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Stop Maximizing Returns. Start Maximizing After-Tax Wealth
28th September 2026 • Views from 6,230 • Ryan Nauman
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Ryan Nauman interviews Shang Chou, co-founder and managing partner at Dishmi Capital, about how portfolio construction is evolving beyond traditional 60/40 and mean-variance optimization toward maximizing after-tax wealth. Shang shares his Wall Street background (PIMCO, J.P. Morgan, Goldman Sachs), work at Simplify Asset Management, and the personal liquidity-event experience that motivated Dishmi’s focus on helping taxable investors with concentrated stock and major life events. He argues advisors leave “structural alpha” untapped by optimizing for pre-tax returns and outlines a three-dimensional framework—time, the full balance sheet (including proactive, tax-aware borrowing), and an expanded solution set—highlighting tools like tax-aware long-short, exchange funds, variable prepaid forwards, collars, SPX box spreads, and Section 351 exchanges. He predicts tax-aware portfolio construction will become table stakes and expects continued growth in the independent advisory channel.

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00:00 Why Tax Alpha Matters

01:10 Meet Shang Chou

02:44 Founding Dishmi Capital

05:17 Planning Before Liquidity

06:28 PIMCO Structural Alpha

08:55 After Tax Mindset Shift

12:27 Three Dimensional Framework

15:33 Borrowing Smarter for Homes

17:41 Institutional Tools for Advisors

20:32 Biggest Untapped Tax Wins

23:13 Which Strategies Go Mainstream

25:56 Life Events Drive Planning

28:28 Future of Tax Aware Advice

31:38 Where to Find Sheng

32:12 Closing and Subscribe

Transcripts

Speaker:

Shang Approval first video1827908984:

Hello, everyone portfolio construction has

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evolved over the years as more pressure

has been put on the 60/40 portfolio, and

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innovation has brought more sophisticated

investment strategies to retail

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investors, while a bigger emphasis has

been placed on limiting tax obligations.

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Well, I have on an industry expert

who's gonna share his thoughts a- and

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a very interesting take on portfolio

construction and generating tax alpha.

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All right.

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Let's go ahead and get started.

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I have already talked enough, and let's go

ahead and bring on the star of the show.

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I'd like to give a very

warm welcome to Sheng Cao.

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Sheng is a co-founder and managing

partner at Dishmi Capital.

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Sheng, thank you so much

for coming on the show.

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It's an honor to have you.

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I'm really excited

about this conversation.

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As you know, limiting taxes, generating

tax alpha is very important today.

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So, um, can you go ahead and

please tell us a little bit more

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about yourself and Dishmi Capital?

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Absolutely.

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And first of all, Ryan, thank

you so much for having me.

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I'm really excited for our conversation.

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Uh, just a quick background on myself.

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Um, you know, I've worked on Wall

Street for 20-plus years, with the

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bulk of my time spent actually on the

institutional asset management side.

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I would say my formative years

were with PIMCO in the early:

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uh, on the fixed income side.

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I've also spent time at J.P.

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Morgan and Goldman Sachs.

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Uh, always had a bit of an entrepreneurial

bent myself, and so, uh, during COVID,

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when we were all working from home,

I joined a group of PIMCO colleagues

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and helped build an asset management

firm called Simplify Asset Management.

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We were the some of the first in the

ETF industry to put over-the-counter and

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listed derivatives into the ETF wrapper.

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Also worked on things like

Section 351 exchanges, which

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we can get into more later.

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Uh, but what I was seeing was that

there was this democratization of some

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really complex, sophisticated products

that can really help move the needle.

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So about a year ago, I launched

my firm, Dishmi Capital.

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Uh, quite simply, we're an

SEC-registered investment advisory firm.

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Uh, and what we specialize and do for

folks is we try to think, uh, very

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thoughtfully about things like tax alpha,

alternative investing, uh, because we

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see there's so many really great tools

and solutions out there that can really

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move the needle for taxable investors.

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Yeah, that's fantastic, Sheng.

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I love your experience.

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You started at PIMCO.

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I know the team over

at Simplify very well.

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Great team.

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You've started a great thing there.

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Love it.

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So let's, um, focus on Dishme.

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Why did you start Dishme Capital?

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What was it?

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You just thought- Yeah … "You know what?

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Let's, let's go on my own here

and- Yeah … do my own thing."

