How HubSpot Uses AI in Sales | Lucy Alexander, Director of Agentic Prospecting
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I'm excited to be joined with Lucy
Alexander. She's the director of agentic
prospecting at HubSpot. Welcome, Lucy.
>> I'm so happy to be here. Thanks for
having me.
>> So, you know, I want to jump in. You've
been at HubSpot for a while,
>> but you just took this new role,
director of aic prospecting. This role
didn't exist
at the beginning of 2026 even, right?
>> No. Yeah, definitely new role and uh
definitely a very AI era job title. So
help me understand why uh I mean how
HubSpot's thinking about this role.
>> Yeah. So I view my mission as using
agents to make our sales reps more
productive specifically in terms of
creating pipeline for them to close. So
whether that looks like creating tools
for them to use to accelerate their
pipeline generation or creating agents
that also create pipeline for them
without their intervention. Our
northstar is pipeline per rep. So we are
tied directly to the business outcome,
but my role is more of a technical role
on figuring out how do we build the
tools to get us to that target.
>> So the pipeline per rep probably was a
general goal already. It's just the new
titles helping you think differently
about how you get there. Is that right?
>> Yeah. I mean, we're looking at
additional metrics like do we get there
efficiently? Do we reduce the number of
touches from a rep that it takes to
generate pipeline and can we point them
toward higher value deals? Things like
that as well.
>> This is an awesome segue. So like now
with all these things in mind, like walk
me through how you're optimizing for
pipeline or like like give me an example
of like a lever that you're pulling that
you've seen like a tremendous impact
from or planning on seeing it.
>> Yeah, the first place that we started
was in a place where we didn't need rep
intervention at all. So my background is
originally in kind of the customer space
at HubSpot, but two years ago I took
over a prospect email team and we saw a
huge opportunity to use generative AI to
create completely personalized emails to
work our inbound demand. And so we
already had a program that would send
out an email, for example, on behalf of
a sales rep if they viewed a pricing
page, for instance, and offered the
chance to book a meeting with that rep.
We had strong conversion rates and were
generating a lot of pipeline and
meetings from those emails already. But
by bringing AI in and iterating a lot,
often 5 to 10 iterations before we
reached impact, we were able to get it
to anywhere from 50 to 200% improvements
in the meeting conversion rate of those
emails. So at this point, the team is
generating hundreds of thousands of
dollars in pipeline from those emails
that all are onetoone personalized for
the prospect. So better experience than
getting a kind of a random template and
better business outcomes as well. So we
started there, no rep intervention
required. We're doing it on their
behalf. And now we're thinking more
about, okay, well that doesn't cover
every single use case that a rep has for
writing AI emails. We want to now give
them the tools to be able to write
better emails um and place better calls
and conduct more relevant outreach. So,
we're thinking about things like
outreach agents that help them draft
wellressearched outreach that they can
then add their personal touch to. We're
thinking about research agents that go
and find relevant pieces of company
news. We're thinking about cold call
agents that will prepare a list of folks
for them to log in in the morning and
call rather than having to put that list
together themselves and agents
eventually that they can work with to
upskill on our product, upskill on cold
calling skills, um create really
personalized pieces of outreach much
faster. So, for example, like if they
want to go send a video to a prospect
today that's totally personalized,
they've got to take the time to go make
a slide deck or a couple slides and then
go figure out what am I even going to
say to this prospect? How am I going to
um you know, show them that I've done my
research? And we think we can expedite
that kind of process. So, trying to
think about first what are the basic
jobs to be done that we need to
accelerate with AI and then how can we
layer on creative approaches on top of
that. And it sounds like uh so first on
the inbound side, you went from just
sending them template email if someone
was inbound on side to like optimizing
what that email said. So like you knew
that that there was a ton of signal. Now
it's just saying the right thing and and
putting AI there. Now this is you're in
a more outbound role, right? Is that
accurate with with this?
>> It's it's sometimes outbound. Sometimes
it's also it looks like multi-threading
with additional contacts at the account
that that rep is working. So we'll email
the person who was checking out our
website automatically, but maybe they
want to pull in for HubSpot, you know,
the director of marketing or the
director of sales as well who hasn't
been on our website and they need to put
together a um really strong compelling
message to earn that person's time as
well. So if I understand this correctly,
your old responsibilities you still have
um from like an inbound optimization uh
but now you're layering in other things
so that you could see those signals
as well as more see how that impacts go
for a higher even higher conversion
rate. The thought process is
can we convert even more of those
inbounds by multi-threading all this
other things and that's pretty logical
and then layer in when you're doing
outbound at HubSpot is there a cold
element to it or is it mostly warm and
are you getting other signals that might
not be like what you were previously
working on like expanding those to to
make it more impactful.
