Is Private Equity Broken? High Yield Harry on Wall Street’s New Reality
1531 segments
Welcome to Other People's Money. I'm
Maxy and today I'm joined by high yield
Harry. Harry, welcome to the show.
>> Thanks for having me, Max.
>> You are a leading voice in the finit
community and a prolific chronicler of
all things related to the buy side, both
on Twitter and through your venture
byside hub. I want to start because
between AI supposedly coming for the
junior analyst job, the maturation and
maybe we could say saturation of private
equity and the growing concerns about
the state of private credit, things
don't really seem great on the buy side.
And so I'd love to hear from you whether
you think that's true and and is this
what you're seeing from the data that
you collect from thousands of buyside
professionals through the buy side hub.
>> Yeah, thanks again for having me, Max.
So I would say it's very bifurcated. I
don't want to say tale of two cities,
but there's so many different things
going on at the moment that allow for a
lot of folks to to make money on the buy
side, but it's kind of the year of the
investment banker and part of that's
because of SpaceX and some of this other
IPO activity that we've seen and are
expecting. Um but also the environment
is kind of leaned more towards bankers
just in terms of stability just because
a lot of PE and then private credit as
well to to some extent uh like those
folks have had to wait on exiting
positions. They've had to do
continuation vehicles. Fundraising has
been a bit more challenged. It's just
not the same environment it was from the
2010s but also 2122
uh what have you. So, one of the things
that we've noticed is private credit
compensation's kind of like peaked a
little bit. Obviously, as you progress
throughout your career, you're you're
earning higher compensation levels, but
there's that worry there on the on the
private credit side, which I think is
like a 12 to 18month lag from a lot of
these PE folks. And then on the PE side,
it's really interesting because we just
saw an article from FT and there's
private equity folks who are expecting
their carry check to have hit by now. uh
who who are who are taking some sort of
like non-reourse loan off of future
earnings that they expect from carried
interest just to continue and subsidize
I guess their lifestyle given it's kind
of expensive to pay through private
school with some of your kids among all
the other things that come up from
living in New York City. So, it's a
really interesting time where I think
unfortunately like some folks are more
illquid than they want to be. They
definitely wanted exits, realizations,
term loans to be paid down. Um, but
that's not quite what's happening given
the environment, given multiples,
fundraising rates, etc., and AI and
software.
>> I would say the LPs probably feel the
same way.
>> Yeah. Yeah. I I imagine they're they're
they're not too happy. Hopefully,
they're getting their economics. Um, but
you know, we we've seen a lot of LPs
voice concerns both about private equity
and credit.
>> So, it sounds to me like you're saying
it's the year of the sell side, not the
year of the buy side.
>> Yeah. Yeah. That's that's a really good
way to say it. Uh, because we don't even
have a open AI and anthropic quite yet.
Um, and with banking, there's just a lot
of M&A activity going on and a lot of
stability. Even with AI, uh, it seems
like a lot of bankers feel pretty good
about this year and next year.
>> We'll go through all three of these
things. Where do you want to start? You
want to start with private equity,
private credit, this AI coming for the
junior analyst job. What do you think is
the area where there is the the biggest
pockets of concern?
>> Yeah, that's a good question. I think
first and foremost with private equity
versus private credit, you see a lot of
doomerism with private credit. And I
think it's very fair because we've seen
that even some of these wellestablished
funds are seeing their redemption rates
go up quarter over quarter. we're going
to see that 5% rate hold. This is
structured to not go above the 5% um
gate, but it is very real and very
concerning that you're seeing consistent
teens level uh redemption requests
because that shows there's a lot of
people in the asset class who are one
worried, two maybe shouldn't have been
there in the first place. That's a whole
different discussion we can have too. Um
and and then just general broader
worries about
the downside risk with the asset class,
especially given the fact that
we know AI is going to play a massive
role in disrupting
software companies, business services
companies, tech- enabled services, stuff
that for many folks equals like 20 to
35% of their portfolio. And that really
hasn't played out yet. Some of the
private credit names that have run into
issues haven't necessarily been those
businesses quite yet. And some of that's
just been coming from the fact that
rates have been high for four years.
This, you know, just stresses the free
cash flow ability. Multiples were
higher. There's no uh real exit at the
moment. So
there's there's more pressure I think
from the equity side than credit because
I I think a lot of people forget that
the docks are tighter in private credit
than they are in like the broadly
syndicated loan market and equity
obviously takes the first the first hit
in a default or you know any other sort
of restructuring like I think I think
private credit is actually more
advantageously positioned to loan to own
restructure figure out some sort of
situation to kind weather the storm or
take the keys.
>> I would generally agree with that. It
has surprised me the degree to which
people have focused on private credit
given where it sits in the capital
stack. You don't really hear about
private equity. I mean there are entire
firms built around investing buying
these sort of old sluggish software
companies at low multiples levering them
up. Maybe they do some sort of
consolidation. um you know that's entire
firm's strategies whereas private credit
you know obviously is in a bit different
state in the stack and maybe doesn't
have as much as much exposure in one
particular fund.
>> I think that's a really good point and I
think the one thing I would add from my
time in both private credit and public
credit is the diligence process is a lot
more thorough in private credit than
public credit just because how it's
structured. Like public credit has a
dynamic where there's a 100 lenders in
the capital structure. The timeline for
a deal to get done is seven to 10 days.
But obviously these high yield road
shows, same with IG, this is like one,
you know, same day new issue um today's
business or like something that's done
over a two to three day period. So it's
a lot faster in the public credit
markets while private credit has that
eliquidity premium. um and knowing the
fact that you're kind of holding on to
this paper for for quite some time. So,
you really need to get a lot more
comfortable, a lot closer to the
numbers, to the people. Um and as a
result, the diligence process is is
deeper, longer, and more exhaustive.
