NYC Mayor Mamdani, The Issue of Key-Person Risk, & More | Office Hours
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Rent freezes are just ridiculously hit
up your ass. Make no sense. Failed econ
one. State sponsored food lines, which
is what state sponsored grocery stores.
If there's one business we should leave
to the private sector, it should be
grocery. Is it a shitty low margin
business? And the idea that the person
from the DMV is going to oversee what
produce you have to choose from makes
absolutely no sense.
In today's office hours, we discuss my
take on New York City's new mayor, key
person risk as an employee, and whether
boarding school is worth it. Question
number one, I have not seen or heard
these questions. Question number one
comes from F. Sharpman on Reddit. They
say, "As a co-host of Raging Moderates,
what do you really think of a new mayor?
Both in terms of changing the economics
of NYC and as a potential model for
Democrats to learn from both emulating
and avoiding." Okay. some data on what
Mani the mayor has done so far. I'm a
Florida resident, so I'm speaking to
this as an outsider, if you will, is
probably his biggest policy win so far.
Mani partnered with Governor Hokll to
launch free child care for 2-year-olds.
I think that's wonderful. When I was a
resident of New York, something that
made me feel much better about the
incremental 13% taxes we were paying
while we were here, my three-year-old
four-year-old son at the time was speech
delayed. And story ends well, by the
way, just got into early decision to the
college of his choice. So obviously he's
he's thriving, but he wasn't speaking.
Totally freaked out. Lovely young woman
showed up twice a week and had him do a
series of things to try and motivate him
to start speaking again. And she was so
skilled and so smart and it was
sponsored by the state. Didn't cost us
anything. And I thought this must make
people feel so good about government.
There are some things the government can
do much better than the private sector.
And the Republicans love of the private
sector oftenimes makes a lot of economic
sense. I think most things should be
done by the private sector, but it goes
too far. And really what they're doing
is just cosplaying a love for lower
taxes and small government because rich
people can have their own government,
their own healthcare, their own
transportation, their own private
security, their own schools. He's also
issued an executive order to improve
conditions in homeless shelters and city
jails and move to end solitary
confinement at Rikers, enforcing a 2024
law banning it. This is a tough one, but
the worst thing you can do to a human
being or any mammal is to put them
alone. Put your dog alone and see what
happens. So I like that. initiated a $4
million pilot program for modular public
restrooms to improve access to
sanitation citywide. Okay, fine. 4
million bucks. See if it works. Launched
task forces to accelerate affordable
housing development and cut bureaucratic
delays. I love the idea of cutting
bureaucratic delays. I'll come back to
that. Publicly reaffirm New York
sanctuary city policies, which defines
his stance towards federal authority and
immigration enforcement. I don't quite
frankly know how I feel about sanctuary
cities. I think we should just have a
sane immigration policy that embraces
immigration but embraces legal
immigration. And I think if we had if we
did a half-ass decent job of
immigration, we wouldn't need sanctuary
cities. And that is you're empathetic
and you're thoughtful and recognize that
the ultimate secret sauce is getting the
best and brightest from around the
world, but it needs to be legal
immigration and that a lot of people
wait in line for years on end and go
through the right, you know, process and
cost to be here legally. I do. At the
same time, the Republicans turned and
Democrats turned a blind eye to it after
the last 40 years because the 20 or 30
million odd undocumented workers, by the
way, they're documented up the ass. They
have phone contracts, social security
cards, Netflix, driver's license. Why?
Because we want to make sure we can
document them to make money from them.
But we just don't want to go through the
process of admitting that we had the
most flexible and profitable labor force
in history called the American
undocumented worker where they would
melt into the country to pick our crops
and wipe grandma's ass and serve you
your Cobb salad for a fraction of the
cost that it would cost because domestic
workers don't want to roof. I renovate
houses all the time and I can tell you
no domestic worker wants to work outside
any longer and you think well it's
putting pressure on wages. No, you just
can't find domestic workers who will do
it quite frankly. Anyways, back to
housing. I think his ideas on housing
are pretty [ __ ] up. And that is if you
want to solve the housing crisis in
Austin rents have plummeted. Why?
