On this episode, Bobby talks about aligning executive leadership around RevOps, understanding the company and customer journey, and why revenue operations is the glue.
0:00
Welcome to Rise of RevOps. I'm Ian Faison, CEO of Caspian Studios and today I'm
0:09
joined
0:10
by a special guest, Bobby. How are you? Good. Thanks for having me. Yeah,
0:14
excited to have
0:15
you on the show, excited to chat about Interible and all the cool stuff y'all
0:19
are doing from
0:20
revenue perspective, from a RevOps perspective and all that stuff. You've been
0:23
with the company
0:24
not super long. It's an exciting time to jump in right before that 90 day mark
0:28
to see how
0:29
it's been going in your approach to coming into the company. But before we get
0:32
into all
0:32
of that stuff, how did you get started in revenue? For me, it's been a long
0:37
journey.
0:37
It's spent about 20 years in what you would call now SaaS in various revenue
0:42
leadership
0:43
positions, leading individual sales teams all the way to running an entire
0:48
business segment
0:49
for a now public traded company to where I am today at Interible, running the
0:54
revenue
0:55
operations function within Interible. So it's been about a 20 year journey,
1:00
like I said,
1:01
multiple roles and functions primarily focused on go to market. And obviously,
1:06
I've seen revenue
1:07
operations evolve over that time as well. So excited to talk about it.
1:11
Yeah. So what's your definition of RevOps? Yeah, I think first of all, RevOps
1:15
is a what
1:15
I would maybe call a more recent, maybe last several years type of new
1:20
definition. Think
1:21
if we look back at least in earlier part of my career 20 years ago, you defined
1:26
it as
1:26
sales operations and you had finance operations function in a different part of
1:31
an organization.
1:32
You had marketing operations sitting within marketing. And I think as companies
1:37
evolved
1:38
and SaaS became the market that it is today, a lot of leaders started to look
1:43
at when you
1:43
look at revenue across the entire business, whether it's direct business,
1:47
indirect business
1:48
through channels, marketing and how all of these teams work together. I think
1:53
the revenue
1:54
operations role, which like I said, maybe you started as sales operations many
1:58
years
1:58
ago, evolved into what it is today is looking at the entire business, not only
2:04
go to market
2:04
business, but also from a finance lens as well, looking at all of that under a
2:10
lens of
2:11
how do you operate revenue across all of these different areas that businesses
2:16
drive their
2:16
revenue. And so for me, that's the evolution that I've seen happen. So I'll
2:21
pause there.
2:22
Yeah, we'll get into more in a sec how you think about building a RevOps team.
2:26
Zooming
2:26
out what is iterable do and who are your customers?
2:29
Yeah. So iterable is one of the most powerful customer engagement platforms
2:35
that enable
2:35
brands, brands that we all use every day to engage with their customers by
2:41
personalizing
2:42
data and communicating with customers in cross various channels. As an example,
2:48
someone
2:48
like DoorDash, all of us use at least I use DoorDash and significantly over the
2:52
last few
2:53
years. No, I don't use it. I got to say DashPass was like the ultimate save,
2:59
right? I have
3:00
a 18 month old kid and the wife and I. We've made use of our DashPass
3:04
membership that is
3:05
for sure.
3:06
Exactly. So what iterable does, we enable brands like DoorDash to understand
3:11
their customers
3:13
by understanding how their customers engage with their brand. So we look at a
3:16
lot of that
3:17
data and we understand the night step. For example, Ian likes to go out with
3:22
his family
3:23
and either go out to dinner or order dinner in. And so that we understand a lot
3:28
of that
3:29
data and then engage based on that personal level with you through email,
3:33
through SMS,
3:34
through push notifications, all of that stuff to various places. So we
3:38
basically enable
3:39
our brands to communicate with our customers in a personalized way.
3:43
Obviously coming into the role as CRO, how did you think about RevOps? What was
3:48
that a
3:48
priority for you coming into the role, thinking about how you wanted to build
3:52
your team? What
3:53
was your thought process coming into the job?
