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As-needed advice, flat-fee retirement planning, and wealth management to help Oregonians age 50+ make the most of life's second half. 


Whether you want a traditional retirement, a pivot to an Encore career, or a gradual blend of "retirement" with work that you love, you'll benefit from a financial roadmap designed around what's most important to you in life.

-- Larry MCclanahan --



As Featured in:


Why Choose Us?


Focused on Life's Second Half


Your best life in retirement hinges on both financial and non-financial factors. Tap our expertise in retirement transition issues, integrating work with "retirement," Social Security strategies, income and distribution complexities, charitable giving, aging, and estate matters.

We Speak Tax 


There’s a window of potential tax-saving opportunities  centered around your 60s to early 70s. Do you know if you can benefit and how? Are you wrestling with other tax concerns? Tax permeates our thinking and we strive to put that to good use for you.

Defensive Investment


Large investment losses can be devastating in retirement. Most advisors use static model portfolios which simply ride the markets wherever they go. We seek to reduce downside risk while capturing a reasonable amount of financial upside when prudent to do so. 


Services & Fees

We provide services in three formats to assist clients with diverse needs.


Tax-Efficient Retirement Planning


Planning for retirement (or financial independence) is about making the most of your life's second half. But it's also about doing so in a tax-efficient and financially-sustainable manner.

We collaborate with you to create a Retirement Roadmap that harmonizes the life you want with what's possible given your financial resources. Your financial plan is living, periodically updated, and you have 24/7 online access (if ongoing wealth management client). Planning can also include basic retirement transition coaching to help you address the non-financial factors that are critical to a fulfilling retirement.




Initial Retirement Planning


Your Retirement Roadmap can include:

  • Setting financial goals and priorities.
  • Retirement lifestyle planning and transition coaching.
  • Extensive retirement review and analysis including: spending plan, income distribution, Social Security, pension, investments, retirement accounts, tax strategies, healthcare/Medicare, and estate matters.
  • Meeting to review findings together and create your Roadmap.
  • Stress test the Roadmap for sustainability and risks of “bad stuff” scenarios that could derail your plan.
  • Recommendations on areas needing attention and a written checklist of action steps.
  • 30 day online access to Roadmap and email support for any questions (extended indefinitely for ongoing wealth management clients).

Fee:  $2,000 & up (depending on client needs and complexity)


Ongoing Wealth Management


Once your Roadmap has been created, you have access to our ongoing Wealth Management services. This includes managing your investment portfolio(s), monitoring your Roadmap progress, alerting you to course corrections if needed, periodic financial planning reviews, and access to us for questions as they arise.

Let's talk about your Retirement


Wealth Management


So you have your Retirement Roadmap, but perhaps you don't love tracking financial and tax rules, watching markets, and making investment decisions. You'd rather spend your time with the people you love and the interests you enjoy most.

If that sounds like you, we can take care of those matters for you. As a Wealth Management client, we will manage your investments using defensive strategies rather than static portfolio models. We also offer the following at no additional charge:

  • Periodic financial planning reviews and updates to your Retirement Roadmap.
  • 24/7 online access for monitoring your Roadmap and/or aggregated household accounts.
  • Ongoing access to us for questions (email/Zoom/phone).

Management Fee

0.25% quarterly
(1.00% annualized)
up to $1,000,000 under management
negotiableon assets over $1,000,000


The fee is a percentage of assets under management and payable at the end of each quarter. Note that we consider cash to be an asset class and include it in our fee calculation (and when rates are low our fee may exceed money market yields). $350,000 minimum asset total for Wealth Management. $3,500 minimum annual fee. Minimums and service format may be negotiable on a case-by-case basis. Third party fees such as fund expenses or transaction charges are separate from the management fee charged by SecondHalf.

Let's talk about your Wealth Management


As-Needed Advice


Need advice or planning on just a few financial matters? Having a hard time finding an advisor who will help without requiring transfer of your investments under their management? 

We offer as-needed advice and limited scope planning to help you get clarity on your most important financial concerns.   