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Or, or what was the

thinking behind starting it?

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Yeah.

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You know, and it comes down to a

very, like, personal and visceral

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experience I had with my own family.

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Um, when I was, you know, getting my MBA

ree at UCLA in the, you know,:

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2014, my fiance, who's now my wife,

um, was in biotech, and she had joined

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this fledgling startup in Santa Monica,

which ended up going public and then

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getting acquired by Gilead for, like,

billi- billions and billions of dollars.

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And I'll never forget the morning we

woke up where we were these two young

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kids with, you know, tons of grad

school debt, you know, didn't have two

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nickels to rub together, and overnight

we became, I guess, what you would

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call a high net worth individual.

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Uh, along that path, you know, I

always say I- we made so many mistakes

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because we really didn't know what

we were doing, and we didn't go and

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seek the advice of, you know, someone

who could help us navigate this.

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Um, at the time, you know, we

were just thrilled and delighted.

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You know, we were…

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I remember it was almost euphoric when we

got the news that the company was bought.

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But what we didn't realize was we had

actually just signed on to get on for the

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rollercoaster ride of our lives, right?

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Because when you have a big portion

of your net worth in a single stock,

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you get on the ups and the downs, and

you can see some really big swings.

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And so that experience really taught

me a lot, and I spent the next 10-plus

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years of my life really building

some products that can help, you

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know, things like exchange funds.

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I also use tools like

variable prepaid forwards.

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Uh, in recent years, we've seen the

rise of things like tax wear long-short.

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So this whole solution set, you

know, has been brought to market by

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all these asset management firms.

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And now as advisors on the independent

side, right, we have this really cool

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opportunity to work with this whole

solution set and really help tax law

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advisors navigate these types of events.

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Sheng, I love that.

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I love that you, you know, started

based on your, you know, personal

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experiences, your- and your wife's.

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That's fantastic.

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And I feel as if what you went through

then, you and your wife, and, you know,

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have all this exposure in one stock.

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You know, you, you had a

liquidity event worked out well.

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I feel like more and more people are

experiencing that now with these AI

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startups and these tech startups.

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Now all of a sudden they sell, they

merge, they have this liquidity

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event, and now all of a sudden they're

in flux with all this money that

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maybe they didn't have yesterday.

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So I have a feeling your experience works

very well with what's going on today.

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A- absolutely.

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And, you know, the, the one lesson that I

really picked up was it's never too early

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to start planning and thinking ahead.

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Um, for us, you know, in like 2015,

:

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young kids living in an apartment.

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Um, you know, we had aspirations

and we had goals, right?

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This was what our life was about, and

we wanted to get married, we wanted

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to buy a home and start a family.

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And in hindsight, had we planned

more proactively, we co- could have

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probably achieved a lot of those

goals and objectives in a way that

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was potentially more tax efficient.

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You know, uh, we wouldn't have gotten

surprised with the massive tax bill

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when we went to see our CPA at,

you know, the start of the year.

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Um, and so, you know, that extra ounce

of planning, it doesn't take a lot of

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effort or time, but it can go a really

long way in helping, you know, change

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the outcomes of these situations.

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Yeah.

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That's fantastic.

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And you brought up, you know, taxes.

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I'm sure, you know, when you get

that liquidity event, let's say you

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sell a business or, you know, you

capitalize on a, you know, being part

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of a business that was sold- Tax is

our big impact on, on that liquidity

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event and, and bringing money.

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And you mentioned during your time at

PIMCO, you've compared, um, today's

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taxable wealth management industry and

the fixed income industry before Bill

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Gross really transformed it at PIMCO.

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You state that advisors are leaving

structural alpha on the table.

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What similarities do you see, and why is

now the right time to rethink portfolio

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construction for that taxable investor?

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Yeah.

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Yeah, absolutely, Ryan.

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And, you know, just to share with, you

know, your viewers, you know, it's-- I,

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I drew the comparison to, you know, PIMCO

in the '70s where at the time bonds were a

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very sleepy part of, you know, the market.

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People would just buy and clip

coupons and hold them to maturity.

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Then along came, uh, you know, these,

the scrappy group of folks who said,

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"Hey, why don't we actively manage this?

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We can trade them.

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We can try to buy them for a

certain price, sell them for more.

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We can roll down the yield curve."

