We are Waypoint.

We are an independent, fee-only Registered Investment Advisor firm. We are on our clients’ side in a close, caring relationship filled with plain-spoken advice and experienced perspective. We help people move past financial conflicts and complexities to a place where they can gain peace of mind with their retirement and investment planning.


Through the years, we’ve been helping individuals and families find their financial way.

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We embrace evidence over emotions — because hopes and hunches are no way to prepare for financial freedom.

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We’re here for you: Advising you and your family, advancing your goals, enriching your relationships.

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Viewpoints Commentary

If You Ever Needed More Evidence To Properly Diversify…

We’ve said it before.  There is nothing better than seeing a few concise, clear pictures that demonstrate (again) why as investors we follow the path we do.  Dimensional Fund Advisors (DFA) recently came out with a piece that may help you to remember what we absolutely believe to be true.  That is (in their words):

  • Returns can vary sharply from one period to another
  • Holding a broadly diversified portfolio can help smooth out the swings, and
  • Focusing on known drivers of higher expected returns can increase the potential for long-term success

Reminders like this can also help us to answer certain questions we should naturally have from time to time.  Questions such as “why would I continue to hold an investment that (in the short-term) has simply stunk?”  To understand this more, let’s first start by looking at US Stocks (S&P 500) in the first decade of the 21st century (2000-2009) versus the second (2010 until June 2019). Note that you can click on each image to see a larger view:


If you’re like me, you may be glad that US Stocks are held in portfolios in some way, given their run over the last ten years.  But what concerns me more is seeing that first decade (at left).  What if US stocks go through a long period of time like this, and you’re just beginning to take income now from your portfolio? > SEE MORE

Yesterday, Today, Tomorrow…Where Are We?

I recently had a conversation with my youngest son, who is seven years old.  “Daddy.”  He says.  “A few days ago I built a fort and it was fun.”  “That’s great,” I tell him.  “When exactly did you get to do that?”  “Tomorrow” he replies, before correcting himself.  “No, no.  It was tonight. I mean yesterday.”

This exchange has been typical as Zachary learns where he and his (very important) events lie on the spectrum of time.  Something from the past has occurred but putting it into the context of when exactly that took place (and verbalizing it correctly) is something he is learning to do.  Understanding when something took place in the context of time is a bit of a challenge for him right now.

To me, this is similar to the perspective we can have with our investment portfolios and the markets.  > SEE MORE

The Mystery of Annual Returns

Maybe it’s just me, but I love it when I see or hear something that can help you (the client/investor) to get a clearer perspective so that you can tune out the “noise” and worry less about money.  For example, if there was something that you could know (maybe again?) that reminded you how irrelevant it is to dwell on short-term returns with investments, would you want to know more about it?


I recently came across an article written by Doug Buchan, from our advisor community (full article is here if you want to read it).  He reviewed the last 92 years of market history and made an illuminating observation.

First, he points out (like we have many times before) that the “stock market” (S&P 500) has averaged 10%/year over the last 92 years.  You’ve probably heard that before.  It’s these next two questions, however, where it starts to get fun:

  • Question #1: out of all those years, how many times did the S&P 500 end a year with an average return between 8 and 10%?
  • Question #2: out of all those same years, how many times did the stock market have a return higher than 20%, or worse than negative 20%?