Because they got rid of nimiism and they
replaced it with yimism. And it's little
tweaks. So for example, there used to be
a regulation that for every apartment
you had to have a parking space. It is
really expensive and difficult to build
parking. You have to go subterranean,
which is expensive, or you have to buy
more land. They got rid of that.
Effectively, what housing represents in
America is this [ __ ] awful,
unamerican rejectionism and lvmhing of
our society where once I have a degree
from an elite university, I want to pull
up the drawbridge and applaud the dean
and the basic ideology of making it
harder and harder to get in. When I
applied to UCLA, 74% admissions rate.
This year, 9%. Most alumni like that
because it makes their degree more
valuable. When people buy a home, all of
a sudden they become very concerned with
traffic and show up to local review
board meetings. Taking housing permits
out of the hands of bureaucrats, and I
say that affectionately, and putting it
into the hands of homeowners is one of
the worst things to happen to young
Americans. And what we've seen is an
acceleration in housing prices and an
acceleration in the cost of college
degrees. one, the best means of
establishing economic security, a sense
of family, and also the certification
you need to continue or to to thrive in
a capitalist society. And we've decided
to LVMH the whole [ __ ] thing. And
we've decided at universities that we're
no longer public servants for Chanel
bags and the same thing as infected
housing in Minneapolis. So what do you
do? You pass Yimi laws and you provide
tax credits to developers that make it
economically feasible for them to
develop. It's not a demand problem in
New York that is killing people and
creating a one-bedroom that cost $5,500
and creating only three classes of
people that live in New York, either
tech bros, finance bros or parents whose
kids are putting them through New York.
It's the fact that there isn't enough
supply. So you provide in addition to
regulation around yimism, you weaponize
the private development infrastructure
with tax credits that encourage a
massive amount of development. Rent
freezes are just ridiculously hit up
your ass. Make no sense. Failed econ
one. State sponsored food lines, which
is what state sponsored grocery stores.
If there's one business we should leave
to the private sector, it should be
grocery. Is it a shitty low margin
business? And the idea that the person
from the DMV is going to oversee what
produce you have to choose from makes
absolutely no sense. In some mi, there's
a lot Democrats can take away from him.
He was on message. He's young. Ran an
amazing campaign. weaponized social
media, stayed on message around
affordability and I thought he kind of
won the election in one moment. I was
watching the debate and I think the
moment the mom don kind of got wind in
his sales that took him to victory was
when he said uh when they were all asked
where would you go? What would be your
first place you would travel to after
being mayor and they all put on their
virtue signaling and said okay I would
go to uh Israel or Ukraine and he'd said
I'd go to Brooklyn or I'd go to Harlem.
I'm the mayor of the city. That was
absolutely the right thing to say. I
also think some people who immediately
want to call him or just think the worst
of him need to try and give him a
chance. Give him a shot. Be supportive
of him. So, I'm trying I'm purposely
trying hard not to [ __ ] post him.
Anyways, great city. I think this city,
whether he's good or bad, is going to
survive him. I think New York's in a
[ __ ] golden age right now. Anyways,
thanks for the question. Support for
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>> Question number two.
>> Hi, Professor Galloway. This is Tom from
London.
I recently left a very well- paid career
in marketing because I was bored out of
my mind and decided to join a tiny fivep
person consulting firm. The work is
incredible. The clients are global and
I'm more motivated than I've been in
years. My one anxiety is this. The
founder, my boss, is a once in a
generation hyperarism leader. He is the
product. If he got sick or decided to
walk away, I'm pretty sure the business
and therefore my job would disappear
overnight.
I see some parallels with ProfG Media.