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And then as the derivatives market

started evolving, they started

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using things like options and very,

very early on things like swaps.

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And this was able to create sort

of the structural advantage in how

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they built and created portfolios.

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Uh, you know, I worked there from

the start of:

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2014, so just under four years.

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But when I was there, I remember,

you know, we had an equity suite,

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you know, at the time, uh, at PIMCO.

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And what they were doing was effectively

using derivatives to replicate some

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sort of beta or broad S&P 500 exposure.

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But when you use derivatives, they

can be very capital efficient.

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And so let's say for every $10 of

exposure in the S&P 500, you might

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only need to outlay two or $3, and that

remaining seven or $8 can be actively

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managed and to buy things like, you know,

investment grade corporate bonds or, you

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know, agency debt or something that can

outperform sort of the cost of financing.

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And you end up with a exposure that

looks and feels very much like the

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S&P 500, but is structurally set up

to outperform it just by a little bit.

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And so that concept always stuck with

me, and we see a lot of parallels to

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that today in sort of the tax-ware

investing world for individuals.

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Yeah, it's interesting because now

within just ETF wrappers, all the

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derivatives that are now being used

in the ETF wrapper, they've become

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very popular, whether it's using

to generate, uh, or enhance income

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or eliminating drawdown, uh, risk.

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So it's interesting that, you know, PIMCO

was doing it, you know, 10 years ago.

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That's fantastic.

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Absolutely, yeah.

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So you suggest that many advisors

still optimize portfol- portfolios

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primarily for, uh, pre-tax returns

using traditional risk allocation or

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asset allocation models, whether it's

60/40 or just a, you know, efficient

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frontier mean-variance optimization.

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How should financial advisors

begin shifting their mindset toward

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maximizing after-tax wealth instead of

simply maximizing investment returns

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via a 60/40 portfolio framework?

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Yeah.

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Yeah, absolutely, Ryan.

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And I think first and foremost, you

know, I would say, you know, I think

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you and I and most of your viewers,

in fact, all of your viewers, you

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know, we all eat after-tax returns.

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Like, the things we pay our mortgages

with, you know, our kids' tuition,

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like our food on the table, those

are after-tax dollars that we spend.

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So it's very important to think

through both the pre-tax as

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well as the after-tax lens.

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And, you know, historically in the

industry, at least from everything I've

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seen, the general portfolio construction

process might look something like this.

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You know, you'll sit down with

your advisor, have a conversation

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about your goals, your

objectives, your risk tolerance.

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Some of that data might get plugged

into some financial planning software.

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Uh, they'll share a Monte Carlo

simulation to make it look really fancy.

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Maybe they'll share a probability

number of you achieving your goals.

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And they also take your starting portfolio

today, and usually they show you a

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new portfolio which will increase the

chance of you hitting your goals, right?

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And so when you think about that, it's

a very static process that sort of just

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assumes, like, this moment in time, this

portfolio I'm gonna show you is gonna

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be the right thing for us to do for the

next, you know, three to five years.

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Plus, we may maybe make some

tactical adjustments along the way.

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And currently, all of the inputs that

got baked into this whole process,

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right, the capital market assumptions,

those mean-variance optimization things

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we did, uh, those are all based on,

you know, like pre-tax returns and,

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you know, correlations that were sort

of based on historical precedents.

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So there's a lot of

assumptions baked into this.

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And what I'm saying is that I think,

you know, that's a good process.

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It's works reasonably

well for most people.

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But when you think reasonably well,

it also leaves a lot on the table.

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And so maybe a different way to think

about it is to think rather than go

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through this static process, we should

think dynamically over a period of

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time because our tax realization, our

tax profiles are gonna evolve, right?

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We should think through

holistically both the asset side

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as well as the liability side.

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You know, like, much like a pension plan

might do liability-driven investing, let's

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think about both sides of that, right?

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And then let's bring some of these

new solutions that we've kind

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of, you know, have come to market

and are accessible to most of us.

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Maybe there's ways we can help, you know,

augment some of those return profiles.

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So there's a lot of different ways

to slice and dice this, but I'm

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saying I think we can maybe evolve

from beyond that traditional planning

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process into something different.

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Yeah, Sheng, I think that's fantastic.

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You know, at Zephyr and,

you know, we focus…

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I've done a lot of research.