>> So, with these redemptions from private
credit, um there are a number of forces
that are at play. Some people have
talked about the fact that uh the BDC's,
the publicly traded private credit
vehicles are trading many of them at
discounts to their NAV. And so if you
can get a redemption and then go into
the BDC, there's a little bit of NAV ARB
that you could play. That might be the
most generous sort of smart money reason
why we're seeing redemptions come up.
But then the other side is that they
really went after retail and retail
perhaps didn't quite understand um how
the gating worked and and what that they
were investing in. Um and so there's
there's concerns about private credit,
but then there's also just the FOMO,
right? like what's happening in the
equity markets, what's happening with
the AI trade, people want as much
capital as they can to chase this trend
between those three forces coming
together. I mean, do you think any one
of them is dominant?
>> I think the retail component is really
important because that's not necessarily
a flow that will happen three, five
years from now. Um, is definitely part
of the flow story over the past two to
three years where retail is getting more
involved in private credit. I think this
is going to scar retail quite a bit
where like you know for any professional
who who does this for a living we we
kind of get the gist of private credit
where it's okay it's it's locked up
capital there is going to be a mids
singledigit default rate um that comes
with the territory but you're getting a
nice yield and maybe this replaces some
of the high yield allocation you
historically got uh might be more
attractive than some court bonds, what
have you. Like I think that's how a
professional would look at it. Like
retail might look at it differently. And
when they realize like, oh, I can't have
my I can't get my money like that, you
know, a wonderful life type of moment
where the money's not in the bank. I
think that causes people to be panicky
and get their money out the door. And I
think also retail is is quite smart. um
people don't give them credit for for
it, but they do kind of like lack some
of the sophistication
that makes that would make them more
comfortable with private credit. So, I
don't I don't think they should be
involved with it if they don't really
understand what's going on. I think from
an institutional lens, you're using
private credit to replace some of the
other credit oriented products um that
you would historically have invested in.
And I think that's something that stays
and makes sense, especially because I
think some of the the IG uh secured type
of paper, it can be quite attractive.
But I I think retail is the the big
piece of the puzzle here where
a lot of them, if they don't know what
they're doing, shouldn't be involved in
the market, and I don't think they'll
necessarily come back.
>> Okay. So, you think retail isn't coming
back? I mean certainly the industry was
penciling in quite a bit of growth from
retail basically to infinity. Uh and so
when you talk about the comp rolling
over I mean how much of that is the
slowdown right now and how much of it is
projection out into the future that um
you know this business isn't going to
just be up and to the right forever.
>> I still think like it's worthwhile
saying that like comp is really
constructive. Like there's there's been
points where like the the baseline a
couple years ago with private credit
associate comp at top funds has been
like 150 cash comp 150 bonus um if not
more you know if not getting into 325
350 at top New York shops. I think
that's started to edge a little higher
too. Um and that's like a that's only
like a 25k to 50k delta from like the
top private equity firms. Um, so this
like private credit's a career where if
you're in it for seven years, like
you're you're making quite a bit of
money quite fast. Like you know, like
somewhere in the frankly 500 to 700
range, which in New York is no joke. Um,
and obviously there's a little bit of a,
you know, you lose some of that and like
there's a bit of a discount if you're
not in in New York, but if you know, if
you're in Chicago, LA, elsewhere, you're
still getting compensated extremely
well. So, you know, even like a small
little hit uh or like fundraising
pressure, stuff like that,
it it's not as consequential as what the
downside of like a bank can be. I still
think there's like some AUM stability
with these PE and private credit funds,
but I think the problem comes with, you
know, what if we hire 10 assoc or 10
associates instead of 12? Um, you know,
same with like, okay, we hire three
instead of five, etc. What if there's
only two VP slots instead of three?
Like, I think that's where a lot of
private equity and private credit folks
might start running into issues where
it's like, oh, wow, you know, my my fund
can't raise. We're not doing deals.
we're not exiting deals. Um,
we're not able to to fund raise and
we're just kind of like managing the
fund and it's going downhill from here.
Like I think there's a lot of those
stories but happening behind the scenes
and I think that's what kind of leads
people to splinter off into different
things. Um, but but compwise like yeah
it's flattish on the credit side and a
little bit on equity but people are
still going through the progression to
some extent. Um, but it's not as
high-flying as like the variable
compensation that I think some
investment bankers are seeing relative
to like some of the bad years that we
had um four years ago with banking.
>> Interesting. And so when you say, you
know, people are still advancing through
um but it it sounds to me like there's
kind of a ceiling right now that because
the the capital markets have slowed down
for private credit that there just isn't
as much opportunity for people to move
up and you know to get to that 500 700
range that you're talking about, you do
need to move up within the org. Um, so
what is the what does the career
mobility look like for people in private
credit and private equity and how do you
project that moving forward?
>> It really is a pyramid like most things
in life where there's a ton of analysts
um ton of associates. I think you can
really kind of like go through the
motion and um not almost everyone but
like everyone can become an associate.