So my question is, how do you think
about legacy and key person risk from an
employes point of view? And what
conversations should smart employees be
having to protect their future? Finally,
if we ever meet at Lore of the Land,
first pint's on me. Thanks.
>> L of the Land. This is a great pub
started by Guy Richie. Love the pub.
Happy to meet you there. Almost all
small firms have key man risk or key
woman risk. That's the nature of any
small firm, specifically a services firm
who controls or has relationships. I had
key I've had key man risk or key scout
risk at every firm I've started. At
Profit, my brand strategy firm, I was
the person that owned the relationships
with our biggest clients. At Red
Envelope, I raised all the money, at
least initially. At L2, I was better at
it. As I got older, I realized that the
key to scale is pretty simple, and that
is the team of the best players wins.
And I talked to a lot of founders of
services companies, and they'll say to
me, and I'm bragging now, Scott, you've
been able to scale your firm and sell
these things for a lot of money, and
we're having trouble doing that. And I
say, well, okay, show me your cap table.
And they say, what do you mean? I'm
like, your cap table? Who owns your
firm? I'm like, well, I own 100% of it.
I'm like, okay, that's the [ __ ]
problem. The best employees are the ones
that act like owners. That's how you
scale a company is you bring in a series
of owners. You think about the company
non-stop. And the only way to get people
to act like owners is to make them
owners. And that is by the time I sold
L2, I owned 40% and venture capitalists
and employees own the other 60. At
profit, I own 30% and venture
capitalists and my co-founder and
employees own the other 70. At PropG
Media, as of last year, I didn't think
this company was going to have
enterprise value because of the things
you're talking about. And then as of
last year, the company is like quite
frankly scaling and my Greek glands are
going. I'm like maybe there's enterprise
value here. So I've started giving away
equity. If you're in a small company,
there's just no you're just going to
have key man or key woman risk. And the
key is does that person they don't have
to be nice. You don't have to have
friendship with them. But you have to
believe that they have a vested interest
in your success. And the easiest means
of evaluating that is that are they
giving you ownership that vests over
four years? Are they giving you equity?
Like just don't talk to me if you're a
service owner. You don't understand why
you can't attract good people when you
want to own 100% of the firm. Yeah. No
[ __ ] [ __ ] People People don't People
aren't born just to make you awesome and
rich. Anyways, I would just have a
transparent conversation. I don't think
there's a lot you can do. One, do you
think this person is going to stick
around? Do you think this person
demonstrates excellence? Do you have
upside relative to this person? So,
you're taking risks, but in a small
company, you're just going to have to
endure that key person risk. The
question is, are you being compensated
for that risk? because typically the
upside is greater. But from a founder
standpoint, the way you diversify away
from yourself. I I think about this
every day is new products, outstanding
people who kind of carry the ball. By
the time I sold L2, we had several
people including uh people who now work
at this company at Propy Media who were
handling clients, handling revenue lines
distinct of me without me. And one of
the keys to we got a multiple of eight
times revenues when we sold L2. And one
of the keys to that was I showed them my
calendar and went through twothirds of
our members. We called it membership
instead of consulting to get recurring
revenue to get a higher multiple. But
twothirds of our quoteunquote members
had not seen from or met with me in the
last year. And that's how we convince
them. But how do you do that? You just
hire amazing people. That's the key to
scaling beyond key key person risk. And
again, you're taking more risk than at a
big company, but you also should be
getting compensated in the form of an
equity grant. Thanks for the question.
We'll be right back after a quick break.
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Welcome back. Our final question is from
Beina 007 on Reddit. They say, "How did
you decide to send your kids to boarding
school? What are the pros, cons? We are
at that decision point and would
appreciate the advice. That's a great
question. It was sort of sold to me by
my son and his mom. I was not a fan of
it and quite frankly I hold some uh
resentment and regret around the
decision because I just wasn't ready to
lose my boy. And at 14 he was gone. He
was sold to me that he'd be home on
weekends. He's home Saturday afternoon
cuz he plays football Saturday morning.
