My top secrets to running an AI Agent Workforce
1351 segments
There are people that are spitting up
agent workforces with hundreds of agents
and sub agents and they're getting
incredible amounts of work [music] done.
But how do you do it? And how could you
think about it? And what are the
strategies to actually create an AI
agent workforce
>> [music]
>> that under promises and over delivers?
Well, today I brought on Ali K. Miller
and she's one of one of the most
well-known AI voices ever. She's worked
with IBM, she's worked with AWS and
she's managed multi-billion dollar P&Ls
in the AI space.
I asked her a simple question, how do
you manage your fleet of agents? In this
episode, we cover a lot of ground, but
by the end of it, you're going to
understand how should you should
strategically think about spinning up AI
agent workforces, where there's
opportunities to create startups in the
B2B space with AI agents and a lot
[music] more. Enjoy the episode and I'll
see you at the end. Today's episode is
brought to you by Brex. My company's
been on Brex for a year and a half and I
started because I kept hearing companies
like Vercel, OpenAI, and Anthropic were
using Brex and I figured if they're
using it, why shouldn't I? It's been a
game-changer. The thing that got me is
how smooth it is. It's got high-limit
cards, it's got banking, it's got AI
that handles the back office busywork
like expense reports, which I don't want
to do, on its own. It's really just
built for this agentic world. If you're
building something new, it's time to get
Brex. Check it out at
brex.com/solutions/startups.
Link in the description.
>> [music]
>> I can't tell you how excited I am to
finally have Ali Miller on the podcast.
I've been begging her to come on. She's
one of my favorite people in AI and I
don't say that lightly. Um welcome to
the show, Ali.
>> Thank you, Greg. And you are also one of
my favorite people, so like I'm actually
very excited to to talk about all the AI
things that we're working on.
>> By the end of the episode, what are
people going to learn?
>> I hope like one of the biggest mindset
shifts that I'm going through right now
is I feel like the term managing agents
is wrong. And my hope is that people
will understand what that mindset shift
is, see a few examples, and figure out
how to start how to make that mindset
shift, what the first step should be.
>> Okay, perfect. So, where do you want to
start?
>> So, this is and and I'm happy to to
debate you on this cuz we haven't
chatted about this. But I feel like
managing agents feels like I'm their
direct manager and I'm like, "Suzy, go
over there and Betty, go over there and
Jeremy, go over here." And I feel like I
am three rungs above at like an SVP
overseeing level
where I feel like I am setting up the
infrastructure and then
they are figuring out the best way to
execute within that. Um and so I feel
like I'm moving from managing to like
waiting for escalations.
Um or I feel like I'm moving away from
delegating and more just deciding what
should or shouldn't happen. And so it's
a little bit more of the like a like a
liability role where I just get to be
the the final say of what happens
um and come in for like critical
thinking stops. But does it like am I
the only one that feels like that is
happening? I just it feels like that
word is wrong. Like I see managing
agents everywhere and it just feels like
anyone that is still talking about, "You
should manage agents." feels like early
2026 talk.
>> Also, like do do we want to manage
agents? Is also the question. Like
managing people is hard, you know what I
mean? Like
a big reason I think a lot of people
like AI to do stuff for us is so we
don't have to manage things, you know?
So, that's something else I've been
thinking about.
>> Like, I I ran an org of about 100 people
at AWS. The parts of people management
that I loved, it was
the the making them better and
empowering the out of them and
seeing them completely blow past their
ceiling, watching them get promotions.
Like, that was the fun part and also
seeing what we could do together. Things
like, "Oh, we have to fill out this
thing with the paper and the button."
And like, get me out of there. So, I
think the admin side of people
management and the admin side of agent
management, I want that fully gone.
The things that I that I love about
people, I'm bringing that over into
agents, which is just like, "How do I
act as as ambitiously as possible and
get you to break through your ceiling?"
And one of the best prompts that I have
done with my AI workforce is three
words.
>> [laughter]
>> And with like a little bit of
explanation, but like, at its core, it
is three words. That is the best prompt
ever. So, I have
uh my AI chief of staff is Simon. Simon
runs like this whole org. And so, I have
34 AI agents that work in this
workforce.
And it dawned on me
that I was already functioning at the
limit of my own imagination in my
business. And that I could be doing way
more ambitious things if only someone
could manage me, right? Like, could
break help me break through my ceiling.
And obviously, I have a lot of mentors
and you're amazing at at, you know,
shaking people up and and making me
second guess how I'm doing things. It's
really helpful. But, I it dawned on me.
I was like, "Why am I not leaning on the
AI agents to help me with this? Like,
why is everything that they're working
on initially prompted by me? Even if
it's
um a scheduled task, I still had to come
up with that task and tell it to do it.
So, the best prompt, three words, and
it's just do smart things.
Like, my AI workforce has access to
every single context doc I've got.
Context docs about my business, my
friends, family, my 2026 personal goals,
business goals. It has access to my
meeting transcripts, email, calendar,
Notion, Stripe, Supabase, GitHub,
whatever.