>> Totally. Yeah. I think of it as broadly
first and third party signals. So you
have folks who are showing intent to
purchase by coming to your website or
going inbound. You've also got signals
externally either from data vendors or
from company news that's just publicly
available. They got a funding round for
instance. And we try to bring those
things all together so that our reps can
understand the holistic picture of that
account. prioritize their entire book of
business for them so that they don't
have to constantly be working out of
like which sort of campaign or play do I
go after next and then when they are
working that that specific account um
they're able to like generate talking
points or generate emails or generate
creative outreach strategies that pull
in that holistic picture rather than
maybe before they were focused primarily
on a competitor rip out or something
like that. So, it sounds like you're
doing all top of the funnel now and just
like optimizing it with AI, which is
awesome. And then how are you thinking
through build verse buy? Cuz it sounded
like you're building agents, but we know
that there's out ofthe-box solutions,
some of which that are getting pretty
good reviews.
>> Yeah. And we have tried a mix of tools.
We of course test our own tools and our
target audience as HubSpot. Our company
is smaller than HubSpot. So often times
we do need to customize our own products
a bit more. On top of that, um, there
are some amazing tools on the market.
Like I mentioned before, my ultimate
goal is pipeline per rep. And so we're
totally willing to test out different
tools to see what will get us there the
fastest. And sometimes we buy first and
then, you know, decide to build later.
But we have a really multifaceted sales
org as well. So we're not necessarily
building oneizefits-all solutions. We
have BDRs, we have account executives,
we have three different segments, we
have specialist, we [clears throat] sell
certain tools. So not everything is
going to work for every single every
single rep and we sometimes will build
in one area, buy in another, too.
>> So do you also have revenue metrics as
well as pipeline metrics under your
purview?
>> Technically, not under my purview, but
that's absolutely something we look at.
We want to make sure that our pipeline
that we're generating is actually
converting into dollars at the end of
the day.
>> Got it. So, so you're not necessarily
optimizing for reps on calls as much as
you are to get them calls.
>> Correct.
>> And then
>> another team that handles all of the
cool things around call prep and
followup and making sure that we're
nudging reps to do the right activities
on deals to progress them too. I'm most
curious about so understood pipeline per
rep core metric. How has that number
changed in the last year in terms of
just like the whole number?
>> Are you talking about like how much or
the like metric that we're using?
>> Yeah. Your your pipeline per rep goal in
2025 versus 2026.
>> Yeah. I mean as a company we're always
looking to grow. So we are trying that
works out to growth targets in terms of
what our reps bring in and when we work
back up the funnel that means we need to
generate more pipeline or drastically
improve our close rates to generate more
of that revenue. So, um, we have all of
our different sort of demand sources
feed into that revenue target at the end
of the day and we hope that these tools
we hope and we measure that these tools
are actually giving us incremental lift
over reps who are not using the tools or
reps versus their past selves. Does that
answer your question?
>> Yeah. So, I think where I'm trying to
get is like relative to other years
because you have this tool AI. So, like
increasing goals fortunately or
unfortunately seems to be the norm. uh
we we have uh bigger expectations
especially as a public company to
you know do what's right by your
stakeholders in addition to the company
and and and grow that way but AI an
inflection point right like where where
we could do more with less and as a
whole like theoretically have you seen a
greater percentage increase in the
year-over-year goal attainment from like
2025 to 2026 or 24 25 versus like 5
years ago or is it I'm just trying to
see like if you have a forcing function
with like higher goals that you haven't
had in the past just from that you could
cure with better ena better old school
enablement so to speak theoretically
like that pushes you to optimize even
more.
>> Yeah, it's interesting you bring that
up. I think we're having a conversation
about it about what incentivizes people
to like really think 10x rather than
just in the incremental. Right. We're
such a large company. I think we h
inevitably are going to push ourselves,
but there are so many different levers
that we have. We have so many different
demand sources. So, for example, when we
proved that AI emails could convert
folks into booked meeting or like get a
lot more booked meetings than before, we
had aggressive growth targets the
following year for how many meetings
generated from email we needed. that
growth percentage
>> was
depending on the segment between like 30
and 50% year-over-year growth because
that was a proven that was an area where
we were starting to see signal that yes
wow this could drive a lot of
incremental growth now there are other
areas where for example working with our
BDR team we rolled out a tool with them
that was also an AI kind of research and
drafting tool we don't expect that they
are going to become 30 to 50% more
productive in the span of a year. They
are people with, you know, a training
training enablement like they're
learning the skill set of how to reach
out to folks like their early career.