3:55
First of all, I'm the first CRO for iterable. And I think one of the reasons
4:00
for that is
4:01
as the business has evolved and as the business has matured over the last 10
4:06
years, there's
4:07
a lot of different avenues of revenue that have formed. You've got your direct
4:13
business,
4:13
new business side of revenue, you've got your channels and partnerships, you've
4:18
got your
4:19
customer success organization. These organizations were functioning great, but
4:24
they were functioning
4:25
in a very silent manner that were led by different leaders. And as the business
4:30
was looking to
4:31
go into that next stage of growth, one of the things that was important for
4:36
iterable and
4:37
for me was for someone to come in and take a look at the entire business, the
4:41
entire
4:42
customer journey from the time we market to them all the way to how we manage
4:46
that relationship
4:47
under one organization. And one of the biggest things for me, and I think for
4:53
iterable as
4:54
well, what was very important was what is the strategic function that enables
4:59
the revenue
5:00
leader to do that, to be able to understand the business as a whole, and that
5:03
is revenue
5:04
operations. And we folded revenue operations into the entire CRO organization.
5:09
And so for
5:10
me, and I can, whether it's at iterable or previously, when I was at my
5:14
previous company,
5:16
revenue operations was the most strategic function for me. It is my right hand
5:22
function, right
5:22
hand person, as I look at the business across all of the different various
5:28
functions and
5:29
how we operate the business and how we look at it, all the strategic decisions
5:33
we have
5:34
to make all comes with my partnership with my revenue operations organization.
5:39
So we
5:40
folded all of that into one organization so that we can have one view across
5:45
the entire
5:45
go to market motion.
5:46
Yeah. And so sales, marketing, sales ops, marketing ops and customer success
5:52
ops being
5:52
in one place. Or is there any turmoil of like pulling those out of those
5:56
individual functions?
5:57
Or is it you feel like that the important part there is to have it all in one
6:00
place so that
6:01
you in the whole life cycle?
6:03
Yeah, I think look, the people of iterable have been great, right? Not only in
6:06
the two
6:07
months that have been here, I've been speaking with the iterable team for
6:10
several months.
6:11
And so I think everyone has a common goal of we have to grow the business. And
6:15
so I
6:16
think everyone understood that why it's important to have this in one place.
6:21
That's number one.
6:22
But we also as a business as an entire business, we actually run a phenomenal
6:27
OKR process.
6:28
And so a lot of things that we do as a business, we align around our objectives
6:33
, our annual
6:34
objectives that we do and the quarterly KRs that we run. And so we get the
6:39
entire all
6:40
the GTM functions aligned around our OKRs. And it works generally well. I think
6:45
there's
6:45
obviously nuances between all of these different functions between like you
6:50
mentioned customer
6:51
success ops or marketing ops. I think ultimately revenue operations does
6:56
support variety of
6:58
different functions. So they have customers between different BU leaders like
7:04
our CMO or
7:05
our head of product event because we revenue operations also at iterable runs
7:10
business
7:10
insights. A lot of insights that we want to get for our product leaders will
7:15
come from
7:16
the business insights team. Not only the sales ops piece of it or the channel
7:20
ops or the
7:20
CS ops, but also broader business insights. It does certainly take a lot of
7:25
work for our
7:25
revenue ops leader to make sure that teams are aligned. But I think we do a
7:30
phenomenal
7:31
job of like I said, managing all of our business through the OKR process, which
7:36
has helped
7:37
keep everyone aligned.
7:38
So how do you think is it unique to your organization is this kind of I know
7:42
this is how you're
7:43
building it. But do you think that this is something that other CROs or other
7:46
rev ops
7:46
teams should mirror? Does it depend on your organization or is this sort of
7:50
like the best
7:50
practice that you see out there right now?
7:52
Yeah. Well, look, every organization is different, right? And my personal
7:56
belief is revenue under
7:58
one leader does make a significant difference. And so I think that's the
8:02
starting point of
8:03
getting the executive leadership team aligned around why that's important. And
8:09
then obviously
8:09
the revenue operations that glue that brings it all together. I do think that
8:14
when you
8:14
have a broad revenue organization, revenue operations organization in a
8:19
business, like
8:20
I said, that handles sales, marketing, CS and all of the business insights.
8:25
What I'm
8:25
learning, even an iterable for me is organizational alignment around our key
8:31
objectives, right,
8:32
that we want to drive. I think that to me, even in my two months here, I've
8:36
seen what
8:37
a different set makes. I think a lot of organizations aspire to do really good
8:42
OKRs. This is probably
8:44
one of the best places that I've seen it operate in my two months. One, I was
8:48
involved in last
8:49
quarters OKRs, but we're also in the process of FY 24 planning. So we're
8:55
defining our OKRs
8:56
for our at least our O's and KRs for Q1 of next year. And I mean, it's the
9:00
middle of that
9:01
right now. And I think that is the piece that is in my mind getting the
9:06
executive team
9:08
aligned around that makes a significant impact on just making sure that this
9:12
function, this
9:13
revenue operations function is tightly aligned to the company's objectives. And
9:18
I think that's
9:18
the piece to me that getting that alignment between the executive leadership
9:22
team makes
9:23
a big difference in how the revenue operation team operates.