And I just several times a day want it
to look across all these things and just
do smart things.
And seeing how Fable 5 and GPT 5.6 and
that level model is reacting to that
vague
um flavor of prompt. Like, you could you
couldn't do this a year ago. Now, you
absolutely can.
>> So, when you hire a human being, I think
there's like three types of employees
that you can have. One is uh someone who
doesn't complete tasks, not a good
employee if they're not completing
tasks. Um the second is they're
completing the tasks um like
satisfactory or exceeding, but like
they're not really like thinking about
new tasks. Um so, they're not You can't
just like if you step away from the
business, you're probably not going to
see insane growth. Um
and then the best employee that you can
possibly hire is doing the task,
exceeding expectations on it, but also
thinking about new tasks that they
should be doing, and actually going and
doing those, and
exceeding expectations or or you know,
or being very satisfactory on that. So,
what you're saying is
basically, you're just giving more
responsibility to your team of agents.
Um you're giving in a way cuz you're
giving these three words to it and
you're saying like, "Hey, I'm shifting
the responsibility of like
you know, do smart things to you." Like,
you have to you you have to like there's
a bunch of fog that you have to figure
out.
>> Yes. I would say I'm giving them more
breath, more scope, more flexibility.
I'm not allowing them to now send 100
emails and before I used to have to
check all the emails. I still check all
the emails. So, the the tier of risk has
stayed the same, but the width has
expanded.
>> It's it's almost like unbelievable that
those three words actually make a
difference.
>> Yes. This is like I And by the way, so
so I I agree with your assessment on
this like tiers of employees and Alex
Lieberman shared this like pyramid of
proactivity that I turned into I'll I'll
send this to you so that you can pull it
up right now as I'm talking about it.
But, it is five levels of proactivity.
And at level four, it's like I've
already solved this thing. Here are the,
you know, tradeoffs or whatever. And at
level five, it's like I've already
solved this thing. Here's how I'm going
to deal with it if it goes wrong. Here's
the next steps, all the things that you
just laid out. I would say that the
difference between someone who's at
level three and two in in your um
analogy is someone that understands
goals and someone who's been given the
power
to rethink how things get done and the
power to actually execute. And I give my
AI workforce goals. Like, those are
written out and every single quarter
also um share with you this tweet that
has like the prompt that I think
everyone can use. But, every single
quarter I'm going through a goals review
with my AI agent workforce so that the
goals documents that are living on my
desktop and are duplicated in the drive
so that all this cloud like workflows
can actually work. Um all of that is so
that AI, when it is in that expanded
scope world and it's taking on that new
tasks,
it's doing it in a goal-oriented way.
It's like giving it a product mindset.
Like I think it would be extremely
limiting if you only treated this thing
as an engineer when it could be the
greatest product lead you've ever had.
>> I think you tweeted about like your your
like men you're really focused on
proactive agents, right?
>> Yes.
>> about when when you talk about proactive
agents? Is this what you're talking
about?
>> So I when you talk to the AI labs and I
know you do and I know I do and a bunch
of others probably do. But the the word
of the year feels like it's proactive.
So I don't want to be the first domino
anymore. I don't want to be the
bottleneck in my own work and any single
moment that I realize that I am the
limiting factor of helping a billion
people transform their lives, work, and
business in the AI age, I have to remove
myself from the process and go, "Bad
alley, like what are you doing?"
[laughter]
And so a lot of that um especially in
the in the kind of tail end of 2025,
first half of 2026 was switching into
proactive agents. So we we had proactive
automations that were trigger-based. Um
I'll give you a really easy example.
Every single time I drop a video
recording into our video folder, so
basically anytime I do a screen
recording, goes into this one folder and
automatically it gets generated um
automatically generated is a transcript
of that video um that gets, you know,
then saved into our little transcripty
thing. Social posts get generated that
are in my voice, so nine different
social posts get generated for X and
LinkedIn and Instagram real scripts and
all this stuff. So that presumably the
thing that I was filming was for a
social video. Um so that was easy
automation land, but that is just one
example of like a proactive um
very
um
well-defined workflow.
What I think is more interesting for the
back half of 2026 is proactive of
undefined workflows. So, like AI is
probabilistic all the time and not
deterministic, but I want to take that
probabilistic nature of reasoning, like
the step zero of reasoning, and apply
that to the actual tasks that it takes
on. So, in order to do that, whether
you're talking to a human or an agent,
they have to know what's the goal,
what's the star, what's that vision.
They have to have access to tools,
permission to use these tools in the way
that actually gets work off your plate,
and a sense of what would normally
trigger that sort of action.
So, and I can I'm going to share
one thing [clears throat]
on on screen here, which is every single
day,
um let me just give me 1 second.
So, essentially, like
I want my whole company to be queryable.
