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How HubSpot Uses AI in Sales | Lucy Alexander, Director of Agentic Prospecting

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How HubSpot Uses AI in Sales | Lucy Alexander, Director of Agentic Prospecting

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459 segments

0:00

I'm excited to be joined with Lucy

0:01

Alexander. She's the director of agentic

0:04

prospecting at HubSpot. Welcome, Lucy.

0:07

>> I'm so happy to be here. Thanks for

0:08

having me.

0:09

>> So, you know, I want to jump in. You've

0:11

been at HubSpot for a while,

0:13

>> but you just took this new role,

0:15

director of aic prospecting. This role

0:18

didn't exist

0:21

at the beginning of 2026 even, right?

0:24

>> No. Yeah, definitely new role and uh

0:26

definitely a very AI era job title. So

0:29

help me understand why uh I mean how

0:34

HubSpot's thinking about this role.

0:35

>> Yeah. So I view my mission as using

0:38

agents to make our sales reps more

0:42

productive specifically in terms of

0:44

creating pipeline for them to close. So

0:47

whether that looks like creating tools

0:48

for them to use to accelerate their

0:51

pipeline generation or creating agents

0:54

that also create pipeline for them

0:57

without their intervention. Our

0:59

northstar is pipeline per rep. So we are

1:02

tied directly to the business outcome,

1:04

but my role is more of a technical role

1:06

on figuring out how do we build the

1:08

tools to get us to that target.

1:10

>> So the pipeline per rep probably was a

1:14

general goal already. It's just the new

1:17

titles helping you think differently

1:18

about how you get there. Is that right?

1:20

>> Yeah. I mean, we're looking at

1:22

additional metrics like do we get there

1:24

efficiently? Do we reduce the number of

1:26

touches from a rep that it takes to

1:28

generate pipeline and can we point them

1:31

toward higher value deals? Things like

1:33

that as well.

1:34

>> This is an awesome segue. So like now

1:36

with all these things in mind, like walk

1:40

me through how you're optimizing for

1:42

pipeline or like like give me an example

1:44

of like a lever that you're pulling that

1:45

you've seen like a tremendous impact

1:47

from or planning on seeing it.

1:49

>> Yeah, the first place that we started

1:51

was in a place where we didn't need rep

1:53

intervention at all. So my background is

1:56

originally in kind of the customer space

1:57

at HubSpot, but two years ago I took

1:59

over a prospect email team and we saw a

2:02

huge opportunity to use generative AI to

2:06

create completely personalized emails to

2:10

work our inbound demand. And so we

2:12

already had a program that would send

2:13

out an email, for example, on behalf of

2:16

a sales rep if they viewed a pricing

2:19

page, for instance, and offered the

2:20

chance to book a meeting with that rep.

2:22

We had strong conversion rates and were

2:24

generating a lot of pipeline and

2:26

meetings from those emails already. But

2:28

by bringing AI in and iterating a lot,

2:32

often 5 to 10 iterations before we

2:34

reached impact, we were able to get it

2:36

to anywhere from 50 to 200% improvements

2:40

in the meeting conversion rate of those

2:41

emails. So at this point, the team is

2:44

generating hundreds of thousands of

2:45

dollars in pipeline from those emails

2:48

that all are onetoone personalized for

2:50

the prospect. So better experience than

2:51

getting a kind of a random template and

2:54

better business outcomes as well. So we

2:56

started there, no rep intervention

2:58

required. We're doing it on their

2:59

behalf. And now we're thinking more

3:01

about, okay, well that doesn't cover

3:03

every single use case that a rep has for

3:06

writing AI emails. We want to now give

3:08

them the tools to be able to write

3:10

better emails um and place better calls

3:14

and conduct more relevant outreach. So,

3:16

we're thinking about things like

3:18

outreach agents that help them draft

3:20

wellressearched outreach that they can

3:23

then add their personal touch to. We're

3:25

thinking about research agents that go

3:27

and find relevant pieces of company

3:29

news. We're thinking about cold call

3:31

agents that will prepare a list of folks

3:34

for them to log in in the morning and

3:36

call rather than having to put that list

3:38

together themselves and agents

3:39

eventually that they can work with to

3:42

upskill on our product, upskill on cold

3:45

calling skills, um create really

3:48

personalized pieces of outreach much

3:50

faster. So, for example, like if they

3:52

want to go send a video to a prospect

3:54

today that's totally personalized,

3:55

they've got to take the time to go make

3:57

a slide deck or a couple slides and then

3:59

go figure out what am I even going to

4:00

say to this prospect? How am I going to

4:03

um you know, show them that I've done my

4:05

research? And we think we can expedite

4:06

that kind of process. So, trying to

4:08

think about first what are the basic

4:10

jobs to be done that we need to

4:11

accelerate with AI and then how can we

4:13

layer on creative approaches on top of

4:14

that. And it sounds like uh so first on

4:17

the inbound side, you went from just

4:18

sending them template email if someone

4:20

was inbound on side to like optimizing

4:24

what that email said. So like you knew

4:26

that that there was a ton of signal. Now

4:29

it's just saying the right thing and and

4:31

putting AI there. Now this is you're in

4:33

a more outbound role, right? Is that

4:36

accurate with with this?