9:26
Any interesting learnings in the first two months in terms of setting this up
9:29
or setting
9:30
up new rev ops team and corralling all those assets into one place.
9:33
As a revenue leader and as someone who prior to coming to Interval, I built a
9:38
business
9:39
for Freshworks that essentially in the Americas region, right, I let the entire
9:44
business as
9:45
president of Freshworks Americas, I built a business that was at the time when
9:50
I joined
9:50
about 35 million. And this year, Freshworks will be a 500 million dollar
9:55
business. Obviously
9:56
America's being 50% of that overall revenues, building your business from the
10:01
ground up
10:01
and understanding all of the strategic things you have to make a decision on,
10:06
right, how
10:07
you do segmentation, how you do territories, how you do your compensation plans
10:13
. Those
10:14
are things that I had to do in that previous role. And instead of just leading
10:20
a sales
10:20
team or leading a customer success organization, a lot of the strategies that
10:25
had to be defined
10:26
and executed of building that business really helped me get deep into the
10:31
upside of things,
10:32
right? How do we ensure that territories are balanced as much as possible? How
10:37
do we make
10:38
sure quotas are balanced? How do we make sure all of the key things that
10:41
operations revenue
10:43
operations focuses on is ensuring that there's a predictable way of achieving
10:47
numbers. That's
10:48
the piece to me that's important for CROs to really get deeper into and really
10:53
get a lot
10:54
more deeply engaged. And so I think as a CRO, if you're able to get into the
11:00
details and
11:01
the operating part of the role, I think it helps you really sort of set the
11:05
foundation
11:06
of how the entire revenue role executes its plan, right? So I think that level
11:10
of engagement
11:11
for a revenue leader is to me the difference that I notice in people really
11:15
understanding
11:16
the role and how to execute it.
11:18
All right, let's get to our first segment. Rev obstacles. We talk about the
11:21
tough parts
11:22
of RevOps. What are the key challenges that you think RevOps leaders are facing
11:26
right
11:26
now?
11:27
Yeah, I think one of them I highlighted, right? I think it's there are so many
11:30
different stakeholders
11:31
and it's really tough for a revenue operations leader when you've got so many
11:34
different customers,
11:36
right? So many different leaders that you've got aligning that to a care is
11:39
number one.
11:40
I think that's one of the biggest things. I think data is the other piece of it
11:43
, right?
11:44
We get data from a lot of different places and a lot of times you hear people
11:48
say, hey,
11:48
the data tells me this versus it's not that the data tells you, it's just how
11:52
you define
11:53
how you're looking at the data, the period of data you're looking at. So I
11:57
think that
11:57
piece of like looking at data and trying to make sense of what the data is
12:02
telling you,
12:03
it requires a lot of work. It requires a lot of analysis, a lot of work by the
12:07
teams that
12:08
capture the data and put that data together. So I think those two along with
12:12
just making
12:13
sure that you have a plan and a strategic plan that is achievable. I think that
12:20
's the hardest
12:20
thing, right? I think all of us as revenue leaders, I think there's a even with
12:24
a down
12:25
market and everything that's happening in macroeconomics, there is an
12:28
expectation and
12:29
rightfully that we drive revenue and we continue to maintain a high level of
12:34
growth in our
12:35
business. And I think obviously the revenue operations leader feels that just
12:39
as much
12:40
as the CRO does, I know my rev ops leader, we're always constantly thinking
12:44
about how
12:44
do we maintain this level of growth, right? And so I think that challenge that
12:49
you're
12:49
always faced with is how do you maintain growth? How do you make sure teams are
12:54
set up for
12:55
success? How do you have a predictable model around forecasting and all of that
12:59
? I think
13:00
those are the things that really make the job more challenging, but that comes
13:04
with
13:05
the territory. I think it's more of just that those are the things that myself
13:08
and my revenue
13:09
obsolete are constantly thinking about.
