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You know what you’re retiring from.



What will you retire to?

Whether you want a traditional retirement, a pivot to an Encore career, or a new pace that blends "retirement" with the work that you love, you need a financial roadmap designed around what's most important to you in life.

SecondHalf Planning & Investment is a Portland, Oregon fee-only retirement planning and wealth management firm. We specialize in helping people in their 50s and 60s get retirement-ready and successfully transition into the life of financial independence they want. 

Retire on your terms, not some artificial finish line or preconceived lifestyle pushed by society and the financial industry.


As Featured in:


Why Choose Us?


We Know Retirement Transitions and the Second Half of Life


You only get one chance to live your best life in retirement. And it's not just about the money, there are important non-financial factors as well. Tap our expertise in retirement lifestyle, integrating work with "retirement," Social Security strategies, income and distribution complexities, aging, housing decisions, estate issues, and end-of-life matters.

Our Investment Management Plays Defense


Large investment losses can be tough to take at any age, but devastating to your retirement nest egg. Most advisors put your investments in a static model portfolio which simply rides the markets wherever they go. Our Defender Tactical Strategies seek to minimize the downside while capturing a reasonable amount of financial upside when market conditions allow.

We Speak Tax


Do you know how to "play chess" with your retirement resources to keep the tax man in check? Are you tired of always filing last year's return with no planning to minimize future taxes? Tax permeates our thinking. In addition to our own tax expertise, we have a relationship with McClanahan Tax & Advisory for clients needing tax preparation and related services.


Services & Fees

Download a Visual of Our Services

Services & Fees Metrix Portland, OR Second Half Planning & Investment


Comprehensive Retirement Planning


Planning for retirement (or financial independence) is not just about the money--it's about making the most of your life's second half. 

We help you create a Roadmap for Retirement that harmonizes the life you want with what's possible given your financial resources. This financial plan is living, continuously-updated, and you have 24/7 online access to your status. Our planning also includes Retirement Transition Coaching elements to help you address the non-financial factors that are critical to a fulfilling retirement.




Initial Financial Planning


Roadmap for Retirement includes:

  • Comprehensive retirement review and analysis including: spending plan, Social Security, pension, investments, retirement accounts, tax issues, healthcare/Medicare, and estate matters. See Services Matrix for entire list.
  • Meeting to review findings together and create your Roadmap.
  • Stress test Roadmap for sustainability and the risks of various “bad stuff” scenarios.
  • Recommendations on areas needing attention and a written checklist of action steps.
  • 30 day online access to Roadmap (no limit if you retain our ongoing services).
  • 30 day email access to us for questions (no time limit if you retain us).

Fee:  typically $2,000-$4,000, depending on client needs and complexity


Ongoing Financial 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've created a Roadmap for Retirement and your plan gives you confidence and peace of mind. You're set for the journey.

But perhaps you don't love researching investments, watching the markets, and making investment decisions. Maybe you'd rather not be bothered with keeping up on the latest tax law changes, estate developments, and financial strategies. You'd rather spend your time with the people you love and the interests you enjoy most.

We completely understand and offer ongoing Wealth Management services to clients who'd like us to handle those matters and manage their assets. 

As a Wealth Management client, we will manage your investments using our Defender Tactical Strategies rather than static portfolio models. You will also receive the following at no additional charge:

  • Routine financial planning reviews and updates to your Roadmap for Retirement.
  • 24/7 online access for monitoring your Roadmap and/or aggregated household accounts.
  • Convenience of periodic review with us at your home or office for local clients (by phone or online for distant clients).
  • Ongoing access to us for questions (email/phone).

Management Fee

0.25% quarterlyup 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. $250,000 minimum asset total for Wealth Management. $2,500 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


On-Demand Financial Advice


Not everyone needs a full-blown retirement plan. And some people are do-it-yourself investors while others may have only a few financial questions from time to time. For these folks, we offer as-needed financial advice on an hourly or project basis, such as:

  • Review your investment portfolio and make recommendations that you can implement yourself
  • Explain in plain English how your 401(k), 403(b), or 457(b) plan works and your investment options
  • Review your income tax picture and recommend strategies to reduce your taxes
  • Advice on maximizing your Social Security or claiming a pension
  • Objective "second opinion" on a financial product another advisor wants to sell you
  • Analyzing life's risks and determining how much insurance may be appropriate (not available as standalone service)
  • Help choosing the employee benefit options that are best for you
  • 401(k) retirement plan consulting and advice for the plan’s sponsor
  • Specialized financial analysis on unusual projects

Fee:  $200 per hour (2 hour minimum)

Let's talk about your Financial Questions

About Larry McClanahan, CFP®


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

Larry McClanahan, CFP®, CASL, EA

Hi, I’m Larry McClanahan.


The retirement transition and modern aging are complex matters with a lot of moving parts. Too many folks fail to plan properly and make unsalvageable retirement and investment decisions. I aim to fix that.

My specialty is helping people in their 50s and 60s (second-halfers) create a financial roadmap that will serve them well, and then walk 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, and Vice President & CFO of a 5-school education institution. And while I was good at financial and organizational management, there's just something very satisfying about helping people get clarity on their financial picture.

Read More


Our clients come to us from a wide variety of backgrounds. But they share in common certain values, lifestage, retirement and investment concerns, and how they prefer to work with their advisor.

We might be a good fit to work together if:

  • You are in the second half of life (age 50+)—within a few years of retirement, already enjoying retirement, or engaged in an Encore career.
  • You understand the importance of a well-planned retirement transition and the value of periodic retirement check-ups to stay on track.
  • You want to delegate portfolio management ($250,000+) to a professional who “plays defense” to help protect against large losses.
  • You prefer to spend time with the people you love and interests you enjoy most, instead of watching markets, making investment decisions, and managing financial details.


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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