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Americans Have Bet More Than $220 Million on the Midterms. Are Those Winnings Taxable?

Financial Planning, Investment, Politics, Tax Tips
Americans aren't just watching the 2026 midterm elections. Increasingly, they're putting money on the results. More than $220 million has already been traded on congressional election outcomes through prediction markets such as Kalshi and…
November 12, 2026
https://www.islernw.com/wp-content/uploads/2026/11/Blog-header-image-Americans-betting-220-million-on-elections-Isler-NW-Oregon.png 454 1199 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-11-12 12:00:502026-11-08 00:48:31Americans Have Bet More Than $220 Million on the Midterms. Are Those Winnings Taxable?

When You Become the Family CFO

Estate Planning, Finance, Finance Tips, Financial Planning
There comes a point when personal finance stops being just personal. You are still balancing your own mortgage, retirement savings, taxes, insurance, and everyday expenses. But suddenly, your children may need help with college, rent, or a…
November 6, 2026
https://www.islernw.com/wp-content/uploads/2026/11/Blog-header-image-When-You-Become-the-Family-CFO-Isler-NW-Oregon.png 454 1199 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-11-06 12:00:122026-11-08 00:43:40When You Become the Family CFO

Financial Flexing: When Looking Rich Keeps You From Getting Rich

Finance, Finance Tips, Financial Planning
Social media has changed the way people think about money. A luxury vacation, a new car, an expensive dinner, designer clothes, or the latest technology can show up in your feed dozens of times before lunch. When enough people appear to be…
October 27, 2026
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The 10-Year Retirement Countdown: What to Do Differently at 50, 55, and 60

Financial Planning, Retirement
Retirement doesn't happen all at once. For most people, it's the result of hundreds of financial decisions made over the decade leading up to the day they stop working. That's why your 50s are often the most important years in your financial…
October 20, 2026
https://www.islernw.com/wp-content/uploads/2026/10/Blog-header-image-10-year-retirement-countdown-what-to-do-at-50-55-65-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-10-20 12:00:112026-10-26 06:18:46The 10-Year Retirement Countdown: What to Do Differently at 50, 55, and 60

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

Finance Tips, Financial Planning, Health Insurance, Health Savings Accounts, Healthcare, Medical Expenses, Tax Tips
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…
October 15, 2026
https://www.islernw.com/wp-content/uploads/2026/10/Blog-header-image-unlocking-the-hsa-the-triple-threat-tax-break-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-10-15 12:00:342026-10-03 17:02:26Unlocking the HSA: A Rare Triple Tax Break for Medical and Retirement Planning

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

Debt, Finance, Finance Tips, Financial Planning, Investment
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…
October 2, 2026
https://www.islernw.com/wp-content/uploads/2026/10/Blog-header-image-should-you-pay-off-debt-or-invest-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-10-02 12:00:132026-10-03 17:02:54Pay Off Debt or Invest? How Higher Interest Rates Change the Math

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

Business, Business Development, Entrepeneurship, Financial Planning, Small Business
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…
September 15, 2026
https://www.islernw.com/wp-content/uploads/2026/09/Blog-header-image-financial-moves-you-should-make-in-q4-for-your-business-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-09-15 12:00:372026-09-12 19:47:11The Holiday Rush Starts Now: 7 Financial Moves Businesses Should Make Before Q4

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

Trump Accounts Go Live July 4. What to Do Now to Avoid Losing Out

Finance Tips, Financial Planning, Tax News
Article Highlights: Trump Accounts Scheduled to Launch July 4 What to Expect from the Treasury and Activation Emails If You Haven’t Signed Up Yet, Simple First Steps Why Form 4547 Filed with Your 2025 Tax Return Simplifies Activation …
July 1, 2026
https://www.islernw.com/wp-content/uploads/2026/07/Blog-header-image-the-three-numbers-that-every-business-owner-should-check-monthly-but-usually-dont-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-07-01 12:00:062026-06-28 00:37:44Trump Accounts Go Live July 4. What to Do Now to Avoid Losing Out

The 3 Numbers Every Business Owner Should Check Monthly (But Usually Don’t)

Business, Business Development, Finance, Financial Planning
Most business owners know their revenue. Ask what they did last month? They’ll answer instantly. But ask them this: How long could your business survive without new revenue? What’s your actual margin after delivering your work? …
June 25, 2026
https://www.islernw.com/wp-content/uploads/2026/06/Blog-header-image-the-three-numbers-that-every-business-owner-should-check-monthly-but-usually-dont-Isler-NW-Oregon.png 320 846 IslerNW https://www.islernw.com/wp-content/uploads/2013/12/header_logo_trans.png IslerNW2026-06-25 12:00:052026-06-05 20:05:21The 3 Numbers Every Business Owner Should Check Monthly (But Usually Don’t)
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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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