13:11
You talk a lot about like, okay, our isn't aligning objectives for sales,
13:14
marketing and
13:15
CS, like under revenue. I think that most companies are moving in that
13:19
direction and understanding
13:21
that those three functions, like how important they all are, especially if you
13:24
have like a
13:25
self-serve function and marketing owns a number or something like that. I'm
13:28
curious
13:29
like how you think about aligning objectives around seasonality as well,
13:32
because part of
13:33
the thing it seems like for those three different departments is end-of-quarter
13:38
obviously always
13:39
brutal for sales, end-of-year obviously always brutal for everybody, but
13:44
marketing a little
13:45
bit more flexibility there in terms of how they're running campaigns and how
13:49
you can
13:49
divert resources. Like at the end of the day, I think most rev-ops leaders are
13:53
like, I only
13:54
have so much time in bandwidth in the day. We have to triage and if it's always
13:59
sales
13:59
that wins or if it's always CS that wins or if it's always like new logo
14:03
creation that
14:04
wins, like other people do suffer and there's a little bit of a fixed pie there
14:07
. So curious
14:08
how you think about other ways to split the pie to make it more even and have
14:13
all three
14:14
functions get some attention.
14:15
Yeah. Look, I'm personally feeling that, right? I think for all the great
14:19
things that
14:19
we've done in aligning these different functions, I like to be deeply involved
14:23
in the business
14:24
and all aspects in both the marketing stuff, the sales, CS partnerships and for
14:30
someone
14:31
like me, I currently have 11 direct reports. These are all senior leaders in
14:35
the business
14:36
and just digging into each part of the business and making sure that we're
14:40
functioning and
14:41
we're aligned on what we're trying to go achieve. It's a tough task. I do think
14:44
like
14:45
anything else, I think having a strong leadership team that understands like
14:48
what they need
14:49
to go achieve in those functions is critical because you can't spread yourself
14:53
across
14:54
all of these things equally. So I think that's obviously a given that you have
14:58
to have a
14:59
really strong leadership. But I do think that the one area I personally have
15:03
really emphasized
15:04
on in the last couple of months that I've been here is really alignment between
15:10
myself
15:10
and our chief marketing officer and really just making sure that those two
15:14
functions
15:15
are completely aligned around what we're going to do because there's so much
15:19
stuff that we
15:20
do around sales and marketing both in our new business, partnerships and
15:26
customer success
15:27
that marketing gives us air cover, whether we're putting on events or whether
15:31
we're
15:32
putting on a dinner or we're doing broad based marketing campaigns or nurturing
15:36
. I think
15:37
that to me is extremely important. So sales leaders, the CS leaders, I think
15:42
those folks
15:42
are just making sure that the marketing function is tightly aligned. I haven't
15:46
been perfect
15:47
at it in my career and I think there's always been that friction between sales
15:50
and marketing
15:51
and I'm trying to break that. I'm trying to make sure that's a true partnership
15:55
for someone
15:56
like myself just to make sure that we're operating at the best possible way to
16:00
make sure that
16:01
the teams are aligned in that because marketing for all the challenges we have
16:05
on the sales
16:05
side, marketing is probably the one area that generally in the downturn they
16:10
get impacted
16:11
by and they get really questioned on, hey, what is the ROI on the spend? We're
16:15
going to
16:15
spend a million dollars. How do we ensure? And so marketing touches so many
16:19
things and
16:20
so we're constantly working with RevOps and just trying to make sure that we
16:24
can show
16:24
ROI and where marketing is impacting revenue, right? Both maybe directly or
16:29
indirectly and
16:30
the attribution and all of that. So that's a piece that really between myself,
16:34
our CMO
16:35
and our head of revenue operations, we're constantly trying to make sure that
16:39
we can talk to our
16:39
CFO and say, no, we are seeing impact in the outcomes of what marketing is
16:45
doing by the
16:45
following, right? I'll give you an example. I know one of the things we talked
16:48
about is
16:49
this is really tough for a lot of businesses, right? Because CFO is constantly
16:52
saying, hey,
16:53
how do I make sure I'm getting to return on this? And so we get into this
16:56
debate of attribution,
16:57
how does attribution? And last quarter, we had a fantastic quarter. We probably
17:02
had a dozen
17:03
very large deals ranging from 300,000 to three, four million dollars a year per
17:09
contract. And so
17:10
a lot of these customers came to our user conference event in September. And
17:14
every leader
17:15
spent time with these customers or prospects at the time, right? And so
17:21
marketing drove a lot of
17:22
that that put that customer over that decision to move forward with iterable,
17:27
with spending time
17:28
with the leadership team, with the various functional leaders, just to make
17:32
sure they felt good,
17:33
marketing drove a lot of that. So how do you attribute the cost of that event
17:37
to the impact
17:38
that it had in closing those deals? So that's a lot of the work that you
17:41
typically will do between
17:42
those key functions to make sure that you're able to back up the data.