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I'm a big advocate of mean-variance

optimization, the efficient front,

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and just, um, modern portfolio theory.

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However, things have changed, just

like the nine-style equity box.

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Maybe it's time to move past that.

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Um, things are evolving.

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You know, that worked really

good when it was just basic US

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equities, foreign equities, fixed

income, and create a portfolio.

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But now things have changed,

so now I think it's a very good

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point that maybe you broaden the

horizon in terms of building that

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portfolio, portfolio construction.

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And you've come up, you've mentioned

it just briefly there, come up with

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a three-dimensional framework, which

includes time, the balance sheet,

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and an investment solution set.

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Can you maybe talk more and walk through

each, uh, each dimension, explain

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why considering all three together

can create better client outcomes?

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Yeah, absolutely.

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Um, you know, I would say

first, for time, you know, the

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reality is we are individuals

that have finite time horizons.

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A lot of the previous portfolio

construction processes maybe were

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borrowed from the institutional

world, like the endowment model.

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You know, endowments have

infinite horizons, right?

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They don't fear emo- they

don't feel emotions the way

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we do, like fear and greed.

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Uh, and so we should maybe tailor the

way we invest, you know, from there.

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Uh, and concurrently, right, if you can

imagine if you're an individual navigating

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an upcoming sale of a business, you might

have a concentrated single stock position,

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or just maybe a very complex, varying,

you know, tax, um, picture, you know,

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over the next few years of your life.

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You wanna be thoughtful around that.

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You wanna plan for that, right?

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Something you do this year might look

a little bit different the next year.

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And importantly, by doing those

different things, you can really move

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the needle and add significant value.

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Um, along the lines of the asset and

liability side, you know, it, it just

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seems so obvious where, like, you know, we

are individuals, much like corporations,

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that have assets and, and liabilities

on both sides of the balance sheet.

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But the reality is the industry

is so silent on the, on

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only the asset side, right?

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And even within the asset side, you

carve out these sub-asset classes and,

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you know, no one's really thinking

about how should we borrow efficiently.

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Everyone's sort of borrowing

just in time, right?

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If I wanna buy a house, oh,

shoot, I should call the bank

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and try to figure out a mortgage.

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You know, if I'm gonna buy some, buy a

car, you know, I should get a car loan.

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But no one's really thinking, "Well,

let's proactively, structurally set up

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our balance sheet so that we have the

flexibility to borrow at the lowest

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cost possible, and have that flexibility

on hand for whenever we need it."

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So that's the way that

we think about borrowing.

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Uh, and then lastly, the solution set.

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You know, like, it's been really

incredible the last few years.

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You know, as I mentioned, things like

tax-aware long-short, tax-aware trader

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hedge funds, the variable prepaid

forwards, flex color options, SPX box

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spreads, you know, exchange funds.

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These are now accessible to individual

investors through advisors, you know.

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And so they've become so much more

accessible from even just five years ago.

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So the toolkit has really,

really greatly expanded.

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Mm-hmm.

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I agree.

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That, uh, the solution set, like

you said, is expand- Every day

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we're getting new exotic ETFs, which

depending on where you sit, might

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be a little bit too exotic for some.

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But again, it helps, you know,

potentially build better investment,

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uh, portfolios for clients to help

them achieve their goals- Yeah … if

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they're used the right way.

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I love your take on the balance

sheet and just borrowing.

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Like you said, n- I'd say 99% of us,

we just say, "All right, buy a car.

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We gotta go to the big banks and, and

get a car loan or a mortgage," and

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there's not very many other options.

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So I'm glad you brought that up.

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And is, is there a place where clients

can maybe, or- You know, borrowers can

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get more information- Yeah … about

doing different things there?

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Yeah.

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You know, and, and I had this

conversation actually very

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recently, um, with an individual

who's looking to buy a new home.

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And I think traditionally the

order of operations might be to

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borrow first, then buy, right?

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You go to your bank, apply for a

mortgage, go through underwriting, and

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then you can go acquire the house with

a down payment and with the mortgage.

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What that ends up happening is, if

you do it that way, you are capped at

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up to 750,000 of, of, uh, deductible

interest on that mortgage debt.

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And so, you know, you can actually

change the order of operations by

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buying first and then borrowing.

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And if you do it that way,

you end up actually…

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you can actually override

that $750,000 cap.

