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IslerNW

About IslerNW

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But we are proud to say that IslerNW contributed 1104 entries already.

Entries by IslerNW

Finance Tips, Financial Planning, Health Insurance, Health Savings Accounts, Healthcare, Medical Expenses, Tax Tips

Unlocking the HSA: A Rare Triple Tax Break for Medical and Retirement Planning

Article Highlights: What is the Purpose of an HSA? Who Qualifies to Contribute? The Tax Benefits of an HSA Maximum Contributions Distribution Issues and Taxation Why an HSA Can also Function as a Retirement Account What Happens When an HSA Owner Dies? Bottom Line A Health Savings Account, or HSA, is one of the most […]

2026 Due Dates, 2026 Taxes

Don’t Wait Until the Last Minute: October 15 Is the Extended Due Date for 2025 Individual Tax Returns

If you filed an extension for your 2025 individual income tax return, remember that the extended due date is October 15, 2026. That is the deadline to file Form 1040 or Form 1040-SR if you requested an automatic 6-month extension. There are no further extensions. Please do not wait until the last minute. Our office […]

Investment, Stocks, Tax News

Prediction Markets Are Becoming a Tax Issue—Here’s Why That Matters

Prediction markets have grown rapidly over the past few years, attracting investors, cryptocurrency enthusiasts, and high-net-worth individuals looking for new ways to participate in financial markets. Platforms such as Kalshi have introduced many investors to a different type of trading—one that allows participants to buy and sell contracts based on the likelihood that future events […]

2026 Due Dates, 2026 Taxes, Taxes

Important October 2026 Individual and Business Due Dates

October 2026 Individual Due Dates October 13 – Report Tips to Employer If you are an employee who works for tips and received more than $20 in tips during September, you are required to report them to your employer no later than October 13. You can use IRS Form 4070 or your own statement that […]

Debt, Finance, Finance Tips, Financial Planning, Investment

Pay Off Debt or Invest? How Higher Interest Rates Change the Math

For years, the answer seemed straightforward. Interest rates were historically low, stock markets generally rewarded long-term investors, and many financial experts encouraged people to invest extra money rather than aggressively paying down low-interest debt. That advice made sense when mortgages carried interest rates near 3% and savings accounts paid next to nothing. Today’s financial landscape […]

Deductions, Tax Credits, Tax Planning, Tax Tips, Taxes

Game, Set, Tax: The Parent’s Playbook for Sports Expenses, Deductions, and NIL

Article Highlights: Sports Expenses As a Childcare Expense Charitable Contributions Volunteering Parents Use of an Asset by a Charity Medical Expense Exception When a Child’s Sport Becomes a Business Recordkeeping and Practical Guidance A child’s and their parent’s sports expenses, from registration fees and travel to equipment and volunteer time, sit at the intersection of […]

Tax Credits, Tax News, Tax Planning, Tax Reform, Taxes

The Tax Law Changed. The Real Story Is What Comes Next.

When Congress passes a major tax bill, most people assume the hard part is over. In reality, that’s often when the next phase begins. Earlier this month, the U.S. Department of the Treasury and the Internal Revenue Service released their 2026 Priority Guidance Plan, outlining the regulations and administrative guidance they expect to work on […]

Inheritance, Interest, Tax Planning, Tax Tips, Taxes

What Counts as Taxable Income? You Might Be Surprised.

Article Highlights: A Simple Example, Finding Money On The Street What Section 61 Is Designed To Do The Basic Idea: Accession To Wealth What Is Usually Taxable? What Is Usually Not Taxable? The General Welfare Exclusion State Tax Refunds Are Not Always Taxable What About Prizes, Awards, and Gambling Winnings? Examples of Expressly Excluded Income […]

Business, Business Development, Entrepeneurship, Financial Planning, Small Business

The Holiday Rush Starts Now: 7 Financial Moves Businesses Should Make Before Q4

Retailers are placing inventory orders. Restaurants are planning for seasonal demand. Contractors are scheduling projects before winter. Professional service firms are setting revenue goals they hope to achieve before year-end. Whether your busy season starts in September or December, one thing is true for almost every business: The decisions you make in September often determine […]

2026 Due Dates, 2026 Taxes, Personal Finance, Self-Employment, Small Business, Tax Planning, Tax Tips

September 15 Is the Third Quarter Estimated Tax Deadline

If you make or receive income that is not fully covered by withholding, September 15, 2026 is an important date on the tax calendar. It is the due date for the third installment of 2026 federal estimated tax payments for individuals who are not paying enough through withholding during the year. Why Estimated Tax Payments […]

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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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