Here are some examples (which may be combined into multi-issue planning):

  • Analyze and recommend your best option(s) for claiming Social Security or a pension.
  • Guidance on retirement plan distribution requirements, including inherited retirement accounts.
  • Review your income tax picture and recommend strategies to reduce your taxes.
  • Explain in plain English how your 401(k), 403(b), or 457(b) plan works and your investment options.
  • Review your investment portfolio and make recommendations that you can implement yourself.
  • Update a Retirement Roadmap previously created together.
  • Provide an objective "second opinion" on a financial product or strategy that someone wants to sell you.
  • Assist in organizing your financial/tax/estate picture so you understand it better and can efficiently manage it yourself.
  • Help you analyze life's risks and determine how much insurance may be appropriate (not offered as a standalone engagement).
  • Serve as a sounding board or "thinking partner" on complex or thorny financial issues.

Fee: $500 & up (depending on client needs and complexity)

Includes time in preparation, meeting with you, and follow-up.

An estimate of the total fee will be payable in advance, with any remaining balance payable at conclusion of the engagement.

Let's talk about your Financial Concerns

About Us


Larry McClanahan CFP®, ChFC, CLU, CASL, EA Portland, OR Second Half Planning & Investment

Larry McClanahan, CFP®, EA

Hi, I’m Larry McClanahan.


My specialty is helping people age 50+ (second-halfers) create a financial roadmap that will serve them well, and then walking the path of life with them as their advisor.

But I haven't always been into financial planning...initially I was headed toward the ministry. After earning my ministry degree I discovered an aptitude for business and management, so more studies and a change in career path.

I’ve been an Accountant, City Manager, VP & CFO of a private college, and CFO of a Canadian startup firm. And while I was good at financial and organizational management, there's just something very satisfying about helping individual folks get clarity on their financial picture.

So in 1999, I shifted into personal financial planning and, as they say, the rest is history. I like how real financial planning melds the qualitative human side (values, priorities, behavior) with the quantitative financial element (strategies, "the math"). 

Read More


Our clients come to us from a wide variety of backgrounds but they share certain values, lifestage, and retirement, tax, and investment concerns.

We might be a good fit to work together if you live in Oregon and:

  • are in the second half of life (age 50+)—within a few years of retirement, already enjoying retirement, or engaged in an Encore career.
  • need specific advice or services in retirement planning and/or tax planning.

And if you're also seeking ongoing Wealth Management, you:

  • value an ongoing working relationship with your advisor to help stay on track.
  • want an investment manager who "plays defense" to help protect against large investment losses.
  • have at least $350,000 in household investment assets for management.
  • prefer to spend time with the people you love and interests you enjoy most, instead of researching financial and tax rules, watching markets, and making investment decisions.


I keep hearing the term fiduciary advisor. What does that mean?
Tell me about your investment philosophy and approach.
How are my investments protected from theft?
What about your ongoing contact with clients?
Do you work with other professionals?
How can I check your regulatory background?


Larry McClanahan has answered over 1,100 questions on consumer financial sites Investopedia, NerdWallet, WalletHub, and BrightScope. He has also been quoted in national media such as WSJ's MarketWatch, USA Today, Nasdaq, Investment News, and LifeHealth Pro.

5 Ways to Reduce Taxes When You Are In Retirement

Larry McClanahan quoted in Investopedia, article by Donna Fuscaldo, November 19, 2016.


Social Security: Saving vs. Delaying Benefits

Larry McClanahan quoted in Investopedia, article by Natasa Milas, July 29, 2016.


Want a Healthy, Rich Retirement? Keep Working

Larry McClanahan quoted in USA Today, article by NerdWallet's Kelsey Sheehy, June 6, 2015.


Think Twice Before Selling a Settlement

Larry McClanahan quoted on NerdWallet consumer website, article by NerdWallet's Tony Armstrong, May 22, 2015.


How to Pay Yourself in Retirement

Larry McClanahan quoted in Nasdaq, article by NerdWallet's Graham Ober, August 19, 2014


Should Millennials Plan Retirement the Way Boomers Did?

Larry McClanahan quoted in WSJ's MarketWatch, article by NerdWallet's Cliff Goldstein, June 25, 2014.


Financial Advisers Aren't Just For The Rich

Larry McClanahan quoted in WSJ's MarketWatch, article by NerdWallet's Cliff Goldstein, May 5, 2014.


Duration of Marriage and Divorce Affect Social Security Benefits

Larry McClanahan quoted in Investment News, article by Mary Beth Franklin, February 27, 2014.


Where Does Human Capital Fit Into The Income Plan

Larry McClanahan quoted in LifeHealth Pro, article by Warren Hersch, August 26, 2009.

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