I want AI to have context on everything
that's happening, and it dawned on me
that yes, it had access to all my
meeting transcripts, and it had access
to my Gmail and all this stuff, but
there was a lot that was not yet
codified, and it was things like
everything is becoming proactive, I want
to be more proactive, or
this client, they think that what they
need help with is workflows, you know,
under the CMO, but actually what they
have problems with is reskilling and
finding new roles for this one
department. So, anything that is not
codified inside of, again, meetings,
emails, whatever, or Slack, I have asked
AI now to prompt me every single day
with this, and you know, I got to put it
in my brand colors, and I didn't want to
have to think with, you know, maybe 10%
of my brain still working at the end of
the day, so I give it like a little
prompt. It reminds me to dictate because
that's four times faster than writing.
And so, I will bank these entries to be
like
you know, I talked to Greg. I feel like
the entire focus is on proactive agents,
proactivity,
um and flexibility. And I want to look
more into his three levels of employees.
And so, like I might do this for 5
minutes or 40 minutes at the end of at
the end of the day. I might do it
throughout the day. And then I just save
it out and then it's like it this goes
into my personal wiki. And all I want to
do
is make sure that the agents that are
working at that really flexible layer
where again, I am not managing them.
I am enabling them and they're coming
back to me with those escalations and
decisions.
I want to make sure that they have the
right context or else all their stuff is
going to be wrong. And and we saw this
in the beginning of our AI workforce
stuff. It was like, oh, I saw that, you
know, Greg confirmed that interview. And
it's like, no, Greg confirmed it, but
we're still figuring out dates and I'm
doing it over text and you know,
IMessage MCP broke since you can't see
that. So, there was a lot of stuff that
we had to continually fix and it took
probably months to get to where we are
now. But, we have Claude in every single
one of our chat channels. I had a very
weird I I have to send I have to show
you this.
Um
Let me just share my whole screen.
>> By the way, this So, the Brain Meets
Diary thing, so when you
>> Yeah.
>> when you you know, you add today Well,
you had like 86 entries, right? So, your
AI agents do all of your Does your Does
your entire AI workforce workforce have
access to that or just some? How do you
think about that?
>> So, great question.
Um essentially, my AI workforce right
now is one AI chief of staff with six
directors. Those directors are largely
over like business functions. So, one is
education, one is all the client work,
um one is kind of operations, one's
marketing, one product, and then Phoebe,
all these are named after Friends
characters. Phoebe is like the chief
dreaming officer who's just like being
wacky and weird in a corner. Um and so,
she's this is let me take another just
like moment here.
Um the reason that it took us months to
get to where we are now with our AI work
forces is that you have to take
stock of what assumptions you have made
about your work and how you are living
day to day and you have to be willing to
be like, "Oh, that thing that I've been
doing for almost 40 years, I feel like
we should change it."
And that's a really jarring
uh change to work, especially when
you've like been an overachiever, right?
I'm sure you feel this, too. And so, um
one thing that I am constantly having to
remind myself is we have all these
agents that do all these tasks and we
have skills and we have this and that.
And I have to remind myself that like
that is operating in 2015 world if I
give all of them job titles that existed
in 2015. So, if I name them CMO or chief
product officer and the person
underneath it is a front-end engineer
and a back-end engineer and all this
stuff, then it feels like I am operating
in 2015 org structure.
And one of the uh
most wonderful uses of free will
uh and just delightful things is going,
"Oh my god,
all of these employees basically cost
$0. And so, at the margin, I can hire
any flipping person I want to."
And so, I just wanted this weirdo. So, I
hired Phoebe as like a weirdo in the
corner
who's just looking at all these things
that we're working on and Phoebe acts as
this like almost end layer for things
that are getting generated to go like,
"How do we 10x it?"
Like I um
I joke, there's this guy David that I
worked with at Amazon who was one of the
reasons that I joined there and he is
like one of the most ambitious thinkers
I've ever met. And I joked that I would
pay him and I still I it's a joke but I
I
>> [laughter]
>> would pay him to do this.
Like um I want I wanted him to put me in
a room like Spanish Inquisition
Inquisition style with like a bright
light on my face and to ask me a
question. Like I was running a
multi-billion dollar business at Amazon
with 400,000 global startups running AI
strategy and if he asked a question of
like how would you do this and I
answered, I wanted him to just slap me
across the face and be like how would
you 10x that?
And that
>> [laughter]
>> I want a David um for for how I'm
structuring my AI workforce but I'm now
able to do that uh on my own. I'm sure
David would be disappointed to hear that
but it it's rethinking roles. It's
rethinking how you're spending um again
how how are you thinking about that
margin
um and so Phoebe is one of them that I
would have never hired in human world.
Um and Toby is another. I'll send you a
screenshot of my workforce but basically
Phoebe is that chief during officer and
Toby is Simon's assistant whose only job
is watching the AI workforce work take
down notes, what still has friction um
and who needs access to what. So going
back to your point of hey I have this AI
diary that I'm maintaining.
