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The Stacking Benjamins Show

Index Investing 101: Stop Picking Funds and Start Building the Mix That Actually Works (SB1834)

The Stacking Benjamins Show

Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP

Personal Finance, Financial Planning, Education, Retirement, Investing, Cfp, Business, Money

4.42K Ratings

🗓️ 27 April 2026

⏱️ 57 minutes

🧾️ Download transcript

Summary

Most investors spend their energy asking the wrong question. It's not which fund is best -- it's which combination of funds gets you to your actual goal at a cost and complexity level you'll actually maintain. Joe and OG break down the full index investing playbook: where to start, when to add complexity, what Wall Street calls indexing that really isn't, and the one number that should change how you think about your entire portfolio.

What You'll Walk Away With

  • Why the real argument for index investing isn't that nobody beats the market -- it's that you can't predict who will do it next
  • The crockpot principle of index investing -- and why the self-cleaning oven analogy might be even better
  • Why the S&P 500 and the total stock market index are closer than most people think -- and which one Joe is increasingly favoring for the long run
  • The $100,000 turning point: what changes about your investment strategy when the portfolio gets big enough to get scientific
  • The first two additions most Stackers should consider beyond their core index -- and why OG would actually add more than two
  • Why mixing index funds from different companies can quietly undermine your diversification without you ever knowing it
  • How to replace the word "index" with "list" to instantly identify whether a product is actually doing what you think it is
  • The buffered ETFs, factor ETFs, and active ETFs that call themselves indexes -- and why most Stackers should walk right past them
  • Why you're not racing against the index -- you're on a road trip -- and what that shift in framing changes about every investing decision
  • The season one recap from OG and Anna's financial planning basics series -- plus the free workbook that ties all seven episodes together

Why This Matters Now

In your 40s, the portfolio is finally big enough to matter -- and that's exactly when the temptation to complicate things gets strongest. New products, new strategies, and new buzzwords show up constantly, each promising a smarter approach. The investors who come out ahead aren't the ones who found the best fund. They're the ones who built something simple enough to maintain, scientific enough to optimize, and sturdy enough to hold through the moments when everything feels like it's falling apart.

From the Basement

Joe and OG dig into the full index investing playbook -- from the first fund a beginner should buy to the asset class combinations that actually improve long-term outcomes once the portfolio gets big enough to warrant it. OG and Anna close out their seven-week financial planning basics series with a full recap and the surprise release of a free downloadable workbook at stackingbenjamins.com/basicsguide. Doug arrives with Nolan Ryan trivia that connects strikeout records to index investing in a way that only the basement could pull off. Whether the analogy fully lands is a question best answered with your earbuds in.

Resources Mentioned


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Transcript

Click on a timestamp to play from that location

0:00.0

It's a sad day to day.

0:02.0

Yesterday, I celebrated what I think is going to be our last solo stove night out behind the basement.

0:08.7

You're allowed to light a fire whenever you want.

0:10.9

There's no rules.

0:12.6

You know, it's funny.

0:13.3

There was one time late in the summer.

0:15.5

We actually had a nice night.

0:18.3

And so I invited my friend Mike over, but it was like 70 something degrees. And Doug,

0:24.5

we're sitting a mile apart from each other across because the fire was so damn odd.

0:31.2

It was a nice day to sit outside. Not a great day for the campfire. So campfire's gone,

0:35.7

but you know what's still here? The salute to our troops. The men and women letting us podcast. That's who's still here.

0:43.0

Never leave. On behalf of the men and women making podcast in mom's basement and the men and women

0:47.7

stacking bedjubes around the world, thank you for keeping us safe to all of our troops,

0:52.8

our active duty, our vets, our, what do we got, National Guard.

0:57.6

Coast Guard, all of them.

0:59.5

Everybody. We got them all. Thanks to you. Let's go stack some Benjamins together now, shall we?

1:04.4

Thank you.

1:05.8

I guess you should have called. I did call earlier when using the phone. Earlier, when was that?

1:12.6

Or later, when then I left a message.

1:16.6

A message? What number did you call?

1:18.6

2, 4, 9er, 5, 6, 7, 8.

1:23.6

I can't hear you, you're trailing off.

...

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