It's just a question of okay can I get
to the senior associate level? uh can I
get to VP? And the slots become harder
to come by um you know as you keep
going. One of the things I've noticed is
a lot of the private equity associates
will splinter off into private credit
after their two to three year stint
which is a little surprising. Um maybe
they just want like a little bit better
of a lifestyle where they're working 10
to 15 hours less per week like not as on
call as private equity. um or or maybe
they're going off and going into like
the lower middle market or a smaller
middle market shop where they where they
think there's more opportunity and where
they're able to potentially get out in
New York City as well. So those those
are a few things going on. Um I do think
the industry is like a little topheavy
where there's just a lot of um people
gobbling up the carry and I think that's
a dynamic that won't necessarily change
new fund formation. Like I think I I
think it's kind of like capitalistic in
nature where eventually the carry is
just not re you know it's kind of
hoarded by too few people that
eventually creates dynamics where it's
like okay I'll go raise a new private
equity fund or I'll splinter off or you
know I'll go the small medium business
route um you know like just acquiring my
own business and owning all the
economics there like I think that
dynamic is still going to exist. I I do
think though we're kind of heading
towards a world where you just need like
a little
a little bit less of of headcount. Um
where you kind of have like eight
associates instead of 10 dynamics like
that. I think people need to build out
or they need to
assume a world where AI is perfect. You
know, as of right now, AI is as bad as
it will ever be. It only advances. It's
just a rapid rate that no human can can
advance at. And I think that's something
that's like quite remarkable but also
quite scary. And frankly though, today
like what I was doing as an analyst like
seven years ago has been absolutely
reshaped by AI where AI can do 90 to 95%
of it. the memo building, the diligence,
the finding sources, the random Excel
tasks, um like all all the grunt work
stuff that I would have to do by hand or
or or by Excel has just dramatically
changed. And I I think that's something
that like really changes and advances
the role of what an analyst, associate,
etc. looks like. And that that drives
the fact that you really need to be more
than just like a deal monkey and make
sure you're understanding businesses,
doing sales, managing processes,
coordinating with people, like doing
tangible things that are tied to like
the real world economy to actually
advancing
uh you know the operating profile of a
business and building relationships,
doing sales, etc. Because I think I
think in many ways like uh every job is
sales and you know being able to do that
is is something that will have some
value uh you know in a AI singularity
world.
>> So it sounds to me like if you're at a
bigger org it's just going to be harder
to get as many of those opportunities.
So do you think there is advantage for
uh younger finance professionals to to
actually spend time at smaller orgs
because up until now it has been the the
big guys are kind of eating everything
and that's where you want to be. Um
those jobs were better, the the
advancement was better because they were
the ones raising money. They were the
ones raising new funds and that's where
the opportunity was. Do you think that
has now flipped?
>> Yeah, I think I think it's two-sided.
Like when I think of big companies,
there's like the big companies like
Apollo who are always doing deals. They
have a lot of capital to deploy. Um
there's a lot of money coming in the
door there. And I I think that is
obviously a place where you will learn a
ton, you'll do a lot, you'll be quite
smart, etc. Like I don't I don't think
that's ever changing. I think the the
institutions
that are a bit more in trouble is where
you're kind of like a cog in the wheel
and you're you're going through the
motions. You kind of have like more of
an email job type job. Uh you're working
few hours like you know maybe maybe it's
a big name but the fundraising isn't as
good. Um your work is more like
boilerplate asset management type of
type of skills. Like I think I think
that stuff is a little harder
to like rationalize over a 10 to 20 year
period. I think what you want to do is
be a little bit uh closer to kind of
seeing how the pudding is made. And some
of that comes from like the lower middle
market, the middle market, what have
you. just situations where whether
you're the priv private equity player or
you're like a one-stop co capital
provider where you're at a private
credit fund that does a little bit of
equity or maybe you're a private credit
fund that's like a little more hands-on.
I think that's like the more compelling
place to be because the the two career
paths are really going to be oriented
towards like the AI tech enabled stuff
and then the real economy stuff. And I
think the real economy stuff is really
important here where the skill set you
want to learn and that you want to build
towards are skills that tie you to like
the real economy and in driving a
business forward as opposed to like
guessing oh this company's going to
going to beat on earnings by like $5
million or oh I read this GLG call or
talked to this expert or blah blah blah
like and didn't actually touch anything
tangible to the business but I I think I
have this understanding Like I think not
to like go too far off topic, but one of
the problems with like software
investing from finance professionals is
that they're not actually technical um
you know it comes from just like reading
some sims, talking to some people, stuff
like that, but they're they're not
really in the weeds and don't really
understand it. So I think the fear is
you don't want to be a finance
professional who doesn't actually
understand business. Like you want to be
someone who has like transferable skills
where you know if there is problems in
private equity or um you know a lot of
these different buy firms that you can
go out and like work for a business or
buy a business and actually manage it
and actually figure out how to grow
beyond just like the things that don't
exist anymore in terms of just buying
like a smaller competitor and getting
multiple arbitrage. Like that that's
kind of the easy way out. uh the firing
people like you actually have to figure
out how to grow a business and I think
that's like the skill set that finance
professionals should be indexing for
like the real economy stuff.
>> So in in a prior cycle like were the
roles because I've seen it with people
and and I'm using private equity as the
example but you know there were private
equity professionals who their job was
to go actually be inhouse at one of the
portfolio companies. I mean, was that
job considered to be um the job that you
wanted at the time? And and is that
maybe why people haven't done that? They
don't have those skills.
>> Yeah. I mean, I think the higher
compensated job is being an investment
professional working on the deals as
opposed to being like the operating team
member and like going into the portfolio
company. Um I I think I think both of
those roles can be attractive. Like if I
think in private equity, you just want
to make sure you're close to the deal,
you're close to the management teams,
you're driving value. Like a lot of
those PE roles exist without having to
become like an operator. But I think the
operator is a good place to be. um
because some of those folks go on to be
CFOs and I think that's been quite
lucrative for a lot of those people who
are senior finance leaders or CFOs who
join the private equity ride are
compensated with some profit share um
and and have a good result upon the
exit. So that was I think that was good
for the past cycle, but given exits are
slower, you're just you're kind of
relying on your cash compensation now.
>> Understood. So, you want to still be on
the investment team, but you don't want
to be the person who it's like a
barbell, right? Like maybe you want to
be the guy who's been on the factory
floor a couple weeks a month talking
with management. Um, or if you're in the
software side, you want to be somebody
who is using codecs and cloud code and
and those sorts of tools and really
understands it. You said that people
weren't technical, but as coding starts
to move more towards being AI generated,
I mean, doesn't that give investment
professionals perhaps an opportunity to
up their technical knowledge?