4:38

>> It's it's sometimes outbound. Sometimes

4:39

it's also it looks like multi-threading

4:42

with additional contacts at the account

4:44

that that rep is working. So we'll email

4:47

the person who was checking out our

4:49

website automatically, but maybe they

4:51

want to pull in for HubSpot, you know,

4:53

the director of marketing or the

4:55

director of sales as well who hasn't

4:57

been on our website and they need to put

4:59

together a um really strong compelling

5:01

message to earn that person's time as

5:03

well. So if I understand this correctly,

5:06

your old responsibilities you still have

5:09

um from like an inbound optimization uh

5:12

but now you're layering in other things

5:14

so that you could see those signals

5:17

as well as more see how that impacts go

5:20

for a higher even higher conversion

5:22

rate. The thought process is

5:25

can we convert even more of those

5:27

inbounds by multi-threading all this

5:29

other things and that's pretty logical

5:31

and then layer in when you're doing

5:33

outbound at HubSpot is there a cold

5:35

element to it or is it mostly warm and

5:39

are you getting other signals that might

5:42

not be like what you were previously

5:44

working on like expanding those to to

5:47

make it more impactful.

5:48

>> Totally. Yeah. I think of it as broadly

5:50

first and third party signals. So you

5:53

have folks who are showing intent to

5:56

purchase by coming to your website or

5:58

going inbound. You've also got signals

6:00

externally either from data vendors or

6:03

from company news that's just publicly

6:05

available. They got a funding round for

6:06

instance. And we try to bring those

6:09

things all together so that our reps can

6:12

understand the holistic picture of that

6:14

account. prioritize their entire book of

6:16

business for them so that they don't

6:18

have to constantly be working out of

6:20

like which sort of campaign or play do I

6:22

go after next and then when they are

6:24

working that that specific account um

6:28

they're able to like generate talking

6:30

points or generate emails or generate

6:32

creative outreach strategies that pull

6:34

in that holistic picture rather than

6:36

maybe before they were focused primarily

6:38

on a competitor rip out or something

6:41

like that. So, it sounds like you're

6:43

doing all top of the funnel now and just

6:46

like optimizing it with AI, which is

6:48

awesome. And then how are you thinking

6:50

through build verse buy? Cuz it sounded

6:53

like you're building agents, but we know

6:55

that there's out ofthe-box solutions,

6:57

some of which that are getting pretty

6:59

good reviews.

6:59

>> Yeah. And we have tried a mix of tools.

7:02

We of course test our own tools and our

7:06

target audience as HubSpot. Our company

7:09

is smaller than HubSpot. So often times

7:11

we do need to customize our own products

7:14

a bit more. On top of that, um, there

7:16

are some amazing tools on the market.

7:18

Like I mentioned before, my ultimate

7:20

goal is pipeline per rep. And so we're

7:24

totally willing to test out different

7:27

tools to see what will get us there the

7:29

fastest. And sometimes we buy first and

7:32

then, you know, decide to build later.

7:34

But we have a really multifaceted sales

7:36

org as well. So we're not necessarily

7:39

building oneizefits-all solutions. We

7:42

have BDRs, we have account executives,

7:44

we have three different segments, we

7:46

have specialist, we [clears throat] sell

7:48

certain tools. So not everything is

7:50

going to work for every single every

7:51

single rep and we sometimes will build

7:54

in one area, buy in another, too.

7:55

>> So do you also have revenue metrics as

7:58

well as pipeline metrics under your

8:00

purview?

8:00

>> Technically, not under my purview, but

8:02

that's absolutely something we look at.

8:03

We want to make sure that our pipeline

8:05

that we're generating is actually

8:06

converting into dollars at the end of

8:08

the day.

8:09

>> Got it. So, so you're not necessarily

8:11

optimizing for reps on calls as much as

8:14

you are to get them calls.

8:16

>> Correct.