So, we're not going to set a target of
30 to 50%. And there's kind of this
balance between what is realistic for
somebody to attain. How do we set the
right quotas to set people up to succeed
as people and then also how do we um
like pilot things and incentivize
growth. So in that particular case for
example when we rolled out that tool we
ran a pilot where we incentivized people
to go far beyond their typical quota and
then once we proved that it worked we
scaled up that tool we rolled out to
more folks and then that sets us up to
be able to raise quotas and incremental
ways later. I love that and I think um
it's it's a very pragmatic approach
versus like the Shopify which wasn't
laid with KPIs the now famous email like
just figure it out do this you can't
hire this way like that's uh
another public company's point of view
and and actually they're doing well in
their own right but what KPIs outside of
pipeline maybe are more like leading
indicators right like if you're looking
at pipeline as lagging and and some some
that you're using Like some things I've
heard selling time per rep, like actual
selling time. I'm sure there's a bunch
others, but that that one in particular
has been top of mind. How are you
thinking about those other leading KPIs
that might be easier to hit short term?
>> Yeah. Um, we generally want to use
automation and agents to take admin work
and repeatable things off of rep's
plates so that they can spend more time
doing the uniquely human pieces of this.
We are not looking to rooc call a bunch
of people. We want our wonderful human
beings to go pick up the phone and have
a real genuine conversation with
someone. And so one of the things that
we look at is have they shifted time
from emailing to calling by looking at
email volume sent by reps and call
volume by rep so that we can start to
see okay are we actually seeing that
like automation is taking a bigger and
bigger slice of these emails and that
reps are then able to reallocate that
time to more calling. We also have a
metric that we've worked on internally
that basically quantifies the value of
like a minute of rep time. So if they
were able to reallocate that five
minutes that they would spend
researching and writing an email to an
activity involved in progressing a deal
or closing a deal, then we expect we
could bring in x more revenue, but
that's a little bit more on the lagging
side. So really, it's about like the
inputs. Are we seeing that the number of
companies that they reach out to are up?
Are we seeing that they're specifically
reaching out a lot more and a lot more
quickly to the best companies in their
book? And then are they calling more and
sending manual email less?
>> Uh my I I I I laughed in my head
thinking through the Facebook anecdote
of like every calendar invite showing
what that cost the company.
>> Yes.
>> I don't know if you've seen that of like
>> I've seen that. Yeah. Exactly. like we
do really think about the most valuable
asset that we have
>> is our humans attention and so we want
to be putting that on the right places
where there it's the highest highest
leverage for the company and like also
what our prospects want they want to
have a genuine conversation with
someone.
>> I'm curious now like with with the newer
things and and you're newer in role
understood but like what are some of
like the early successes that you've
seen or the results I should say?
>> Yeah. Um yeah very new two weeks into
the role but was
So, anything now would be completely
luck.
>> Yeah.
>> Yeah. I'll talk I mean I was I had my
feet in this world beforehand. Um and
couple of the successes we've seen,
number one, call volume did go up
significantly when we started to
automate a lot more of our emails um on
behalf of reps and the conversion rates
of those comparable rep sequences versus
the AI driven email sequences were the
same if not better for AI. So that tells
us, okay, we're starting to get
repetention toward the more human
channel of calling. Um, I can't remember
the exact stat off the top of my head,
but I think it was around a 10% increase
in the number of calls that a rep was
making per day. Um, so that's a good
leading indicator. The other thing that
we've seen is the value of
prioritization. So, we're using agents
to go comb through and review accounts
before we tell a rep like this is the
most important one for you to go after.
So, we basically talked with a bunch of
reps and we said, "How do you evaluate
an account?" Um, when you go get an
account in your book, what are what
specifically are you looking for on
their website? What are you looking for
on LinkedIn? All of these elements that
we hadn't really been able to pull at
scale. We replicated that um with our
own like in-house scrapers and third
party tools as well. And then now we're
able to surface a really good list. So,
we were actually able to get it to the
like the top 30% of accounts in a rep's
book generate 95% of their revenue,
which was a really good signal for us
that we had actually found. If you just
focus on these top 30% of accounts
rather than spraying praying with
everyone, then you're going to drive
much better revenue outcomes.
>> That's incredible. Thank Thank you so
much for uh peeling back the kimono a
bit and showing us what uh what's up at
a powerhouse.
>> Yeah, happy to.
>> And thank you for your time, Lucy. This
has been incredible. Of
>> course.
Ask follow-up questions or revisit key timestamps.
Lucy Alexander, Director of Agentic Prospecting at HubSpot, discusses how the company leverages AI agents to enhance sales productivity and increase pipeline generation. The core strategy focuses on utilizing AI to automate routine tasks, personalize outreach, and prioritize accounts, allowing sales representatives to focus on high-leverage activities like human-to-human phone conversations. By optimizing top-of-funnel activities and using data-driven insights for account prioritization, HubSpot has seen significant improvements in both efficiency and conversion outcomes.
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