>> So, there was something very interesting
from from Scott Goodwin over diameter.
He basically said that they didn't hire
analysts before, but now they're able to
just because there's so much knowledge
at the tip of everyone's fingers that a
lot of these students who are more
inclined to take action and learn and
you know in our like 99th percentile uh
you know they're they're able to hit the
ground running and provide a lot on on
the other side of the coin. some of the
more like senior credit analysts or
investment professional folks are having
a harder time adjusting to AI. You know,
they're not they're not tech forward.
And I think that's something that can
can really hurt you and kind of like
hinder your advancement. You know, I
think there's a constant joke that I
post that other people post about like
boomers or other people not being able
to open a PDF. Like I I think some of
that applies to like actually deploying
agents and you know being AI centric uh
across like the workforce. I I think
there's a lot of people who are a bit
stubborn to change or you know might
face displacement. So, you know, there
there is like definitely a new wave of
people who will be a AI forward, but it
doesn't necessarily mean that everyone
who's already in the industry is going
to figure out how to like claw code and
and you know, have open claw and stuff
running around. So, what's an example of
a task that you think you could do
better, faster with AI or that you can
do now with AI that you couldn't do
before that this, you know, boomercoded
senior credit professional um is not
able to do that a younger person can.
>> I think we're we're kind of beyond like
the whole the whole prompting um element
where it's like, oh, how do I like
develop very strong prompts, etc. right?
It's more about, okay, what what can my
agents do? And I I think I don't know if
we're quite there with finance in the
way that we are with like tech where
agents are running around and doing
things. Um, I think that's kind of where
the the puck is going. I think we we'll
get there quite quickly. But the big
thing that comes to mind on my end is
just the ability to develop memorandums
and to do grunt work and Excel is is
just quite quite rapid. Um, you know, I
think I think a lot of people don't
understand the prompting element, which
is why I brought it up because, you
know, obviously that's kind of like 101
at this point for a lot of people. But,
you know, some people might have a
negative view about AI because they
don't understand how to like, you know,
get get it to do something quite well
after a few iterations. Like, they might
give up up after just saying, "Oh, blah
blah blah do this in three sentences."
Like, needs a lot more direction than
that. Um but realistically like a lot of
the heavy lifting on research,
diligence, modeling, um you know,
developing memorandums is is is all done
and I think that frees you up to like do
some other things. We are seeing a bit
of like an agentic movement with AI
expert calls. So I think that's
something that is going to continue to
take place where a lot of your diligence
processes are completed by AI and you
know you're gathering information from
third party experts which is something I
never would have thought would happen.
Um so all that's flowing in to like
really turbocharging you to focus on
things that counts and I think that
comes from delivering a compelling
pitch, having the numbers that you need
to reinforce your view and conviction.
Um, but also I think the element that
really shouldn't go away is speaking to
people, speaking to management teams
because that's how you can kind of get
like certain tells from folks about, you
know, whether they have conviction,
whether they're like leaning into
something too hard or or, you know, um,
showboating or what have you or, you
know, um, avoiding something that's like
more important than than they're letting
on. Like that human element I think is
something that is really important and
needs to stay. And I think that's that's
kind of how the the puck is moving.
>> And so for the senior professionals, was
that something where the work would be
getting done? It would end up on their
desk and they're the ones that are
supposed to extract the insights from
that and you're saying that now the
juniors have the ability, they have the
time to actually deliver those insights,
you know, to one layer above that next
senior person themselves. Um, just
because they have the time, right? They
have the time to think deeply about the
data that they've just compiled and
analyzed.
>> Yeah. Yeah, I mean I think it's a bit of
a mix where you know there's been
structures where okay on the on one side
it's the deal lead the MD VP associate
etc on like a private equity private
credit side and then on like the public
credit or hedge fund side you have like
a senior analyst and then a junior
analyst helping them out. um what I
described it kind of sounds like that
would replace the junior analyst or
associate in some instances as some
shops maybe it does but also
I think the folks that might be well
positioned are those like mid-level
folks who understand the industry well
um are kind of like advancing well
relative to some more senior
professionals and they're also kind of
AI forward like those are folks that I
think can do the job of both an
associate and like a principal director
type quite well. So I think it's kind of
a mix like I would I I wouldn't
necessarily lean on the fact that junior
analysts would be replaced by this. I
would think it turbocharges them. Um and
I think if senior analysts don't know
how to properly use AI, then you can't
just say, "Oh, I'm just going to have AI
instead of a junior analyst." AI is
perhaps a bigger threat to
um maybe people who are 10 years into
the industry think they they know enough
and are not willing to put in the work
to learn how to use these new tools than
it is the juniors.
>> I think it's going to be very shop
dependent and also industry dependent.
Like I don't think it I don't think it
would eat away at like the principle in
like a private equity or um private
credit fund because that's like very
relationship based and process based.
But I I think it eats away at like some
of that analyst to VP level type process
and um I guess kind of the latter of
like, oh, I need I need this person to
check that, this person to diligence
that. If it's like a four to five person
team, it probably eats away at like one
of those more junior type roles.
>> Okay. Well, then I guess how do you
determine
which shops are going to go which way,
right? How do you get that data? I think
on the buy side of like we're very
compensationoriented.
