In our prior post, It's OK to Put Off Retirement Savings Until You're Older - It's Easier Then..., we analyzed saving at different rates, for different time periods, assuming real returns of 7%.
The astute reader, who read our post on Sequence Of Returns Risk, would have wondered how those results would have changed given actual historic returns, which is what is analyzed below.
Savings Invested in the S&P500

The chart above is the result of simulating 30 years of saving $1000/month, savings are being invested in the S&P500, where savings start in each year from 1929-1995. Each line represents the savings growing over the 30 years for each potential savings starting year from 1929-1995. Note that real returns(inflation adjusted) are used to keep dollar value constant for all years.

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View Video Transcript
You know, so many of us share this
common goal, right? We save for decades
trying to build up enough to have a
really comfortable retirement. We punch
numbers into those online calculators.
They spit out a nice neat target number
and we aim for it. But what if I told
you that one of the biggest, and I mean
biggest factors in how much you end up
with is something you have absolutely
zero control over. Today, we're going to
dig into the wild, surprising role that
pure, simple luck plays in your
retirement. So, let's start with a
really straightforward question. Imagine
you are super disciplined. You save
$1,000 every single month for 30 years
straight. No exceptions. Does that make
you a millionaire? You know, the common
wisdom and a lot of the tools you find
online, they'd have you believe the
answer is a simple resounding yes. But
as we're about to see, the real answer
is, well, it's a whole lot messier than
that. So, first, let's just look at that
simple promise. The one that assumes
everything is smooth sailing, a nice
predictable journey to becoming a
millionaire. Okay? So, if you assume a
constant steady return of 7% a year
after inflation, which is a pretty
common benchmark people use, then yeah,
after 30 years of tucking away a grand a
month, you'd end up with a cool 1.2
million bucks. It's clean, it's
encouraging, and honestly, it's the
number that a whole lot of financial
advice is built on. But here's the
thing, and we all know this intuitively,
right? The market doesn't just hand you
a neat 7% every year like clockwork. Oh,
no. It zigs, it zags, it booms, and then
it busts. And all that messiness, that
volatility, it completely changes the
game. And this brings us to the absolute
heart of the matter. The massive role
that pure luck plays in all this. It's
not just about how much you save. It
turns out it's just as much about when
you happen to be saving it. All right,
take a look at this. It might look like
a plate of spaghetti, but what you're
seeing is a historical simulation. Every
single one of those gray lines, that's a
person saving $1,000 a month for 30
years invested in the S&P 500. The only
thing that's different between all of
them, the year they started saving. It's
just incredible. This chart shows some
people just barely squeaking over the
million-dollar line, while others are
way, way up there, all for following the
exact same plan. So, let's try to unpack
these crazy results a little more. We'll
start by focusing on this all stock
portfolio. You know, the high-risk,
highreward approach. Now, this is where
it gets really fascinating. This chart
organizes all that chaos. It's what's
called a histogram, and it shows the
final portfolio balances. And see those
little numbers in the boxes? Those are
the start years for each 30 years saving
journey. You can see it right away. Look
at the far left. Those are the unlucky
savers, the folks who happen to start in
the early 1950s. And then look all the
way to the far right. Those are the
luckiest ones who had the incredible
good fortune to start saving in the late
1930s. And the difference between them
is just staggering. I mean, the
unluckiest saver, who did everything
right, followed the plan to a te and did
their 30 years with just $527,000.
Meanwhile, the luckiest saver, following
the identical strategy, retired with
over $2.4 million.
Wow. Let me just put that another way so
it really sinks in. The luckiest person
ended up with 4.6 times more money than
the unluckiest person. Think about that.
same savings, same discipline, same
investment. The only difference was a
different roll of the dice on what year
they happen to be born and start their
career. So, if going allin on stocks is
such a roller coaster, what about
playing it a little safer? You know, can
we tame some of that wildness by
diversifying a bit? Let's see what
happens. So, to test this, the source
material ran the exact same simulation,
but this time with a more conservative
portfolio. It's a classic, a 50/50
split. half your money in stocks, the
other half in highquality corporate
bonds. The whole idea here is that the
bonds are supposed to smooth out the
ride when the stock market gets choppy.
And this sideby-side comparison just
illustrates the effect perfectly. On the
left, you've got the all stock portfolio
we were just looking at. On the right,
the new 50/50 portfolio. You can see it
immediately, right? The results on the
right are much more bunched up. Those
crazy multi-million dollar wins are
gone, but all the outcomes are a lot
more clustered together in the middle.
Okay, let's put some hard numbers to
that. So, yeah, diversifying it did
exactly what you'd think. It lowered the
ceiling. The absolute best case scenario
dropped from 2.4 million down to 1.4
million. The median or kind of the
typical outcome also fell from over 1.2
million to about $843,000.
But, and this is the real kicker, look
at the worst case scenario, it barely
moved. The unluckiest all stock saver
ended up with $527,000.
the unluckiest 50/50 saver. They ended
with $513,000.
So, playing it safe didn't really save
you from the absolute worst luck of the
draw. So, what in the world is the
takeaway here? I mean, if even a safer
strategy can't totally protect you from
a bad roll of the dice, how are we
supposed to approach planning for our
own retirement? Well, it really brings
two of the oldest warnings in finance
into sharp focus. You've heard them a
million times. Past results are not
indicative of future results. And my
personal favorite, your mileage may
vary. This historical data, it isn't a
crystal ball. Think of it more like a
map that shows the huge, huge range of
possible destinations you could end up
in, even if you follow the exact same
road as everyone else. And that leads us
to what is probably the single most
important lesson from all of this. Don't
don't anchor your entire financial
future to a single average number that a
calculator spits out. History shows us
that our saving careers are, you know,
relatively short and the 30 years we get
might not look anything like the
long-term market average. So, the
crucial thing is this. Plan for a range
of outcomes. Yeah, hope for the best,
but you have to prepare for outcomes
that could be substantially different
and maybe a lot lower than the average.
Because when it's all said and done, the
only thing you can truly control is how
you plan for that uncertainty.