17:46
It's a great story. And I think it speaks to the fact that the data will tell
17:50
you whatever you
17:51
want to hear. If you poke it hard enough and long enough, right? It's like, it
17:54
's going to tell
17:55
you what you want to hear. And I think that's the hard part when you're trying
17:58
to tie together sales
17:59
and marketing is there are so many the ghost stats that you don't see that you
18:04
're not measuring
18:05
that it's like, Hey, just for an example, it's like our outbound marketing,
18:09
like this works. We send
18:11
10,000 emails and we get drive X amount of business because 2% of people are
18:15
clicking on them and
18:16
whatever. That's yeah, but also 98% of people are just really annoyed by your
18:20
sales team that they
18:21
keep reaching out. So there are all these other things that have to be measured
18:24
where something
18:24
like a user conference where all those people are already in pipe, but that
18:28
pipe was now
18:29
actually closed. And it's influenced by this event, but it wasn't the final
18:34
thing that drove
18:35
them over the edge or was it? And that's where I think that a lot of rev ops
18:38
leaders, like you
18:39
have to look at that information and not be draconian and say like the event
18:44
caused all this stuff.
18:45
So no, but maybe it accelerated or maybe it's maybe we need to do smaller batch
18:50
events that
18:51
occur every month in different geographic like geographies to accelerate slower
18:56
deals or whatever
18:57
experiment test result sort of thing and not just make like sweeping general
19:00
izations. And I feel like
19:02
that is one of the big pitfalls of rev ops is to say, Hey, I think we found
19:06
something really
19:07
statistically significant and you take it to finance and they're like, Yep,
19:11
that's it.
19:12
Triple down here. And yeah, just say wait a second. That's not like the silver
19:17
bullet just because
19:17
this one function or this one thing was working quadruple down on just that
19:21
thing. It's no, we did
19:22
15 different plays. That was one of the plays that we can measure really easily
19:27
. But that wasn't
19:28
the entire reason. Yeah, no, I think you're spot on, right? Because I think
19:31
when you look at a
19:33
customer's buying journey and what they went through the people who came to
19:36
this event,
19:37
there was so much work we had done in acquiring that customer, getting them
19:42
into the pipeline,
19:43
getting them engaged. There's so many different parts of, yeah, no, obviously,
19:48
it's very easy
19:48
to look at the end result and say, this is what did it. But I think it's that
19:52
it's that influencing
19:54
fact that you try to figure out, yeah, look, I wish there was a silver bullet
19:57
that you could say,
19:59
this is the one thing and you can spend all your dollars here and you're going
20:02
to get that. But
20:03
that's not realistic. That's not how customers buy. That's not how customers
20:07
engage with you.
20:08
There's a variety of things, right? What marketing does on the website, what
20:12
they do in nurturing,
20:13
how we support current customers. We have a lot of customers who talk to their
20:18
peers and they say,
20:19
hey, what are you doing to engage yourself? And it's what we do in our customer
20:22
marketing side of
20:23
things and how we market what our customers do, like what I mentioned earlier
20:27
about how Dordash,
20:28
you use this like, Dordash is a great example. They talk to a lot of our
20:32
customers about,
20:33
here's what we do. And here's we run our entire platform on, on itable. And I
20:37
think that's also
20:38
a component. So yeah, I know it's really tough to just narrow down to one
20:41
little area and double click
20:43
while that would be great. It would be just a quick follow up question on the C
20:46
FO piece,
20:47
because I know that this is something that obviously every CRO faces and is a
20:50
difficult decision.
20:51
And part of the thing that is frustrating when you're talking to the CFO is
20:56
every second that
20:57
you're speaking to them, trying to justify all the stuff that you're doing. You
21:01
're not actually
21:01
working on all those things, but it's obviously a key part of the business to
21:05
be able to hit projections
21:06
and do all that stuff. And that's their job. But how do you find that balance
21:09
to say like,
21:10
hey, are we going to just spend every day trying to justify our existence? Or
21:14
can we just actually
21:15
go do the work? Yeah, no, I think, look, just like I mentioned at a business
21:19
level, you have to have
21:20
key metrics that you're tracking towards, right? That OKRs, whether it's here
21:24
or previously, I think
21:25
you've got to get aligned on what the revenue metrics is. Is it the magic
21:29
number? Is it the payback
21:30
period? Whatever that is, that you've got to get alignment with your CFO on,
21:34
you've got to work
21:35
towards that. That's the metric that you're tracking towards, right? If the
21:39
magic number is
21:40
what the CFO cares about and the CAC and obviously the payback, then everything
21:45
else is feeding into
21:46
that, right? So I think getting alignment on that is critical. And so that once
21:51
you get alignment on
21:52
that, and you both have agreed that, look, yes, ideally, we want to get to a
21:56
payback of this,
21:57
the following this year, sometimes it's your first year, you're investing in
22:01
maybe scaling a new
22:02
segment. And so the payback on that segment is going to be different, right?