Um so if we get that data it would be
more on the culture side and I think
what we do see on the culture side is
like people complain it's it's topheavy
um for for a lot of parts or like you
know the hours are bad or you know the
room for advancement isn't as good as I
think it is. So that kind of goes to my
point where even though it really is
some of the more senior folks who are
probably more in danger from AI, um the
fact that they've kind of climbed the
ladder to date makes them a little more
insulated than you would historically
think. Um so I I think I think we see
like the valuable data that people are
able to get comes from understanding,
oh, is there going to be a VP seat for
me? what is my like what should my
carry, what should my bonus look like um
as a VP as opposed to like you know as
opposed to other things.
>> Correct me if I'm wrong here, but it
kind of sounds like we're moving towards
big law, right? Where you know they
there's just not any real partnerships
left that you've got people being named
non-equity partner. Like is that the
future for the industry?
I think what's kind of funny is like a
lot of these private credit firms who
sold like the people who got the money
from these sales were like only a
handful of folks. Um and I you know
that's that's extremely compelling if
you were one of the founding members or
you got a got a slice of equity but you
know if you missed that and were more
senior then I I definitely understand
feeling a little um hurt. So I think the
compensation comes from you know having
some sort of deferred equity plan like
that's something that people start to
get like the associate level at banks or
you know maybe the VP level for for
other institutions like I think that
element is a really important piece of
the pie and that's usually like a three
to five year vesting period where you
you um you vest incrementally um but
then also like the carried interest
component is is huge like I think that's
That's how a lot of private equity
people are defined. Like they're they're
cash poor but um equity rich. So the
fact that we haven't really had as many
exits as we'd like is probably a big
problem for you know some of these PE
people who who probably like want to you
know want to make a few million to 10
million plus.
>> So my question would be you know
everyone was expecting Kevin Walsh to
come in and we were going to get rate
cuts. Now it looks like we're moving in
the opposite direction. Um, is this
being pushed out even further now?
>> Unfortunately, just the inflation
environment is is is so sticky and you
know, we probably were cutting a little
too early. Um, you know, obvious I I
don't feel super great about living in a
labor market where all the jobs are
healthcare and government. But, you
know, rates clearly are going to stay a
little higher. um it definitely does
push things out and there's just so many
different headwinds coming at you from a
PE and private credit standpoint with
the high rates which means lower
valuations the AI risk um eating away at
some of these business models like
ultimately if you paid like 14 times for
something but the mark you know back in
21 the market saying this is like a 11
times business now and you know even if
eBay has grown a little bit like that's
that's like a tough pill to swallow.
Like that's something people don't
necessarily want to do. And I think
that's why a lot of the conversation
with private equity lately is kind of
turned towards, you know, this may not
be like the four to six year holding
period that we were used to. And as a
result, you know, we have to extend
things out. Um, we've to manage the
business better for incremental returns
of dividend recaps and and stuff like
that and refinance refinancing our debt
and unatron financing um, and having
longer hold periods. But, you know, four
years of like high rates, it definitely
definitely eats on a business. And I
don't think that's something people were
modeling for uh, back in 2122.
>> Well, I mean, they're not high rates
historically. Like, let's be clear about
that. like if you go for the the median
interest rate over like the history of
the United States, um they're not really
that high historically. And so, you
know, coming from the perspective of a
traditionally public markets investor
where you get marked to market daily,
you have to take your losses and and
that's that's the game. Um and if you're
not right, like you you get you get shut
down like very quickly. So, you know, I
I don't necessarily like feel bad for
for these professionals who, you know,
took a 40-year bull market in bonds and
and with rates coming down um and
thought that that was just going to
continue forever when we hit the zero
bound.
>> I think a lot of those people like the
you you kind of sound like my mortgage
banker in a in a way just comparing
rates uh to where they are now versus
like the 80s, etc. Like I think a lot of
the people who started in the 80s 90s or
early 90s are retired if not close to
retirement. I think like the people that
had easy were like the 2010s people like
I think everyone who's everyone who had
like this 40-year bull market has
already retired recouped things. Um it's
just there was so much training and so
many people coming up from analyst to MD
during the 2010s era that a lot of the
mantra of that low rate fragmentation
type growth has bled into the 20 2020s
and that wasn't necessarily something
that's sustainable. So I think I think
that's the disconnect and I think the
argument more so is like oh you know
there's people who haven't been through
a recession at all like there's a lot of
people who enter the industry in 0 0709
and you know they they had like a world
of hurt because they had a really tough
time uh finding a job or they had to
deal with like some really messy
situations. But then a lot of people
after that they haven't really been as
challenged as much. Like sure there was
like some energy stuff, but that was one
industry. COVID um you know, a lot of
that was like sure revenue went to zero
for a lot of these industries, but there
was so much relief and kind of like a
you know, a V-shaped recovery that a lot
of that worked out fine. Um so I I
definitely think to your point, there's
a lot of folks who haven't been through
real,
you know, a real longer rate environment
compared to like the 2010s. And I think
that's the problem because so much of
that investing philosophy from analyst
MD was built off of a rate environment
uh 10 to 15 years ago that doesn't exist
today. Yeah. And I guess you know it
sounds to me like people didn't really
learn as much critical thinking skills
as they needed. They learned a playbook,
right, that worked in an environment and
they assumed that it would work forever.
And when you talk about what people are
going to need to go learn how to do
moving forward, it's improve margins,
grow ibida, learn skills that allow you
to turn over more rocks, learn learn new
skills that allow you to to apply to
find better opportunities. Um because
the opportunities that people have have
deemed to be economic are just no longer
there. And so that means you're just
going to have to turn over more rocks.
>> Yeah, absolutely. And I mean I I don't
want to like discredit investors as of
today because there's a lot of folks who
are already doing that and have been
doing that for 10 to 20 years. It's just
there's been a lot of easy levers to
pull which made people a little
complacent. And some of that's been on
the credit side too because there was a
period where like I started in software
credit investing and like you could
invest in like every single software
company um that was coming into a CLLO
back in the late 2010s and be fine. like
sure like some of them traded down a
little bit but like this was pretty much
all part paper like no defaults for the
most part um and that that whole
landscape is just flipped on his head.