8:16

>> And then

8:17

>> another team that handles all of the

8:20

cool things around call prep and

8:22

followup and making sure that we're

8:25

nudging reps to do the right activities

8:28

on deals to progress them too. I'm most

8:30

curious about so understood pipeline per

8:33

rep core metric. How has that number

8:36

changed in the last year in terms of

8:39

just like the whole number?

8:40

>> Are you talking about like how much or

8:43

the like metric that we're using?

8:45

>> Yeah. Your your pipeline per rep goal in

8:48

2025 versus 2026.

8:50

>> Yeah. I mean as a company we're always

8:53

looking to grow. So we are trying that

8:55

works out to growth targets in terms of

8:58

what our reps bring in and when we work

9:00

back up the funnel that means we need to

9:02

generate more pipeline or drastically

9:04

improve our close rates to generate more

9:06

of that revenue. So, um, we have all of

9:10

our different sort of demand sources

9:12

feed into that revenue target at the end

9:14

of the day and we hope that these tools

9:16

we hope and we measure that these tools

9:18

are actually giving us incremental lift

9:21

over reps who are not using the tools or

9:23

reps versus their past selves. Does that

9:25

answer your question?

9:25

>> Yeah. So, I think where I'm trying to

9:27

get is like relative to other years

9:29

because you have this tool AI. So, like

9:32

increasing goals fortunately or

9:34

unfortunately seems to be the norm. uh

9:36

we we have uh bigger expectations

9:38

especially as a public company to

9:41

you know do what's right by your

9:44

stakeholders in addition to the company

9:46

and and and grow that way but AI an

9:50

inflection point right like where where

9:51

we could do more with less and as a

9:54

whole like theoretically have you seen a

9:56

greater percentage increase in the

10:00

year-over-year goal attainment from like

10:02

2025 to 2026 or 24 25 versus like 5

10:06

years ago or is it I'm just trying to

10:08

see like if you have a forcing function

10:11

with like higher goals that you haven't

10:13

had in the past just from that you could

10:15

cure with better ena better old school

10:17

enablement so to speak theoretically

10:20

like that pushes you to optimize even

10:22

more.

10:23

>> Yeah, it's interesting you bring that

10:24

up. I think we're having a conversation

10:26

about it about what incentivizes people

10:28

to like really think 10x rather than

10:31

just in the incremental. Right. We're

10:33

such a large company. I think we h

10:36

inevitably are going to push ourselves,

10:39

but there are so many different levers

10:41

that we have. We have so many different

10:42

demand sources. So, for example, when we

10:45

proved that AI emails could convert

10:48

folks into booked meeting or like get a

10:51

lot more booked meetings than before, we

10:54

had aggressive growth targets the

10:55

following year for how many meetings

10:57

generated from email we needed. that

11:00

growth percentage

11:02

>> was

11:04

depending on the segment between like 30

11:06

and 50% year-over-year growth because

11:08

that was a proven that was an area where

11:10

we were starting to see signal that yes

11:12

wow this could drive a lot of

11:13

incremental growth now there are other

11:15

areas where for example working with our

11:18

BDR team we rolled out a tool with them

11:21

that was also an AI kind of research and

11:24

drafting tool we don't expect that they

11:27

are going to become 30 to 50% more

11:28

productive in the span of a year. They

11:30

are people with, you know, a training

11:33

training enablement like they're

11:35

learning the skill set of how to reach

11:37

out to folks like their early career.

11:39

So, we're not going to set a target of

11:41

30 to 50%. And there's kind of this

11:43

balance between what is realistic for

11:45

somebody to attain. How do we set the

11:47

right quotas to set people up to succeed

11:49

as people and then also how do we um

11:53

like pilot things and incentivize

11:55

growth. So in that particular case for

11:57

example when we rolled out that tool we

12:00

ran a pilot where we incentivized people

12:02

to go far beyond their typical quota and

12:05

then once we proved that it worked we

12:08

scaled up that tool we rolled out to

12:10

more folks and then that sets us up to

12:12

be able to raise quotas and incremental

12:14

ways later. I love that and I think um

12:17

it's it's a very pragmatic approach

12:19

versus like the Shopify which wasn't

12:22

laid with KPIs the now famous email like

12:25

just figure it out do this you can't

12:27

hire this way like that's uh

12:30

another public company's point of view

12:32

and and actually they're doing well in

12:33

their own right but what KPIs outside of

12:36

pipeline maybe are more like leading

12:39

indicators right like if you're looking

12:40

at pipeline as lagging and and some some

12:44

that you're using Like some things I've

12:46

heard selling time per rep, like actual

12:48

selling time. I'm sure there's a bunch

12:50

others, but that that one in particular

12:52

has been top of mind. How are you

12:54

thinking about those other leading KPIs

12:56

that might be easier to hit short term?