If we found that one agent did not have
access to this and Toby was like every
single time you keep correcting this one
agent's output have you thought about
giving your agent access to this? Now
this is just context that lives on my
desktop so any of these agents can
really see it. Um but if it was a
specific tool um if it was a specific
folder that is outside of normal cloud
land um that I try and have hard rules
on then I would absolutely use AI as a
means of figuring out those friction
points to then expand.
Um yeah.
>> Question on designing your actual
workforce. So, I agree by the way. I
think like
um you have to think about like
how do you create an
an AI native workforce like without job
titles from pre-AI native land. So, I
agree with that. But, like
tactically, if I'm a founder, like how
do I It's so much It's so much easier to
be like, "I need a CMO. I need a CPO. I
need this." So, how do
>> I think everyone should start there.
>> Yeah.
>> I think like the the the starting point
is What does it feel like to work with
one agent? After that, I would say,
"What does it work What does it feel
like to work with one agent who is doing
things on my behalf proactively?"
Then I would say, "What does it feel
like for two agents to work together on
a task or for one to direct the other?"
Um like one to route to the other.
Um and then then I would say, "Okay,
what does a workforce look like and how
do all those things interact?" And I
have, you know, like a mission control
where I'm seeing how all this stuff is
moving around.
And then you go, "Oh, now I understand
how they're trading notes. Now I
understand how context is passed. Now I
understand that things have to run in
parallel. Now I have to understand
um that that this agent actually didn't
need access to these tools. Now I
understand that that agent can run off
of a smaller model. Like not everything
needs Opus. All of my, you know,
sub-agents are like Haiku and Sonnet."
So, all of that is in the discovery
phase of building out the AI workforce.
I think start with traditional job
titles.
>> No, I just I was thinking to myself like
I wish it wasn't that hard, right? Cuz
like it it
it does feel like there's like a ramp up
time to actually get to a point where
you have an AI workforce that's working
for you that is efficient. And I think a
lot of people the what happens is like
they try, they fail. And they're like,
"This isn't for me." or "The models
aren't good enough yet." or and and you
know what I mean?
>> Yeah. So so here's here's my
take on that.
Um
I think that you can spin up a workforce
with one prompt. Right? Like I've shared
this prompt publicly.
Um you can just prompt and say, "I am a
founder. I am building an AI personal
shopper. My team is three humans. Here's
what we do. Here's where we're based.
Here's our goal." whatever. You can say
that and just say, "Interview me. Um
we're going to build out an AI workforce
together. Something that runs more
efficiently and achieves my goals of
saving at least 5 hours a week. Um
uh capping my my meetings to to 15 hours
per week and make sure that I get into
my capital raise by October." Right?
Like you can you can do that in one
prompt and have it interview you, and
then you have a workforce.
To go from uh yes, all these agents
exist and they all have markdown files
and they're doing some stuff to ooh, now
it's at the 90% plus level and ooh, I
needed this extra little context with
this diary and mhm that role isn't
working. I'm going to switch it.
That is all going to come through
iteration cuz it's so specific to each
person. The advice that I would give is
stop relying on only yourself to find
these blockers. Like AI as a watchdog is
one of the best use cases that exist
right now and almost no one is doing
this. So like having an AI watchdog in
Slack to catch for duplicative work or
having an AI watchdog on your calendar
to see when there are conflicts or an AI
watchdog over your meetings just to see
where disagreement is happening.
Like 10 years ago, I remember working um
this was at a at a large-scale
enterprise.
Um but we were working on like comparing
contracts. Right? It was like before the
edit, after the edit. And it was like
compare and contrast with AI.
And 10 years ago, that was like the
greatest use case ever.
And yet, no one today is using AI for
this like weird cross-functional gap
analysis
at a more advanced level than we would
have done 10 years ago, and it's still
just like such a meaty use case. I think
Claude Tag is a big help here. I think
it's a mess right now in this exact
moment that we're recording this. I
think it's a mess to set Claude Tag up,
but I'm sure it'll be fixed by the time
this comes out. I've also set up my own
Claude code to come in. I have a Slack
channel
that is called Loop Alley. I'll send you
a screenshot of non-private information,
but it is called Loop Alley. My freaking
human team can talk to my AI workforce
in that Slack channel.
So,
there is no ceiling to this stuff. Like
I'll have a teammate who like if I'm in
private emails with someone, that the
teammate will write into the Slack and
go, "Hey, did
Did that large financial services client
like did they respond to Ali's email?"
And my workforce will respond back to
that person. And that person will not
have to wait for me for 5 hours to get
back to them.
So,
that sort of thing, the ratcheting up of
how advanced your AI workforce can be,
how multiplayer it is, that's going to
take time because people are still
figuring out best practices now. Things
are not easy to set up right now, but
that baseline of hey, interview me, I
want a workforce, I want something just
doing stuff for me at a high enough
level, you can set that up and connect
into tools in under 3 hours.
>> The other thing is because a lot of
people are not doing it, that's the
arbitrage opportunity, you know?
