 12:00:272025-11-30 23:59:11Your Annual Reminder to File Worker 1099s

From Side Hustle to Six Figures: Turning Your Small Business Into a Scalable Firm

Business, Self-Employment, Small Business, Startup
It started as a side hustle — a few clients, a few late nights, maybe some extra cash to ease the budget. But now the calls are coming in faster. The demand is growing. And you’re starting to wonder: Am I ready to take this full-time? The…
September 4, 2025
https://www.islernw.com/wp-content/uploads/2025/09/Blog-header-image-from-side-hustle-to-six-figures-Isler-NW-Oregon.png 454 1199 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2025-09-04 12:00:012025-09-03 16:47:21From Side Hustle to Six Figures: Turning Your Small Business Into a Scalable Firm

Don’t Let Your Side Hustle Become a Tax Nightmare

Self-Employment, Tax Planning
W-2 by Day, Wedding Photographer by Weekend? You started your side hustle for the flexibility. The extra income. The “hey, I’m good at this—why not get paid?” kind of freedom. And now it’s summer, and the bookings are rolling in. Weddings.…
July 8, 2025
https://www.islernw.com/wp-content/uploads/2025/07/Blog-header-image-dont-let-your-side-hustle-become-a-tax-nightmare-Isler-NW-Oregon.png 454 1199 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2025-07-08 12:00:102025-07-02 03:27:03Don’t Let Your Side Hustle Become a Tax Nightmare

Tips Every Self-Employed Individual Should Know About Self-Employment Tax

Self-Employment, Small Business
Article Highlights: What is Self-Employment Tax? Net Earnings Subject to Self-Employment Tax Comparison: Employee vs. Self-Employment Prepayment and Estimation Exemptions from Self-Employment Tax Issues and Challenges Self-employment…
June 12, 2025
https://www.islernw.com/wp-content/uploads/2025/05/Blog-header-image-tips-every-self-employed-worker-should-know-about-self-employed-tax-tips-Isler-NW-Oregon.png 454 1199 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2025-06-12 12:00:572025-06-01 00:48:44Tips Every Self-Employed Individual Should Know About Self-Employment Tax

You Are Not an ATM

Finance Tips, Financial Planning, Self-Employment, Small Business, Startup
Let’s get one thing straight: your business is not a bottomless pit for personal spending. Too often, SMB owners treat their bank accounts like ATMs—dispensing cash on impulse until there’s nothing left for growth, innovation, or even…
May 29, 2025
https://www.islernw.com/wp-content/uploads/2025/05/Blog-header-image-business-owners-you-are-not-an-atm-Isler-NW-Oregon-1.png 454 1199 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2025-05-29 12:00:412025-06-01 00:00:31You Are Not an ATM
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Isler Northwest LLC | 1300 SW 5th Ave #2600, Portland, OR 97201 | 503-224-5321 | Site by Kistner Group | Review us on Google! | Review us on Yelp!
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