And even when I didn't see him, I liked
knowing that he was upstairs. But here's
the thing, being a good dad is it's not
about you. And he's independent. And
from the moment he saw these boarding
schools, he just fell in love and wanted
to do it. And generally speaking, almost
everybody I know who went to boarding
school loved it. So I think it's good
for the kids. I think sometimes it's
hard on the parents. Although I do think
some parents just outsource parenting to
boarding schools. I personally, to be
honest, was hard on me. It's been great
for him. I mean, the boarding school he
goes to has something called the Wall of
Honor, and it's got 53 names of it, and
it's carved into marble all these names
who died in World Wars one and two. He's
basically living in a fraternity with 30
other guys, and his friends are great
kids. The quality of the education is
amazing. They're on their own. They got
to start managing their own [ __ ] and
making their own bed or not, getting up
on their own. I just think if you have
an independent kid who wants to go to
boarding school, you take a tour. I
think that it's just such a personal
decision. I don't have a checklist for
who should go to boarding school and who
shouldn't. And obviously, this is a
question of privilege because a lot of
people don't have the money to go to
boarding school. I would have been it
wasn't an option for me. I would have
benefited hugely from the character and
camaraderie of a boarding school. The
pros is that they are pros developing
young men and women. They're good
boarding schools. That's what they're in
the business of. Full stop. They're just
very good at what they do and they have
the resources to educate these kids in a
rigorous fashion and give them character
and give them just amount of the right
amount of fun and when they have to turn
in their phones and when they don't. The
cons are are really really simple. Your
kids out of the house before you want. I
mean, there's no getting around it.
That's the con, you know, all caps is
you lose your daughter or your son
sooner than you were expecting. Or at
least I did. I think most kids, if I
look at my son's friends, are really
high character kids who've really
benefited from the experience and have
had a a great experience. You know, I
suggest you just talk about it
thoughtfully with the kid. Does is the
kid up for it? Does he or she want to do
it? Go spend some time at the school and
just make a decision as a family. I I
don't want to propose an algorithm that
gets you to a yes or a no. I think this
stuff is so personal. I did coach a
friend of mine whose kid was at boarding
school and was miserable. I'm like,
okay, the first 30 days, yeah, it
wouldn't kind of be weird if they were
miserable or homesick. But if you're 3,
four, 6 months into this thing and the
kid is miserable, then it's a doover.
You put them somewhere else or bring
them back home and this is what they did
and now the kids's thriving at a local
school. I think that parents have a
pretty good sense for this if you're
really engaged in your kid, especially
mothers. Yeah, that's sexist. I'll stick
to it. I think mothers are more
intuitive about how their kids are doing
than dads usually. On the whole, it's
been a positive experience for us. It's
been in the short term a negative
experience for yours truly, but my son
is thriving and developing into a lovely
young man. So, I guess it's a hands down
it's a net positive. Sorry, I can't be
more specific here. Thanks for the
question. That's all for this episode.
If you'd like to submit a question,
please email a voice recording to office
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Or if you prefer to ask on Reddit, just
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in an upcoming episode.
Ask follow-up questions or revisit key timestamps.
The speaker discusses New York City's new mayor, his policies, and the speaker's own views on effective governance. He praises initiatives like free childcare and state-sponsored services such as speech therapy, while criticizing rent freezes and the idea of state-sponsored grocery stores, advocating instead for private sector involvement in low-margin businesses. He also believes current housing policies are flawed and calls for 'yimbyism' to address supply shortages by cutting bureaucratic delays and offering tax credits to developers. The speaker then addresses key person risk in small businesses, advising founders to offer equity to employees to foster ownership and scale, and employees to seek compensation for the inherent risk. Finally, he shares his personal experience and advice on sending children to boarding school, highlighting the benefits for the child's independence and education versus the personal emotional difficulty for parents.
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