>> Yes.
>> So, it's kind of like
it's kind of like it's stick through it,
optimize it. I'm curious actually from
your perspective like um you know, what
are opportunities
that are you seeing that people could be
you know, building, you know, making
money, type that sort of thing. I'm just
curious, you know, what comes to top of
mind.
>> I think so certainly
I think AI workforce first of all, like
of all AI users, if you look at the
percentage of people who are paid AI
users and if you look at the percentage
of those who are using things like Codex
or Claude code, it is minuscule. So
already, if you're just trying to be in
the top like 1% of AI users and you're
using the stuff and you've built out
even a basic workforce
you're already top 1%.
Probably top 0.5%.
Um getting it to that advanced level I
think is absolutely arbitrage because it
feels like I'm operating a company of a
thousand people and not my small, you
know, scrappy Gremlin group. Um that is
still absolutely one. I think the second
that um
that I would do is that AI is a watchdog
over any single thing that I am normally
tracking. So maybe it's and and I don't
just mean visibility. I think dashboards
are dumb, but I want visibility with
anomaly detection or insights or
something. So don't just tell me what my
social media following is or views or
whatever. Tell me what are people
talking about? What are people best
reacting to? What is not performing
well? What should I do tomorrow? Write
me a script that helps me for that. So
kind of this AI is a watchdog but with
insights into action I think is the
second. And the third that very few
people are talking about but is probably
one of the biggest arbitrage
opportunities because of how good the
models are now
is to instead of building out the thing,
build the factory for the thing.
>> What do you mean by that?
>> So let's say that you want to build um
a product and we just released um
there's something called the AI first
index that I run with all of my Fortune
500 clients where I interview their
executives and I evaluate how AI first
they are across like 16 different
dimensions and all this stuff. And we
decided through a combination of humans
and AI to create a product um, for the
public to be able to benchmark
themselves on how AI first they are as
individuals and as a company.
In that process, I could have done one
of two things.
I could have gone to CloudCode or CodeX
or anti-gravity or whatever. I could
have gone to any of these and said,
"Hey, I want to build out this thing,
interview me, you know, look at my my
um, AI first index reports that I've
used with previous clients,
um, find every single workshop I've ever
done with clients where I mentioned the
AI first index, whatever. Do that and
build out the product and then we
iterate for several hours, days,
whatever until something is perfect and
we release it." That is option one.
Option two is realizing that that's
probably not going to be the only
product you build or will not be the
only iteration of that specific product
that you build.
And so it's it's like going one level up
in abstraction. It's like what dev tool
companies did for engineering, but
you're creating
dev tools that level for yourself.
You're going to like the kernel level
for yourself.
Um, and so you're moving down the stack
for yourself.
And instead of just building that
product, we instead built out a mini and
very beginner software factory.
Where we're building out primitives
obviously we have to deal with login,
obviously we have to deal with payments,
obviously we have to deal with social
sharing.
Um, we have to deal with writing
newsletters to promote these things. And
so you end up instead of just building
that one product, you go,
"There is going to be a flywheel that
comes out of this. There's going to be
explosive opportunities that comes out
of this. Why not take advantage of that
now?"
And so it's like a measure twice, cut
once kind of thing, but the measurement
is building out that foundational layer.
So that the next product that you build,
the next iteration of the AI first index
or whatever you're building out, is so
much faster, so much better, so much
stronger.
Um and so
we're we're we're building these like
loops, these optimizing loops again that
aren't super autonomous and are very
heavy-handed with humans.
But that is the arbitrage opportunity on
products that are revenue jet like
that's already that product's already
profitable.
And now I have the ability to build
endless products that are profitable at
faster speeds than I built the first
one.
>> That's crazy. That's absolutely crazy.
And like no one is talking about this.
>> No, it's the it's the the dark headless
factory. Headless like AI headless,
[clears throat] not you know.
Um but that is that's what I want. I
want that I I want to learn through the
mess. Like we had a webhook issue,
whatever. Like I want to learn through
that mess and then I want to never make
that mistake again.
And so you're you you have to think
about how this factory works, not just
for product building, but you know,
maybe it's for how you want to run your
content engine, maybe it's how you want
to deal with net new leads. Like think
of the factory behind the one singular
task instead of the one singular task
itself. That is one of the biggest ways
to rethink work in the AI age.
>> What's uh
what's Ali Miller's current POV on, you
know, software
you know, the SaaS apocalypse and
software, the value going down, down,
down? Like in a world where everyone
could create a software factory.
>> Also, I like I wish I had an agent that
was yelling at me about my posture. So
like maybe I'll I'll create a new one
[snorts] for that. As I as I realized.
Um SaaS apocalypse, I think mediocre
software is dead in several years. And
the reason that I think it's actually a
longer timeline than most people are
predicting is because of what I shared
about like how often people are actually
using this stuff.