22:05
You're going to go
22:06
into the enterprise segment and you're going to take a bet and your payback is
22:10
going to go from
22:11
from 12 months to 18 to 24 months because it's enterprise, you get alignment on
22:16
that with your
22:17
CFO while you still say, hey, our mid market business or SMB business to pay
22:22
back is 12 months,
22:24
and maybe we're going to try to get it down to 11 months. So I think those are
22:27
the things that
22:28
you want to know, it's like anything else, right? It's aligned around the key
22:31
metrics you want to
22:31
track, then agree on it, right? And then you track towards it and you're not
22:36
constantly debating
22:37
what the metrics should be. And so that to me is to me, the way that I found it
22:41
to be most productive
22:43
of working with my CFO. And so that's really what we've aligned on. Like,
22:48
easier said than done,
22:49
when you have a fantastic quarter and things are looking great, it's an easier
22:52
conversation.
22:53
When you have a rough quarter and you don't hit those things, it's a different
22:56
conversation,
22:57
but I think that's the world we all live in. And at the end of everything else
23:00
that you throw out,
23:01
it's all about execution, right? So a lot of times we spend time on what are
23:05
the leading
23:06
indicators that we need to focus on to make sure that we can hit the numbers
23:10
and the pipeline metrics,
23:12
the conversion rates, the enablement, a lot of things that we need to do for
23:16
the revenue teams
23:17
to make sure that happens. But that's really where I try to make my time and
23:21
the time we spend with
23:22
RevOps and the sales leaders. And we're going to get more into metrics here in
23:25
a second and our
23:26
next segment, the tool shed, where we're talking tools, spreadsheets metrics,
23:31
just like everyone's
23:32
favorite tool qualified, no B2B tool shed is complete without qualified. Go to
23:36
qualified.com
23:37
right now to learn more, check them out. We love qualified. They're the best.
23:42
Go to qualified.com
23:42
to learn more and fill out your tool shed. Bobby, let's talk about your tool
23:47
shed a little bit here.
23:48
Starting with metrics, what metrics matter to you, you talked a bunch about how
23:52
important they are.
23:53
Yeah, so I think there's a variety of things, right? I think when it comes to
23:56
the sales function,
23:58
we talk a lot about obviously what is our pipeline coverage by segment. I think
24:03
it's easy to say,
24:04
hey, we need to have 4x pipeline. But that's not always the case, right? So we
24:08
look at each segment
24:09
that we have, an interval, we have a SMB mid-market and enterprise segment. And
24:14
so obviously the pipeline
24:16
conversions and pipeline coverage are all different for those segments. We
24:20
spend a lot of time on
24:21
just figuring out what those metrics are. But it's around pipeline needed, how
24:26
much pipeline we need
24:27
to add on a weekly basis and to get our pipeline to a healthy state and then
24:30
obviously work on
24:31
the conversions. Conversions are, they can vary also in different segments in
24:35
the enterprise segment
24:37
for us. When you get into half a million into three, four million dollar deals,
24:40
the conversion rates
24:41
are different than $50,000 average deal size in our mid-market segment. So that
24:46
's primarily what
24:47
we focus on. And then on CS, we have different metrics. So those are the
24:50
primary ones that we look at
24:51
is around pipeline and conversions. Not to say that any leaders are tools here
24:57
in the tool shed
24:58
section, but I am curious that the key part of building a tool shed is choosing
25:01
a leader that's
25:01
going to manage it. I'm curious, like, how do you think about hiring a rev ops
25:05
leader? What do you
25:06
look for in a rev ops leader? What are the qualifications and the things that
25:10
you would say,
25:10
like that's someone who I want on the team? Yeah, I think for me, overall,
25:15
anyone I hire in the
25:16
organization, whether it's a revenue ops leader or sales leader, even an
25:21
individual contributor,
25:22
I generally look for people who have a growth mindset, right, who either have
25:27
been part of a
25:27
growth story before and they know what that feels like or just the way they run
25:32
their business,
25:33
they think about growth. And so I think that's number one, I think,
25:36
particularly for a revenue
25:37
ops leader, you want the person to be able to think what is possible, right?