So I think that's something that uh you
know people need to be aware of where
you can't just be super docile you can't
just wave in investments um you need to
really dig deeper.
>> So on the on the credit side we are
seeing things trade down but we aren't
really seeing the defaults yet. I mean,
do you think that's coming?
>> Yeah, I mean, I think the big thing to
think about here is like revenue growth
should actually look pretty good for a
lot of software companies um for this
year, for even next year. I think the
big question is when you get to the time
to amend and extend or the time to
refinance in 27, 28, 29, like there's a
ton of maturities in the in the late
20s.
Does anyone actually want to take that
bet? Do people want to continue on?
because that's the issue like I've seen
with a lot of cycllically or secularly
declining names where like is let's say
it's like broadcasting for example like
we know broadcasting is dying um like
the user base the people who are
broadcast customers are like literally
dying unfortunately so it's just
something that's like a melting ice cube
to an extent I think you would see that
with software where you know you have a
competitor who is able to add an add-on
product. Um, you can't do pricing per
seat anymore. Uh, you're not necessarily
as insulated as as you once thought and
you need to spend more on R&D or tokens,
what have you. Like there's just so many
there's like 10 different things hitting
these software companies at one time. In
addition to the fact that like
historically you could just leverage
these businesses seven times and feel
fine, which is like, you know, that's a
very high leverage profile relative to
like some of these businesses. um you
know at like five 5.5. So just all that
just really really hit software and I
think if I'm a software investor today
um if I haven't drisked like I'd
probably find times like while things
are tight to derisk um to get out or to
you know figure out like some sort of
comfort level with like what I'm
actually willing to own. I think I think
a lot of people have spent time on that.
Um but I think I think some people are
like a little too complacent or um
buying the dip and you know I think I
think three years from now software and
you know leverage software could look a
lot uglier.
>> Well I think one of the other questions
about the refinancing is the the obvious
thing might be to go oh we'll just go
put it into data centers right you've
got these data centers that are
essentially backed by the AAA rated
credit of the hyperscalers. Um, but
something that, you know, we've been
hearing from people is just like the
deal size, the check size is just so big
that for credit where you need to have a
lot more bets in a fund. Um, it's really
hard to to be able to participate unless
you are the Apollos of the world in a
lot of this data center financing. I
think that really ties into what we've
been discussing where like the big guys,
like the big asset managers who are able
to fund raise, who can deploy a ton of
capital, I think they're actually in a
really good shape. Um, you know, the
industry is definitely gravitated
towards like these top five types of
folks. And then I think beyond that um
like the you know the the middle market,
lower middle market, the really like
roll up your sleeves type is the more is
the other interesting part. Um but yeah,
like I think if if I'm in a top shop
where I'm able to deploy a ton of
capital and be like, you know, almost
the lender of last resort other than the
Fed, like I think that's an extremely
compelling place to be. And if you're
just kind of in the middle, um that's
that's less compelling of a place to be.
How do you determine which path is right
for you between that lower middle market
where you're going to get your hands
dirty, you're going to learn how to
operate a business, um you might get
more visibility with management teams,
etc. And making it and choosing that big
firm because because you're saying the
big firms are getting more capital, but
perhaps the opportunity to rise up
within the firms, it's going to be even
harder. You're going to need to be even
more special. So, how should you as a as
an individual decide which track is
right for you?
>> I think early on in your career, you
should index for prestige. Um, you know,
you want to work at the best investment
bank, the best types of groups, the best
type of opportunities as you possibly
can. Um, and then from there, I think
you you want to have
time spent, you know, if I'm like an if
I'm an IBOPE type person, I I want to
work at the most prestigious um, you
know, most well-known, most high
visibility type of firm. And then from
there, I have a ton of optionality of,
you know, what do I actually like to do?
Like, I think that's the thing 25 year
olds should be thinking about, like what
do I actually like to do? How long do I
want to work in finance? Um, and like
where do I want to live? Like I think a
lot of those folks would stay in New
York City, but they might go to San
Francisco, Chicago as well. Maybe they
go to Florida. Um, you know, you where
you can save a ton of money, you
know, by not having to pay state tax. So
there there's a lot of different things.
Like you can go the hedge fund route,
you can keep going the private equity
route. I think the route that's like
extremely less compelling now is the MBA
route. Unless you come from generational
wealth or you just you desperately need
to um you know pivot into something or
you're you know or you served our
country and you know you it's paying for
you to go to an NBA program. I think
those are the types the three types of
people who should be going. But I think
a lot of people um are kind of like
loboing themselves on an MBA and there's
just rapid uncertainty in the market
especially relative to like 10 years ago
just because of AI where like the
workforce is dramatically changing and
do you really want to take yourself out
of that for for two years? Like I think
that's something um that's a little bit
harder to justify now. So you have the
hedge fund, you have the pre route,
maybe go private credit, um maybe go
small business too. I think that's
compelling and then also like you know I
can go way more into the small business
side but like the other component is
like if you are able to transition to AI
where like I think a guy who did a quick
investment banking stint and then you
know got super senior at open AI um was
was like light cap and like you know if
you are able to pivot into like a high
growth industry like I think that's
something you should take um you know I
would be skeptical about just like
jumping at any AI opportunity because I
think I think the biggest bubble right
now isn't anthropic or open AI. I think
it's like some of these Siri B series I
type companies that just continuously
raise financing but can't go public and
you know are kind of stuck where they
are and maybe claude eats their business
model in in a year. um like that's less
compelling, but like I think if you can
find like a very AI forward company,
then you should probably go that route
too.
