Christopher K. Winn

Chris has been providing holistic tax and wealth management advice to his busy clients for more than 20 years. He operates on a simple philosophy: help people achieve more out of life. Professionally, that means giving his clients more time to focus on the things they love and helping them achieve their goals faster through his holistic tax and wealth management services.

Mr. Winn has been quoted in TheStreet.com’s sister magazine MainStreet, a featured Fee-only financial advisor in Kiplinger’s “Jumpstart Your Retirement” and given numerous presentations to a wide range of groups from the Oregon Trial Lawyers Association to Intel.

Chris enjoys golfing, wood working, cooking and chasing his Great Dane around the neighborhood.

Professional Associations

> Estate Planning Council of Portland
> World Future Society

Author's articles

Warren Buffet’s 90/10 Rule for Retirement: Is It the Most Effective Tactic for Retirees?

Financial experts celebrate the 90/10 rule as an ideal investment strategy for retirees, particularly for those seeking to maximize returns in long-term portfolios. 

Author
Christopher K. Winn
Dec, 27 2022 · General
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Planning for a $500K Retirement in 2023: Strategies for a Secure Future

You might be considering the big question, “Can I retire with 500k?”
For many, this is the ultimate query, akin to asking if half a million is enough to retire. We all aspire to retire comfortably, but what does that entail?

Author
Christopher K. Winn
Nov, 21 2022 · Financial Planning
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What Things You Must Do 6 Months Before You Retire? The 2023 Complete Checklist

Plan your retirement in 2023 with ease using our essential checklist. Navigate financials, reduce debt, and set up for healthcare and emergencies for a secure future.

Author
Christopher K. Winn
Nov, 21 2022 · All articles
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What Are the I-Bonds and Why Should You Invest? A Complete Guide on Series I US Saving Bonds

What are i-bonds and is it worth investing your funds? What are the current rates? When do series i-bonds mature? Learn everything about series I bonds in our blog!

Author
Christopher K. Winn
Oct, 31 2022 · All articles
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Retirement Expenses 101: The Largest Expenses Average Retirees Pay and How to Prepare Now

Unexpected expenses in retirement might seem a minor risk, but without a retirement budget plan you can find yourself spending thousands where you could have saved. Check our blog to learn about typical retirement expenses to prepare for.

Author
Christopher K. Winn
Oct, 31 2022 · All articles
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5 Ways to Save for Retirement After Maxing Out Your 401(k) and Roth IRA

Thinking of retiring? Great! But before you hang up your hat, do you have enough savings set aside for retirement? As it stands, the average American has about $167,944 saved for retirement. But what happens when you max out your Roth IRA and 401k for the year? The IRS has strict limits on how much…

Author
Christopher K. Winn
Oct, 03 2022 · Retirement Planning
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Retirement Planning for Business Owners: What You Need to Know When Selling Your Business for Your Retirement

Thinking about retirement? If you’re like most business owners, the bulk of your net worth is tied to your business. Of course, you have savings and investments, but to really retire comfortably, you’ll need to unlock your most valuable asset. Read this guide to learn more about steps and best practices for business owner retirement planning

Author
Christopher K. Winn
Sep, 05 2022 · Business Owner Planning
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Key Components of Successful Financial Planning as a Small Business Owner

As a small business owner, you’re likely juggling tons of responsibilities to keep your business running smoothly and efficiently. These responsibilities include anything from accounting, marketing, and sales, to production, inventory management, and personal responsibilities. On top of that, you’ll probably have even more pressing tasks waiting – like keeping your business and personal finances…

Author
Christopher K. Winn
Aug, 08 2022 · Business Owner Planning
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How Much Money Do I Need To Retire With $100,000 a Year Income?

Is $100.000 a good salary and can you retire with a 100K yearly income? Read our blog to learn what it takes to create $100k of income per year in retirement.

Author
Christopher K. Winn
Jul, 24 2022 · All articles
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5 reasons why US inflation will remain growing

The latest inflation increase worldwide took many of us by surprise. Will the inflation rates and risks keep growing? How will it affect us? Read our blog to learn more.

Author
Christopher K. Winn
Jul, 18 2022 · All articles
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