25:42
Because when you're in
25:43
that role and you want to just look at data and say, data tells us we can only
25:47
grow at whatever
25:48
X. And I think you want that person that says, but why can't we go 10, 20%
25:54
higher? And so I think
25:55
growth mindset is obviously very important for me. Obviously somebody who can
26:00
roll up their sleeves
26:01
and really get into the data and not just only relies on their analyst to do a
26:05
lot of the work.
26:06
I think that's also very important. And then I really look for somebody who's
26:10
my, like I said,
26:11
who's my right hand person, it's my strategic counterpart that I can bounce a
26:15
lot of ideas off of.
26:17
And they can give me the data mindset, but they can also say, I think if we
26:21
stretch this, we can
26:22
have this type of outcome. So I think just that strategic partner that I can
26:27
lean on and have
26:28
candid conversations with have somebody who can push back on me and challenge
26:32
my thinking. I think
26:33
that's really somebody I look for in this role that I'm in right now, where I'm
26:38
only two months
26:38
and I have my ideas and I'm maybe naive about what's possible. So it's good for
26:43
somebody to
26:44
push back on me, but I do like that back and forth and help push the entire
26:48
organization towards
26:49
more of a growth mindset. Do you have any examples of something that happened
26:53
in the pipeline that
26:54
you noticed wasn't working that you fixed? I tell my team here, maybe it's a
26:59
bit of a control freak,
27:00
and I'd like to get into the details and mask and a lot of questions. Okay, why
27:04
is it like that?
27:04
Why did we do this? I think sometimes when you build models and you're building
27:09
a revenue model
27:11
and you're building the growth model, right, and saying, hey, we need X amount
27:15
of opportunities,
27:16
we need X amount of conversion, and you have those key metrics around how much
27:20
pipeline needed,
27:20
what your conversion rates are. And you don't look deep enough. And hey, how
27:25
many accounts are we
27:26
assigning to the team? And how many accounts are we focused on on a monthly and
27:30
quarterly basis?
27:31
Sometimes the math doesn't add up. And so that's the piece to me, at least as a
27:36
CRO,
27:36
I like to be deeply involved in a lot of those details to make sure that I
27:40
understand it
27:42
and what we're doing makes sense. One, because 20 years, it's been a long time,
27:46
but 20, 22 years ago, I was a sales rep. So my thinking always goes back to how
27:51
do we make
27:52
these salespeople successful, right? What do they need to do? Of course, we're
27:55
going to push
27:56
and we're going to push them to do more than they think it's possible for them
28:00
to do. And so
28:02
we're going to do that. And I tell my team that all the time, you've got to
28:04
lean in, you've got to
28:06
be an entrepreneur, you've got to know your territory, you've got to know your
28:09
accounts,
28:10
we're going to push you. I want to make sure the logic, the math makes sense of
28:13
like,
28:13
how many accounts we're giving you, what the conversion rate is and all of that
28:17
. So that's
28:18
the piece to me that I've sort of sometimes noticed is we make decisions
28:21
without necessarily
28:22
going deep enough into it. And I think it's very common for leaders in a
28:27
business to
28:28
speak from a very high level and say, we're going to do this and this. And so
28:32
to me, that piece of
28:33
it, it's not one thing. I know you asked what's the one thing I caught in the
28:36
pipeline or in the
28:37
business. It's more of just a level of detail to make sure the conversion rate
28:42
and the math makes
28:43
sense that it's rooted in some realistic outcome, right that you need to have.
28:48
Yeah. And how to take action, it's to the point earlier with user conference,
28:52
it's like, hey,
28:52
this thing went really well. We saw a bunch of these big deals close. This was
28:56
clearly
28:56
something that influenced pipeline. Now what? Okay, what does this mean we're
29:01
going to do more of
29:01
these? Does this mean we're going to make next year's bigger? Do we need to do
29:04
satellites? Do we
29:04
need to do is it was at the in person aspect of it? Was it just that we'd never
29:08
got on a plane and
29:09
met any of these people? And this was the first time because of COVID or
29:12
something like, it's just
29:13
like all those secondary effects of like, why was this impactful and what is
29:18
our thesis? And then
29:19
how can we take actions that accelerate the things that are working and what
29:24
the data is telling us
29:25
and then testing or if you do one of these next time and it doesn't work? Well,
29:30
it's like, oh,
29:31
I wonder why that is, et cetera. It's drawing a direct correlation into some of
29:36
these things.