So, you could go into one of the most
AI-first, you know, banks or AI-first
software companies. And if you ask them,
"Have you rebuilt DocuSign? Have you
rebuilt parts of Salesforce? Have you
rebuilt all these things knowing that
you can?" They would say something like,
"No, because we're already so bandwidth
constrained." Or, "No, because we've
prioritized this other thing."
Um as long as we are still bandwidth
constrained, and as long as there are
still
billions of people who have not used
these sorts of tools, you're not going
to have
mass
adoption inside of the enterprise of of
the replacement to SaaS.
Does that make sense? Like Like if it
continues to take
I don't know, 100 hours or something to
rebuild something at the scale of a CRM,
companies that only have people who are
sitting there and can work for 100 hours
and who know how to do this are going to
be able to take advantage of it. And
it's only going to be when that drops
down to like under 3 hours and is a fun
click and drag interface, which I would
even argue and say Replit lovable or not
at that level yet, right, for that
complexity of software,
you're not going to see uh a
high-complexity
enterprise-grade
highly secure SaaS
do that.
>> Also, people don't want to maintain that
software, too, right?
>> Oh my god.
>> People don't People are willing to pay
someone else to maintain software.
>> Absolutely. I I built an app, this was a
a year and a half ago or something. I
built an app that only lives on my
desktop that allows me to like better
manage photo stuff. And someone
yesterday uh brought this up in a call,
and I was like, "Oh my god, I have
enough just for this." And then I opened
it and it was aired out. And I'm like,
"I don't want to deal with this right
now. Like, this is
>> [laughter]
>> not at all what I want to do." So,
you're totally right. The the
maintenance is rough. I think like Boris
kind of describes one of the like future
employee types is just like the
maintainer. Um but I I have a really
hard time seeing mass SaaS-pocalypse
until the ease of making prototyping,
making, customizing, and maintaining,
and securing
um is
is at like 95% plus.
>> I mean,
even even in a world where there's the
maintainer,
if something breaks and you're an
enterprise, you want someone to call.
You want to go into someone's office,
right? Like
>> Yes. You also want someone to blame.
>> You want someone to blame. [laughter]
Right on.
>> That's an important piece. I think a lot
of people are forgetting that like
the question of is AI going to replace
this, this, this, whether it's a task, a
job, a company, a product, something, um
often I am asked the first question I'm
asking myself is who's liable now, who
would be liable in that other world, and
do I think that that trade-off is worth
it right now? Like, I work with Fortune
500 CEOs every single day.
They No way.
>> [laughter]
>> No way. They want to be able to call
because they want someone to unblock,
they want someone to secure. The other
thing is that um let's say that um let's
just say it's a Salesforce example, and
that you could build a shitty CRM or a
simple CRM or something that's just
running on your own, um but Salesforce
has relationships with all the AI labs.
They are, you know, getting into early
testing. And so, by the time a new model
comes out, you are facing it as a day
one person. They're facing it as a day
30, maybe. And so, you're also going to
be on a very big lag.
And so as you're thinking about that
cost trade-off, I think in addition to
all the things that we just talked about
with enterprise grade security and
maintaining, whatever, you just also
don't want to experience that lag.
Like we're moving to a world where
being fast to the punch and getting a
30-day, 60-day, 100-day leg up on
someone is going to be massive for
business.
>> What about for consumers? So like I I
get that like an enterprise, you want
someone you can speak to and and you
want security, but for consumer it's
like like for example, your app idea
around,
you know, let me know when my posture is
bad.
>> Yeah, which
I'm just going to keep
>> [laughter]
>> Here, I'll move I'll even move the
camera up. Okay.
>> By the way, I also have horrible
posture, so
>> Okay, well then let's build a product
using my phone.
>> Yeah, exactly. And and it's like, okay,
let's say you build a product and I
build a product. It's like
uh
you know, ultimately may the best
product win.
Um but like
>> Yeah, hopefully.
>> Hopefully.
>> I I don't think that's ever been the
case though.
>> That's right. I mean, the best the best
songs aren't on the Billboard 100, you
know, like in the sense of like the
marketing Yeah.
the the promotion of a of, you know,
piece of IP is really what drives a lot
of awareness and
and
>> also an arbitrage opportunity. Like you
it's almost kind of exciting that it's
not only based on code
or design for who wins. It's like kind
of nice to know that if you're someone
who's really personable, that you can
get a leg up if you're able to like open
doors that other people can't.
>> Exactly.
>> Like on the one hand you could say it's
not fair because it's so subjective, and
on the other hand you could be like, oh
yeah, but if I lack that one skill or if
I'm not the best in class at that skill
and I'm just kind of passing muster on
that skill, I still have a chance.
>> Yeah.
Yeah, so
I agree. So like when people say, just
to like sum this up, when people say
like
>> Yeah.