12:58

>> Yeah. Um, we generally want to use

13:02

automation and agents to take admin work

13:05

and repeatable things off of rep's

13:07

plates so that they can spend more time

13:09

doing the uniquely human pieces of this.

13:11

We are not looking to rooc call a bunch

13:14

of people. We want our wonderful human

13:17

beings to go pick up the phone and have

13:18

a real genuine conversation with

13:20

someone. And so one of the things that

13:22

we look at is have they shifted time

13:25

from emailing to calling by looking at

13:28

email volume sent by reps and call

13:30

volume by rep so that we can start to

13:32

see okay are we actually seeing that

13:35

like automation is taking a bigger and

13:36

bigger slice of these emails and that

13:38

reps are then able to reallocate that

13:41

time to more calling. We also have a

13:43

metric that we've worked on internally

13:46

that basically quantifies the value of

13:49

like a minute of rep time. So if they

13:52

were able to reallocate that five

13:54

minutes that they would spend

13:55

researching and writing an email to an

13:58

activity involved in progressing a deal

14:00

or closing a deal, then we expect we

14:03

could bring in x more revenue, but

14:05

that's a little bit more on the lagging

14:07

side. So really, it's about like the

14:09

inputs. Are we seeing that the number of

14:11

companies that they reach out to are up?

14:13

Are we seeing that they're specifically

14:15

reaching out a lot more and a lot more

14:17

quickly to the best companies in their

14:19

book? And then are they calling more and

14:23

sending manual email less?

14:25

>> Uh my I I I I laughed in my head

14:28

thinking through the Facebook anecdote

14:29

of like every calendar invite showing

14:32

what that cost the company.

14:34

>> Yes.

14:34

>> I don't know if you've seen that of like

14:36

>> I've seen that. Yeah. Exactly. like we

14:38

do really think about the most valuable

14:40

asset that we have

14:42

>> is our humans attention and so we want

14:44

to be putting that on the right places

14:46

where there it's the highest highest

14:48

leverage for the company and like also

14:49

what our prospects want they want to

14:50

have a genuine conversation with

14:52

someone.

14:52

>> I'm curious now like with with the newer

14:54

things and and you're newer in role

14:57

understood but like what are some of

14:59

like the early successes that you've

15:01

seen or the results I should say?

15:03

>> Yeah. Um yeah very new two weeks into

15:06

the role but was

15:09

So, anything now would be completely

15:11

luck.

15:12

>> Yeah.

15:12

>> Yeah. I'll talk I mean I was I had my

15:14

feet in this world beforehand. Um and

15:18

couple of the successes we've seen,

15:20

number one, call volume did go up

15:23

significantly when we started to

15:24

automate a lot more of our emails um on

15:28

behalf of reps and the conversion rates

15:30

of those comparable rep sequences versus

15:33

the AI driven email sequences were the

15:36

same if not better for AI. So that tells

15:38

us, okay, we're starting to get

15:40

repetention toward the more human

15:43

channel of calling. Um, I can't remember

15:46

the exact stat off the top of my head,

15:47

but I think it was around a 10% increase

15:50

in the number of calls that a rep was

15:53

making per day. Um, so that's a good

15:55

leading indicator. The other thing that

15:57

we've seen is the value of

15:59

prioritization. So, we're using agents

16:01

to go comb through and review accounts

16:03

before we tell a rep like this is the

16:05

most important one for you to go after.

16:08

So, we basically talked with a bunch of

16:10

reps and we said, "How do you evaluate

16:12

an account?" Um, when you go get an

16:15

account in your book, what are what

16:16

specifically are you looking for on

16:18

their website? What are you looking for

16:19

on LinkedIn? All of these elements that

16:21

we hadn't really been able to pull at

16:23

scale. We replicated that um with our

16:27

own like in-house scrapers and third

16:30

party tools as well. And then now we're

16:32

able to surface a really good list. So,

16:34

we were actually able to get it to the

16:36

like the top 30% of accounts in a rep's

16:39

book generate 95% of their revenue,

16:42

which was a really good signal for us

16:44

that we had actually found. If you just

16:46

focus on these top 30% of accounts

16:48

rather than spraying praying with

16:50

everyone, then you're going to drive

16:52

much better revenue outcomes.

16:53

>> That's incredible. Thank Thank you so

16:55

much for uh peeling back the kimono a

16:57

bit and showing us what uh what's up at

17:00

a powerhouse.

17:01

>> Yeah, happy to.

17:02

>> And thank you for your time, Lucy. This

17:03

has been incredible. Of

17:04

>> course.

Interactive Summary

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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