>> Yeah. It's funny. I've heard people say
that um and this is related to what you
said about small business that like
founding is is essentially derisked like
that there's so much money out there for
founders and they're able to get some
liquidity relatively early that like to
go out and and be a founder of a company
is is actually a pretty good bet these
days. But to go be like a first 10
employees
um is a little bit or and anything
anything before there's a clear exit on
the horizon is a little bit more risky
um on that in the in the AI world just
because of exactly what you said like
there's so much uncertainty and you're
going to have this period where you've
got a brand on your resume for however
many years that you're waiting you know
to get your exit uh that that doesn't
mean anything to anyone. I think that's
very well said and you know just to like
toot my own horn a little bit like
pretty much I have you know I have the
high yield hairy business and what we've
done is um you know I was just like
making jokes on the internet in 2020 and
virtually unheard of for a few years
just posting like a lot um and it really
blew up starting in 2023. Uh this is
something I was able to like go
full-time on in 2025 via you know like
social media marketing um like large
newsletter businesses with over 100,000
folks and then this buyside hub
component where we're getting all this
comp data and all this culture data um
but this has been something like
especially on the buy side hub side
where like I've I've like bootstrapped
it with like my Wall Street financings
and you know that's I I it's not
necessarily something I would call drisk
like sure you could raise some But um as
someone who has deployed preferred
equity, I'm not one who wants to take
preferred equity. So you you know the
the entrepreneurship part is extremely
compelling. Um I I have a lot of joy
from it and I think we're going to
provide a lot of value with what we're
building. But, you know, it's definitely
the founder element being derised and a
lot of people gravitating towards that.
Um, definitely gives me a little bit of
like a bubble worry where, you know,
everyone can just go into YC and do what
have you. like
it it makes me think like some of those
folks will run into trouble, but um
clearly like some of the bets that I
wish I took or other people wish they
took are some of these um massive AI or
Silicon Valley stories that have just um
you know grown exponentially and and
allowed people to make a ton of money.
Like I think I think that's something
like more people should be turning
towards and I think some finance people
have to turn turned towards that but not
enough.
>> Yeah. And and it brings up the question
of like what is the job that the
22-year-old graduating from undergrad
wants these days at from an elite
school. You know if you go back to the
80s and 90s it was obviously investment
banking. That was the place to be. If
you graduated from a a top school you
had good grades. going to Wall Street
was pretty much, you know, a license to
print money. Um, and and then that
changed and you had the period where
like the hedge funds have been have been
great and and now it feels like it's the
Frontier Labs and then simultaneously
the trading firms like the Jumps, Drain
Streets, Susuana,
those are sort of like the top coveted
jobs at a lot of these IV IV plus
schools. And you know, I wonder where
does the buy side, whether it's um
private equity, private credit, and and
we could include investment banking, you
know, sit in that hierarchy of the top
jobs.
>> We're very and even my follower base is
very IB, private equity, private credit,
um byside asset management focused, but
a little less so hedge fund focused. But
we do have a decent amount of hedge fund
data on buyside hub and we'll get PMS on
there and those will be the people who
are compensated the most. Like sure the
our average user is like 300 makes
$350,000 a year but we'll get PE hedge
fund people you know analysts who even
if they're at a credit head hedge fund
or if they're at the big name firm you
know they're they're getting like a 700k
bonus if not more um as an analyst. like
it's it's very skill-based and like the
people that have those skills are able
to perform extremely well. Um the PMs
that come on our platform are making
tens of million dollars a year. Like
it's
it's really mind-boggling, but you know
th those folks are quite smart. I think
the archetype for a lot of people that
follow me are not necessarily like the
Jane Street Citadel types. um you know
sometimes they are but like a lot of the
people that follow me like played played
sports in high school and college and um
you know they they just kind of
gravitate towards IB maybe they're a
little more ma a little less mathematic
um you know I think the students who do
have that like mathematical charge and
that capability like they should
absolutely go and do this Citadel Jane
Street type route because the
compensation's insane um even if they
don't stick with it like there's just so
many um exchange street folks who are
now founders at these massive companies.
Um so like I I definitely won't push
back there. Like it's the most it's
definitely the most attractive job. Um
it's just not necessarily like what the
people who follow me are like getting
into. But you know I think hey if I
could do it if other people could do it
then you know I think we'd be more um
inclined to go that route because the
compensation is nuts.
>> I was a physics major and people are
like if you can't do math do physics. if
you can't do physics, do economics. And
you know, there's a lot of money to be
made like all throughout that spectrum.
But it it definitely does feel like
sometimes the um intellectual firepower
that it takes now in the public markets
is pretty insane. And it's like it's
something that I cover a lot, but it's
and people ask me all the time like, why
why didn't you try to go into trading?
I'm like, one, I don't know if I could
have ever gotten a job in it in the
first place. And then two, I I think
it's highly unlikely that I would have
been able to survive given, you know,
it's uncertain to what degree a lot of
the people who are successful are just
winners in the Lucky Monkey contest. And
then the people who truly have edge are
like, you know, it's like watching I
like to say it's like when you play
basketball in middle school and there's
like a 13-year-old who can dunk. You're
like, "Oh, that's the guy who's going to
play college ball." Um like that's
that's sometimes how it feels.
>> Yeah, absolutely. I mean I've worked at
like a pretty um well-known firm and
sometimes like the intellectual
capabilities of people just gives you
some a level of like imposttor syndrome
um and look it's it's tough to manage
and you know it forces you to like work
harder and and you know do your best but
um but you definitely also need to be
smart about like you know what are you
good at? What's your limitation? um like
for any finance professional or student
like you want to play a game that you're
good at like and I think that's how
people should really think about their
career choices.
>> Okay. So, it's about what games you're
good at, what games are still going to
be around. Um I I guess you know we
we've talked a lot. There's a lot of
nuance here. So I would ask you know in
closing if we could sum it up a little
bit like what is your view on the future
of and we'll start with private credit.