>> software is going to zero, on the
enterprise side, we both agree like
yeah, some software might go to zero,
but it you know, you want someone that
you can speak to, you want
security, you want something to maintain
it. On the consumer side,
um what it feels like it's sort of
shifting from science to art. And now
the people that are going to win are
going to be the more creative, maybe the
video first people, the people that can
like understand how to create Instagram
reels that a posture app can go viral,
and the code is actually going to matter
a lot less, but the amount of
opportunity that exists both in
enterprise and consumer,
to me couldn't be higher.
>> Like I So, I think a lot of people will
say the phrase like look for the
bottlenecks and solve the bottlenecks,
and I always kind of disagreed with or I
don't think it's fully complete. The
phrase that I say is like look for the
bottlenecks, then evaluate the value of
fixing those bottlenecks, and then pick
the bottleneck that is high value to
fix.
>> Mhm.
>> And so, if right now the bottleneck is
not on writing code, and the bottleneck
is not on coming up with good design,
but the bottleneck is getting something
from a local HTML file into like an
actual iOS app, then that might be where
you spend your time.
Or if the bottleneck is that no one's
really figured out how to get
um you know, stronger word of mouth and
referral codes, and like that's still
kind of messy. Um and I and I know this
as a product maker and advisor,
whatever, like that is still a messy
spot. So, like
maybe if you fix that, your your uh
whatever they call it, like the the
covariant, the word of mouth covariant
thing, um
um could be above one. Like that is what
I would be
spending my time on. Finding the
bottlenecks and finding what is still
high value. I think video creation, no
matter how much AI is helping me edit
or, you know, edit the script or
whatever, it is still a slog to be able
to make video. So, that is still a
bottleneck and it's very high value. Um
but, you know, people
in the B2C space, I'm sure can think of
a lot more. I don't know, I just think
of like certain B2C products that I use
and I'm like, why did I pick it? Um
I use WhisperFlow every single day. I
don't like their mobile experience at
all, but I still use it. Um because the
value is so high. Have I seen a single
video about Whisper Did I see a single
video before I started using it? No, I
now see them, you know, everywhere, but
>> Could it be subconsciously though? You
like see their brand places, like you
might be watching I don't know, you
know, Chris Williamson and then they
sponsor Chris Williamson and you kind of
you kind of just see it, you know?
>> Yeah. I think like influencers still
have a ton of sway here. The rise of the
B2B influencer, which like I feel like I
was one of the first [laughter] and it
is
it's so amazing to see more people
creating business content, but that is
still a bottleneck um in in building
like B2B trust.
>> Right.
>> That is a massive bottleneck and so
finding creators that can help you
there.
Um
but I think B2C has a ton of
opportunity. I worry um if you look at
the YC splits right now,
um when I was working with YC when I was
at AWS compared to now, the ratio of B2B
versus B2C has skyrocketed.
Like there's just not as many B2C
companies in these incubators getting
built.
Um you could either say when they're
zigging, I'm zagging and double down and
do a B2C thing. Like there was this
woman who created an app. She's never
coded a day in her life. She created an
app that takes a few photos of your face
and she takes that and creates an a
model of your face and gives you like
aesthetic photos that are like you in a
grainy rainy day riding a bicycle or
whatever.
She had 300,000
users out the gate.
Like there's still a lot of opportunity
in B2C even if the big incubators are
seeing that activity less.
Um
and so maybe that's another opportunity
for people to explore.
>> Well, yeah, and I think like, you know,
we we've we've been talking a lot about
agents and I think there's just an
opportunity to create agent-first
version of some of our favorite apps.
You just like look at, you know, a bunch
of different B2C apps. Just to go look
at centurytower.com.
Um not affiliated, but you can just see
like what's charting and what are people
downloading and it's like, okay, in a
world where superintelligence is now on
tap, how can I make an AI-native version
of this?
Um
or undercut, you know, from a price
perspective or just drive more value.
Like there's ways there's now like
opportunity to
to to
to enter some of these markets.
>> I I completely agree with you and I
think agent-first software is absolutely
one. Um two things that I actually think
are really interest or maybe three by
the time I get to it, but interesting
research avenues to learn more
opportunities like the one you just
mentioned. So, one, YC posts
uh videos on Instagram for what type of
applications they're looking for and
agent-first software is one of them. So,
listening to what YC is asking for,
assume that they are already thinking 18
months out.
Um so, that's definitely one arbitrage
research opportunity.
The second is Matt Van Horn's last 30
days research skill, which is just
amazing. I've like inner
um I've integrated that with my like
Claude wiki. Love it. Um and the third
is
>> Wait, can you tell people I've had Matt
on I've had Matt on the pod, but just
quickly like what is it and why why do
you think it's chef's kiss?
>> So, there are a lot of public skills
that I think are done by geniuses in
their space. One that was kind of first
out the gate or one of the first out the
gate that is made by a lovely man named
Matt Van Horn is {slash} last 30 days
and it's on GitHub. You can just grab
it. But, it is the ability for AI to
figure out today's date, scan the news
of the last 30 days, but scan it in
interesting ways, synthesize it in
interesting ways, and just fan out crazy
amounts of agents in parallel to be able
to bring it back to you. So, as I'm
thinking about, you know, if I'm going
into a company and I'm running a
workshop for their 200 executives,
I don't know about the insurance space
as well as I should. And so, like if I
need to quickly get spun up on an
industry, I'll use it.