29:37
It's harder, right? It's harder. We've even done things where we've gone back
29:40
and studied and
29:41
asked customers, hey, how did you engage with us? Why did you engage? And a lot
29:46
of that, it's not
29:47
like, oh, you sent me this email and that's what did it? No, it rarely is that,
29:50
right? It's our
29:51
people in a buying cycle. Are they not in a buying cycle? Sometimes you're not
29:56
in a buying cycle,
29:57
but you're so frustrated with the solution you have that is breaking and it's
30:01
causing impact
30:03
that you finally make a decision. And so it's really hard to draw one specific
30:07
things. I think
30:08
the best that we try to do is to understand what are the most common things
30:12
that happen and really
30:13
focus on the few and try to make the best decisions possible based on the few
30:19
examples that we see.
30:20
That's a hard piece of the job is figuring out where you should really invest
30:23
your dollars and
30:24
your focus. Any blind spots that you feel like you wish you could measure
30:28
better?
30:29
Yeah, I think I came from Freshworks, which is in the sort of sales cloud,
30:34
service cloud space,
30:36
right? Solutions that customer service organizations run and then at Interpol
30:40
now,
30:41
which we work with a lot of marketers about how they communicate with our
30:44
customers. And so
30:45
a lot of companies already have solutions, right? And we're going after a mid
30:50
market or an enterprise
30:51
size company. They're not buying a marketing automation solution for the first
30:55
time. They've had
30:56
solutions. And so the blind spot a lot of time, obviously we believe we have
31:00
the most modern,
31:02
powerful platform that's built on all the new technology stack versus the
31:06
legacy players.
31:08
But understanding the blind spot probably for me would be when is the buying
31:13
cycle, right?
31:14
When is the right time that we should be speaking to this customer? If there
31:18
was tool sets out there
31:19
and there are tools out there that tell you they're running this legacy system
31:23
and they're on a
31:24
contract for another two, three years, that doesn't mean that you prevent
31:28
selling into that customer.
31:29
There's ways you can work with that customer in its new department or new
31:33
product division and
31:34
get a land deal in that. But I think that's the piece that's really if you're
31:38
selling a solution
31:39
that is replacing an old platform, the blind spots are when and how and where
31:45
in the company you can
31:46
get a footprint into that company to use your platform. That's the piece
31:51
probably that we still
31:52
try to fine tune of in your total addressable market. Where should you go focus
31:58
as the highest
31:59
likely to convert? And that's probably the part that we really spend a lot of
32:03
time on,
32:04
which we still don't have a clear path to right now. All right, let's get to
32:08
our final segment here.
32:10
We're just going to do some quick hits quick questions if the answers quick
32:14
hits popular.
32:14
Yes, I am. Number one, what advice would you have for someone who is newly
32:20
leading rev ops or go to
32:21
market team? Listen and learn if you're doing it for the first time. Just
32:26
observe and learn.
32:27
Don't be quick to just make decisions. Do you have a favorite book or podcast
32:31
or TV show that
32:32
you've been checking out recently that you enjoy? No, maybe I'll pick this one
32:35
up.
32:36
Listen to some rise rev ops. I like it. It's great. A lot of good nuggets. If
32:41
you were an animal,
32:42
what animal would you be? Oh, wow. Okay. Something in the ocean, maybe a
32:48
dolphin or something.
32:49
Just I'm always been very intrigued by the depth of the ocean and what's
32:53
possible because
32:54
obviously a place that many of us have not gone. And that's, yeah, I would say,
32:58
a dolphin. Maybe
32:59
a shark. I like it. Anything to plug? It's been awesome for listeners. They can
33:03
go to iterable.com
33:05
to learn more. We'll link it up in the show notes. Any final thoughts for our
33:08
audience here?
33:09
No, I guess the one thing I'd say you probably have a lot of practitioners, a
33:12
lot of revenue
33:13
ops, practitioners and leaders. I guess what I would say is you guys have a
33:17
critical role in the
33:18
business, probably at least from a CRO's perspective, probably the most
33:22
critical role.
33:23
And just being a business partner for not only the CRO, but the rest of the
33:28
organization
33:29
is something that I think is instrumental into a company's success. Being
33:33
aligned around the
33:34
business schools of the company, I think that is a great place to be for a
33:39
practitioner in revenue
33:41
operations. Just partner, challenge yourself, challenge your own thinking. The
33:45
data doesn't
33:46
always give you everything. I think there's some in-sensual things that you
33:50
need to focus on.
33:52
But I think that's the piece I'd say continue to be a great partner for the CRO
33:55
and other
33:56
leaders in the organization. Bobby, it's been awesome having you on the show.
34:00
Thanks so much. I'm going to talk to you. Great. Thanks, Ian.
34:11
[BLANK_AUDIO]