>> I don't think all of retail's coming
back. Um you know they've they've just
let they've made a bad impression upon a
lot of retail folks and it's been very
sensationalized. So that's in some
trouble. Um I think for a lot of
institutions the value prop of private
credit is pretty clear. Um, I think a
lot of software deals should be going
pencil down. Now, I still think private
credit's a very compelling career
opportunity because it's taking share
from banks, from public credit. Um, so I
wouldn't get super draconian. Like,
sure, there's going to be fewer seats,
but not that, you know, maybe like we're
talking 10 to 20%, but that's that's
coming that's AI coming for everything.
So, that's just comes with the
territory.
>> Okay. Now on the private equity side,
>> I think people are going to have to
acquire small businesses. Um, you know,
if you're an investment professional,
like you should be saving up for a
million, few million, etc. Like, you
know, work your work your career, like
learn your trade. Um, and then maybe you
kind of want to optimize for a career
where, hey, I can buy a business that's
250k to a million dollars of ibida, um,
and run this for 20 years and then exit.
Like, that'll be my career. Like I think
that's something people should go for.
Um but I think you want to be at a big
shop, big institution or you want to be
at like a lower middle market, middle
market firm that's like actually growing
in fundraising because I think there's
kind of like there's a bunch of
carcasses
um in like the smaller middle market
side that people aren't necessarily
aware of unless you're in the industry.
And I think that's where like the
trouble is like you don't want to you
don't want to put your eggs in those
baskets. like you need to figure out
like do I have a career as a private
equity investor or do I need to like
make sure I'm able to buy a small
business one day and really you should
be planning for both.
>> Okay. Now I I know we're focused on the
buy side but as we said it's it's kind
of the year of the investment banker.
how how much of that is banking is back
in general versus just this environment
with SpaceX and Open AI and Anthropic
and all of this M&A and if if you know
we were to have a a change in the in the
presidency and it's not a Republican and
we start to go back to a tighter um FTC
do do you think that this uh investment
banking renaissance is going to come to
a swift end? So I think what people
forget about like it wasn't that long
ago where people were getting zero
bonuses back in 2022
23 type era um depending on deal flow
depending on your shop like that was the
near the end of credit
um for example like we had a lot of
banks who who went under so things can
get quite dicey in banking you know
there's not that aumum component like
things can things can happen like very
negatively very fast And during that
period, there were a lot of 10 to 20%
layoffs in banking. Um, you know, I've
I've seen layoffs in banking. Like, it's
it's not fun. Um, it happens. It's like
a cyclical business. So, you know, you
can't get too high on the high and you
can't get too low on the low. Like, it's
as long as you're like a top well
capitalized bank, you're going to be
fine. But, um, you shouldn't pretend
that this is something that happens year
after year. Um, so you know, I think I
think people need to recognize like,
yeah, this is a great year, next year
could probably be the same. Like, you
know, if we do get a low rate
environment and you have deregulation,
those are all positives, too. Um, but if
you get more regulation, you have higher
rates, etc., that that's also a
negative. So, um, I I always tell people
to like spend two to three years in
banking or banking research and then go
move on to the buy side. But if you
really like banking, like you know,
someone has to stick around, be a
director, MD, etc. So, you can stick
around, but um you know, you just got to
make sure you're building the right
skill set.
>> Okay. And when those layoffs do happen,
and what does it mean for the buy side?
Do all those people try and jump into
private credit, private equity, are they
able to make that transition? Does it
make it harder for those on the buy side
if and when we do get that turnaround in
banking?
>> When you're laid off, it's so much
harder to get a job. Um, from like a
finance folk perspective, I I haven't
been laid off thankfully. Um, but you
know, from for the folks who have had to
deal with it, I think it's I think it's
a little harder and normally where they
gravitate towards is like some of the
smaller um banks instead as opposed to
making a buy side leap. But but yeah,
look, direct lending and such is is
competitive. Um there's more investment
bankers who are trying to go into
private credit and more people getting
hired out of school and people from
private equity um jumping into private
credit. And it kind of used to be like
you could work at like in corporate
banking or um like you know a nonIB type
of role and work your way into private
credit. I think that's a little harder
than it used to be.
>> All right, Harry. Well, let's wrap it up
there. I want to ask you a little bit
about what you're doing with the buy
side hub and and your High Yield Harry
newsletter. Where can people find out
more about you and uh sign up for these
services?
>> Yeah, absolutely. So, um I'm mainly on
X. Started on Instagram, but you can
just go look at High on X. Um have a
couple newsletters like the High
newsletter, the Wall Street rollup. Just
love talking about financial markets,
careers, stuff like that. So, always
writing. And then Buyside Hub, we have
over 15,000 users. We welcome everyone
from the buy side to bankers um just to
provide extremely robust US compensation
data points across all industries, all
levels and you know here to help you
benchmark your compensation, figure out
if firms are good or not. Um and look,
make sure you're getting paid what you
deserve to get paid.
>> All right, Harry. Well, it's been a lot
of fun. Hope to do it again soon.
>> Thanks, Max. Love being here.
Ask follow-up questions or revisit key timestamps.
In this episode, host Max is joined by "High Yield Harry" to discuss the current state of the buy side, focusing on the shifting dynamics of private equity, private credit, and the impact of AI on finance careers. They explore why private credit is facing redemption pressure and skepticism, the challenges of fundraising in a higher-rate environment, and how AI is altering the role of junior analysts. Harry emphasizes the importance of building transferable skills that tie professionals to the real economy, moving beyond simple financial modeling and multiple arbitrage, and suggests that while elite institutions remain attractive, there is a growing need for adaptability and technological proficiency to survive in a changing landscape.
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