Um or quickly get spun up on a specific
company, I'll use it. So, I use it
there. But, for this in particular, you
could just do {slash} last 30 days and
then say like startup ideas that could
be built by someone with the following
background or the following skills or
um had the last three jobs of this this
this. Like, use it in interesting ways
to see how you can carve out a new path
that people are not doing.
Um the third, which I have access to and
I think there are public avenues to get
it,
um is that I might Let's say I I am at
like a CMO summit. And so, every single
person in the audience is a CMO.
I can hear the types of questions that
they're asking, right? I can hear the
the fear zones that they have. I can
hear questions that they used to ask 3
years ago and are no longer asking
today. And so, finding companies,
people, influencers, creators, Gregs of
the world to like follow to hear the
inside scoop of what these people are
thinking of. Like I can tell you that
CMOs, all of them are asking about like
how do I get discovered by agents? How
What is the agent for shopping
experience look like? What is brand
consideration in the AI age look like?
You know, all all of that is being
considered right now by CMOs, but it is
often coming from a place of fear that
they are worried that their business is
going to be
depleted, that their pipeline is going
to be crushed in 2 years if they don't
figure it out now.
So, figuring out paths to find those
fear points would probably be the third.
>> I love it.
Allie, anything else you wanted to
cover?
>> I just want to screen share the insane
Claude reaction because
this
um and this is me also cursing at
Claude, but whatever.
So, I wrote I wrote um a a not super I
wrote a not super nice thing about
Claude in one of our Slack channels.
[laughter]
And this was like late at night and I
was just like getting it out there so I
could talk with my team about it later.
And all of a sudden there was an emoji
reaction of a salute.
And I was like, I don't think a single
person on my team has ever used a
salute. And I hovered over it and it was
Claude. I was like, [laughter]
"What are you doing?" And so, I wrote
back to it, "Did you just
you know, emoji react like is that you?"
And Claude was like, "Yep.
That was me. I'm here."
And I just if there's one thing that I
want people to to think about, it is
the leaning into the weirdness of what
it looks like to have not just an AI
workforce, but to have a multiplayer AI
workforce that other humans can chime in
on
and have it be proactive.
Right? That is absolutely second thing.
And giving it that flexibility to more
roam free. Um and the third is what it
actually looks like for a teammate or a
system to up level, whether that's in
dark factory type space or just
answering better questions inside of
Slack. Those are the things that I would
be considering and don't be
scared like me if Claude emoji reacts to
one [laughter] of your messages.
>> Yeah, I mean it's
You know what that is like? It's kind of
like um
you know, it's a winter day in New York
City and for some reason it's like
middle of February and all of a sudden
it it it feels like summer. Like you
know, there's like random hot days and
you're like, this is amazing and you're
like 90% excited but like 10% frightened
cuz you're like, it's not supposed to be
>> Yes.
>> It's not supposed to be so hot now. That
was kind of like
>> are always so You're like a genius with
analogies. Yes.
>> That's what it's like. It's like
You
and that's 90% cool but 10% frightening.
>> Yes. Yes. I'm like I'm like still going
to continue to try and lean into that
weirdness and find ways that I can like
take that weirdness and use it to my
advantage. Um
but
I'm going to keep that fear next
[laughter] to me so that I don't lose my
mind.
>> 100%.
>> Yeah.
>> Uh
I hope people enjoyed this episode as
much as I did. Ali, I absolutely love
chatting with you. You're one of my
favorite people to talk to. Please
comment on YouTube to let just to just
to hype Ali up honestly and have her
hopefully come back on the podcast
again. Uh Ali is a a follow. I'll
include where you can follow her on her
socials in the show notes and the
description.
>> Yeah, Greg, thank you so much for having
me. I My hope is that every single
person got the tactical things that they
need to just like immediately
immediately take action on this. If
anything was not clear, let me know. I
am going to like jump on and help
people.
And Greg, I will absolutely come back.
You're one of my favorite favorite
creators. You can always call on me.
>> I appreciate it, Ali. I'll see you next
time.
>> Sounds good. Bye.
Ask follow-up questions or revisit key timestamps.
This episode features AI expert Ali K. Miller discussing her strategy for managing an 'AI agent workforce.' Miller argues for a shift in mindset: moving away from 'managing' agents as direct reports and toward an 'SVP-level' approach of building infrastructure, setting goals, and waiting for escalations. She emphasizes the power of proactive, goal-oriented agents that can 'do smart things' and highlights the importance of integrating AI into daily workflows as a 'watchdog' or 'factory' for building products faster. They also debate the future of SaaS, the importance of maintaining human liability, and the emerging arbitrage opportunities for both individuals and businesses in the AI age.
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