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And one of the potential paths we

discussed was, well, if you happen

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to have a brokerage account with a

portfolio on there, let's take a look

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at that, and maybe there's ways we

can de-risk that, you know, portfolio.

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If it's, say, in equities or single

stock, maybe we can collar the

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position so that it's, we know worst

case this is gonna be the floor.

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But once the floor is established, we

can do something like trade an SPX box

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spread, which can allow you to borrow at

pretty much near or at risk-free rates.

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And it's also a very tax efficient

way to borrow because you can

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deduct the cost of borrowing.

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And then you take that, those

proceeds and you buy the house.

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Once you've bought the house,

you can do a cash out refinance

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through your bank, right?

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And then those proceeds are, are

deductible and limited against, uh,

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you know, things like investment,

uh, interest from investing.

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And so there's just, you know,

creative ways to think about the

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order of operations and, you know,

in conjunction with your bank, with

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your advisor, your tax advisor.

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Uh, you know, I think there's just

ways to unlock some value for clients

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that are looking to, to undergo these

major transactions in their life.

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Yeah.

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That's fantastic.

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And like you said, Shane, e-

for a lot of people they're, you

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know, they don't think of that way

of, you know, tax alpha, right?

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So lot of good options out there.

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You know, reach out to somebody like

yourself who can, you know, help financial

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advisors with those different ideas.

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And you've talked about institutional

investors, you know, investing like an

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institution in a hedge fund approach.

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Their approach to portfolio construction

is different than most wealth managers.

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What are the biggest lessons advisors

can borrow from institutional

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portfolio management without making

portfolios overly complicated?

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Yeah.

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And I think that's one of the

exciting things you, you touched

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on earlier too, Ryan, which is this

proliferation of, you know, ETFs.

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And, you know, I think at

this point there's more ETFs

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than there are single stocks.

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Uh, but along the way, you know, there's

been some really interesting products that

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have democratized what's been traditional

and institutional investment strategies.

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Portable alpha, return stacking, you know,

derivatives, hedging, liquid alternatives.

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:

And now, you know, advisors and

individual investors can potentially

343

:

use these tools to really create better,

more robust and optimal portfolios.

344

:

Um, I'll give you one really simple

low-hanging fruit example, which

345

:

is, you know, historically, we've

sort of depended on stocks and bonds

346

:

to be diversifying to each other.

347

:

You know, bonds are supposed to dampen

the volatility, but you might have

348

:

a time like in 2022 when the Fed

commenced, you know, the rate hiking

349

:

cycle, and bonds sold off that year,

equity sold off as well, where that sixty

350

:

forty, you know, suddenly broke down.

351

:

You know, something like managed

futures or trend following, you know,

352

:

historically these exposures have

provided really great amounts of things,

353

:

what we call crisis alpha, right?

354

:

These are low to kind of, you know,

low teens to high single digits,

355

:

absolute returns that are uncorrelated

with both stocks and bonds.

356

:

So you can imagine in a scenario like

twenty twenty two, obviously, with

357

:

the caveat that past performance is

not indicative of future performance.

358

:

But, you know, it's delivered

sort of a diversification effect,

359

:

and that's made for better, more

robust portfolios for investors.

360

:

So tools like that are now at

pretty much everyone's fingertips,

361

:

and it's an exciting time.

362

:

Yeah, and at the f- at the, you

know, kind of outside looking

363

:

in, they sound complicated.

364

:

They might sound like, "You know what?

365

:

How am I gonna explain this to a client?"

366

:

But there's a lot of education out

there now, whether it's on a podcast or

367

:

blogs about this, and, and help, like

Dishme, that, you know, can help advisors

368

:

understand these strategies where…

369

:

And if they're in a ETF wrapper,

they're much easier to implement

370

:

than, say, doing a collared

spread or all these o- different-

371

:

Yeah … option strategies on your own.

372

:

So I love that there's all this

democratization in investing.

373

:

But again, financial advisors,

I say this a lot, make sure you

374

:

know what you're getting into.

375

:

Do the research on these strategies

so you can, um, help your

376

:

clients and position them better.

377

:

Absolutely.

378

:

You know, many advisors, they focus

on generating investment alpha.

379

:

You know, we here at, you know, Zephyr,

we talk a lot about generating alpha.

380

:

It's very important.

381

:

But you make the compelling case

that tax alpha can compound into

382

:

significant lifetime wealth.

383

:

In your experience, where are advisors

leaving the greatest tax opportunities

384

:

untapped, and what changes could have

the biggest impact for affluent clients?

385

:

Yeah, absolutely.

386

:

And, you know, uh, just in terms

of alpha, you know, it's incredibly

387

:

ephemeral, difficult to capture, you

know, and there are some very, very

388

:

smart people, people much smarter

than me, who are trying to seek that

389

:

out in the form of, you know, hedge

funds, venture capital, private equity.

390

:

Where I think as an advisor I can

truly add value is by doing very

391

:

rigorous, thoughtful diligence

on these said manner, right?

392

:

In terms of investment alpha, pre-tax

alpha, um, I, I don't think I'm the

393

:

right person to go pick stocks and

think that they're gonna outperform

394

:

the S&P or something like that.

395

:

But we, we know a number of managers

that are very thoughtful and

396

:

have a track record of doing so.

397

:

So that's on the investment alpha side.

398

:

I think my role is more

diligence, research, right?

399

:

Staying up to trends, uh, of what's

going on in the industry and getting

400

:

access, importantly, for our clients.

401

:

I think as advisors, though, the

tax office side is something that

402

:

we can really add a ton of value on.

403

:

A lot of that lies, frankly,

in just the structuring of both

404

:

the asset side and the liability

side of a client's balance sheet.

405

:

You know, when I think of a client's,

you know, assets that they hold,

406

:

there's sort of two roles, right?

407

:

There's the investment role

it has to fulfill, right?

408

:

Think maybe you have some core

US equities, you know, that's

409

:

your growth bucket, that's

gonna keep up with inflation.

410

:

Uh, you know, long term, you know,

over 10, 20 years, it should, you know,

411

:

grow into something very meaningful.

412

:

But there's also a tax side of it, right?

413

:

And so is there a way that maybe we

can restructure those core US equity

414

:

exposures in a way that's gonna help you

produce better after-tax results, right?

415

:

And so that's where I think advisors

can really step in using some of

416

:

those tools we mentioned earlier,

and really help reshape the client's

417

:

assets and liabilities, right?

418

:

And align it in a way that

matches their overall tax profile.

419

:

Mm-hmm.

420

:

Yeah.

421

:

Going back to the investment alpha,

generating alpha now is so difficult

422

:

with markets as efficient as ever.

423

:

Then you have, you know, such high

concentration in those 10 names, big tech,

424

:

makes it very difficult to generate alpha.

425

:

So like you said, there's a lot of

other ways to generate alpha that

426

:

doesn't involve the investment

part, which is very difficult.

427

:

So very good points.

428

:

You discussed strategies and p-

earlier, like, you know, we have the

429

:

long-short overlays, we have exchange

fund, y- this Section 351 exchanges,

430

:

which are becoming very popular

now, variable prepaid forwards, and

431

:

other sophisticated planning tools.

432

:

Which of these do you believe are becoming

mainstream for advisors working with high

433

:

net worth clients, and which maybe remain

underutilized despite their potential?

434

:

I would say, Ryan, I think all of

them except one that you mentioned

435

:

are starting to go very mainstream.

436

:

And, you know, we talked to a number of

folks, um, earlier this, uh, year in May.

437

:

My friend Brent Sullivan, you know, he

had his inaugural event BASIS Northwest.

438

:

We congregated about 300-plus investors,

advisors, allocators, and asset

439

:

managers, and it was really exciting

to hear the buzz around this stuff.

440

:

Like, everyone was thinking about

after-tax as well as pre-tax returns.

441

:

Everyone was very familiar

with the toolkits.

442

:

Uh, the asset managers that were there

were continuing to innovate and, you

443

:

know, evolve in this, uh, solution set.

444

:

So it's a really exciting time there.

445

:

I did think, though, that the one area,

the one, you know, kind of solution that

446

:

has not gotten as much traction, which has

surprised me, is the Section 351 exchange.

447

:

Um, you know, I saw this stuff

firsthand in:

448

:

was working on an ETF company.

449

:

Uh, but at this point, you know,

we're hearing that there's a lot

450

:

of interest kind of building up,

but there's also a knowledge gap.

451

:

I think one from the advisor side, and

two from the individual investor side.

452

:

You know, there's times maybe it sounds

very complicated and perhaps very

453

:

difficult operationally to pull off.

454

:

Uh, but a number of firms have

made this very accessible.

455

:

And then for the right person,

like it could be a really, really

456

:

great sort of tax efficient way to

offload some of these concentrated,

457

:

you know, highly appreciated stock

positions you mentioned earlier, Ryan.

458

:

Like, the top 10 names in the

S- have grown tremendously.

459

:

You can take that, diversify it

into something broader, like an

460

:

S&P 500 exposure, uh, in a very

tax-deferred, efficient manner.

461

:

Yeah, you're exactly right.

462

:

I've had some conversations

on the 351 exchanges.

463

:

I do think that, like you said, the

knowledge gap there, it might sound more

464

:

confusing than what it is, the paperwork.

465

:

And again, it goes back to

your personal experience.

466

:

You know what?

467

:

You might liquidate a big holding

in, like, a tech company all of

468

:

a sudden, or you give one share.

469

:

You're working for NVIDIA, and you've

got this huge holding in NVIDIA.

470

:

It's run up.

471

:

Now, what do you do with it?

472

:

You know, you don't want this

huge tax obligation, so great,

473

:

uh, great opportunities there.

474

:

One point that I believe is very

interesting that you have mentioned

475

:

is that client portfolios should

evolve around life events, like,

476

:

uh, business sales, IPOs, equity

compensation, retirement, you name it.

477

:

Normally, you know, I've done

a lot of research on this about

478

:

rebalancing and what's the best

rebalancing year, quarterly, monthly.

479

:

Typically, I say

rebalance on a year basis.

480

:

But you're saying do it

more around life events.

481

:

How can advisors create a more

dynamic planning process that

482

:

proactively captures tax opportunities

before these events occur?

483

:

Yeah, absolutely.

484

:

And you know, I, I, I believe so

strongly that, you know, these key

485

:

life events, inflection points are

where advisors can really move the

486

:

needle and add tremendous value.

487

:

Um, not just from, like, a pure

quantitative perspective of, like,

488

:

after-tax returns, but also, you know,

from just support, empathy, like, you

489

:

know, having prior experiences helping

other clients navigate it, assuring

490

:

the folks that are going through this.

491

:

Um, you know, valuable both

from a quantifiable as well

492

:

as qualitative perspective.

493

:

Um, but yeah.

494

:

And exactly.

495

:

You know, whether it's, you know,

something as simple as, "Hey, we wanna

496

:

get married," "We wanna start a family,"

"We wanna buy a house," or, "I'm selling

497

:

my company," or, "My company just went

public," you know, or, "I wanna sell

498

:

this other asset on my balance sheet,"

or something like that, um, these

499

:

are major moments in people's lives.

500

:

And for advisors to be able to step in

with not just great advice and empathy

501

:

and, you know, assurance that they're

gonna help navigate this process, but

502

:

also bring these tools to the client,

show them how we can thoughtfully combine

503

:

them to best align with their goals,

their objectives, their needs, right?

504

:

That's so valuable.

505

:

And so, you know, when I think of

when we thought about how we were

506

:

gonna launch our firm, you know,

of course, a couple of years ago,

507

:

we started laying the groundwork.

508

:

It was…

509

:

You know, we wanna be able to

offer a solution that is helping

510

:

quantifiably add value and remove

friction from a client's life.

511

:

You know, I could go out there and

give general planning advice, talk

512

:

about retirement, but these things

are a little bit farther off in

513

:

time and perhaps not as visceral.

514

:

But if we can step in at an inflection

point in a client's life and really

515

:

add a ton of value, I think that

makes me feel like I'm adding,

516

:

you know, more to the client, and

the client sees this real well.

517

:

So that's why I'm a big fan of just, like,

focusing on these inflection points where

518

:

we can help out Yeah, that's fantastic.

519

:

And it goes along with

the whole entire planning.

520

:

Plan ahead, whether it's tax planning,

financial planning, estate planning.

521

:

It's very important.

522

:

Yeah.

523

:

Shane, great conversation.

524

:

Let's finish up.

525

:

Bring out your crystal ball

here real quick, and let's,

526

:

uh, fast-forward five years.

527

:

What do you think will separate the

leading advisory firms from everyone else?

528

:

And will tax-aware portfolio

construction become a standard

529

:

like financial planning is today?

530

:

And, um, you know, years ago

when I started, not many advisors

531

:

do- did financial planning.

532

:

Now they have to.

533

:

It's like table stakes.

534

:

Do you think tax-aware portfolio

construction will be the same?

535

:

I, I think so, and I think that it's gonna

be sort of table stakes, you know, five

536

:

years, you know, out where, you know,

individual advisors are gonna have to

537

:

have a strong grasp of these solutions.

538

:

And they've just become so

democratized, you know, so popular.

539

:

You know, they're being covered in the

media, and so people are reading about

540

:

them and learning about them, and they're

gonna have questions for advisors.

541

:

So, you know, it's important for us

to really get a strong understanding

542

:

of how these tools work, how they

can help, what are the trade-offs.

543

:

There's no free lunch, right?

544

:

There's risks, but there's also benefits.

545

:

Um, and really getting a

grasp of that, I think that's

546

:

gonna be sort of table stakes.

547

:

The other thing I- I'll say, too,

is, you know, and I sort of obviously

548

:

have a, you know, horse in this race

in that we are an independent SECRA.

549

:

I do think that we're gonna

continue to see growth of the

550

:

independent channel, right?

551

:

Obviously, you can work with an advisor

at a bank, a brokerage, you know, a

552

:

broker-dealer, wirehouse, uh, as well

as an independent, you know, firm.

553

:

And part of the reason is that because

the product set is evolving and there's

554

:

so much proliferation of just the sheer

number of products, the complexity,

555

:

independent advisors are very well

situated to adopt these very quickly,

556

:

to, you know, be very agile and, you

know, c- fast in the decision-making and

557

:

ultimately help clients implement it.

558

:

So, you know, I think we'll continue to

see the growth of the independent channel.

559

:

Perhaps a lot of advisors will jump in,

like myself, and launch their own firms.

560

:

But it's all a very exciting

time to be an advisor.

561

:

Yeah, you are exactly right, Shane.

562

:

That's a great way of wrapping up this

conversation because, like you said,

563

:

there-- Investment management, offering

mutual funds, ETFs, just individual

564

:

stocks, it's y- it's commoditized, right?

565

:

It's commoditized.

566

:

Investors, they can go,

you know, Robinhood.

567

:

They can go online and get basically

all those different investments.

568

:

What I think is gonna separate

themselves, you know, being

569

:

independent so you can offer different

planning services like tax planning,

570

:

tax-aware portfolio construction.

571

:

That's really how you're gonna be

able to separate yourself, and I

572

:

think that's where we're gonna be

moving forward, you know, in five

573

:

years is more the relationship

building versus a transaction.

574

:

And exactly what you said, everything

that we've talked about really point

575

:

goes to that picture, that direction

of, you know, relationship building.

576

:

Absolutely.

577

:

Shang, thank you so much

for coming on the show.

578

:

Great conversation.

579

:

I learned a lot.

580

:

Really fascinating stuff.

581

:

I love talking about the different

ways of building portfolios, evolving

582

:

from modern portfolio theory to, you

know, more tax planning, tax alpha

583

:

generating, the three dimensions.

584

:

Fantastic stuff.

585

:

Really fun.

586

:

Where can our listeners get more

information about Dishme Capital?

587

:

Yeah.

588

:

Um, I'm very reachable, whether it's on

LinkedIn or Twitter, you can find me.

589

:

Um, you can visit our website.

590

:

Uh, I have a personal blog I run.

591

:

It's just www.taxalphashang,

592

:

uh, .com.

593

:

And, you know, I…

594

:

That's where I publish some of

the writing that we do, uh, as

595

:

well as, you know, things like

podcasts like this event, Ryan.

596

:

So folks can visit that and,

and watch and read some more.

597

:

So more than welcome to reach

out anytime if anyone wants

598

:

to continue the conversation.

599

:

Yeah.

600

:

Fantastic, Shang.

601

:

Thank you.

602

:

And thank you everyone for listening.

603

:

You can watch all of our other episodes

on YouTube and all the other platforms

604

:

you listen to your favorite podcasts.

605

:

Please be sure to like and

subscribe to those channels and

606

:

give us a follow on LinkedIn.

607

:

Thank you very much and have

a great rest of your week.

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