Episode Summary
On this episode of Inside the Workflow, we chat with Nick Francis, co-founder and CEO of Help Scout, about his journey from Nashville to building a leading customer support platform loved by small businesses worldwide. With over 14 years at the helm, Nick opens up about leadership, innovation, remote culture, and how Help Scout is navigating the AI revolution.
From Nashville Roots to a Global SaaS Platform
Nick’s journey into tech began far from Silicon Valley. After meeting his co-founders in Nashville—where they all had backgrounds in hospitality—the team eventually landed in Boston through Techstars. There, Help Scout was officially launched with a mission that still drives the company today: to help customer support teams deliver exceptional, human-centered experiences.
Rather than following the typical path of enterprise-focused, ticket-based systems, Help Scout built a product focused on simplicity, empathy, and meaningful customer interactions—particularly for small and mid-sized businesses.
Leadership with Mission and Resilience
Nick attributes much of Help Scout’s staying power to an obsession with the customer experience. His leadership approach combines product intuition, deep customer engagement, and a relentless commitment to mission. Even as the company scaled, he remained closely involved in product development and customer conversations.
Running a company, as he admits, never gets easier—but Nick sees challenges as opportunities for growth. His motivation comes not just from metrics, but from a belief in building something meaningful and enduring.
Designing Culture for a Remote-First World
Long before remote work became the norm, Help Scout embraced a distributed model to attract top talent outside of tech hubs. With team members spread across geographies, Nick and his co-founders knew they had to be intentional about building connection and trust.
Help Scout invests heavily in written communication, face-to-face time over video, and regular team rituals. One example: random “fika” chats—casual virtual coffee meetings—to help colleagues connect beyond work tasks. The company also hosts annual retreats to strengthen team bonds in person.
Rethinking the Business Model in the Age of AI
The rapid advancement of AI, especially large language models, has prompted a fundamental shift in how Help Scout operates. Rather than using AI to deflect customers or reduce interaction, the team focused on enhancing the quality of customer support.
To better align with this future, Help Scout made a bold move: transitioning from a seat-based pricing model to one based on customer contacts. This usage-based approach allows for unlimited users and includes AI features by default, making it easier for teams to scale and collaborate.
What’s Next for Help Scout
For Nick, the current phase of Help Scout feels like a reset—like founding the company all over again. With new technologies, a new pricing model, and a clear focus on helping small businesses succeed, he’s energized by what’s ahead.
Whether it’s innovating on product, creating new AI-driven experiences, or empowering support teams to deliver world-class service, Nick remains as committed as ever to the mission that started it all.
“Customer support is where brand affinity is won or lost—in the trenches.”

Key Takeaways
- The founding story of Help Scout & TechStars beginnings in Boston
- Why great customer experiences are at the core of their product
- Lessons from hospitality and brand building
- Adopting a remote-first culture and maintaining team connection
- How AI is transforming customer support—and how Help Scout is adapting
Episode Highlights
[00:00] Introduction & Nick’s Background – From music to SaaS and the roots of Help Scout
[05:00] The Founding Story – Co-founders, early vision, and staying mission-aligned
[10:00] Building Remote Culture – Tradeoffs, rituals, and connection without an office
[15:00] Leadership & Motivation – Developing tools to thrive through challenge
[20:00] Energizing Work – Where Nick finds flow and what fills his cup
[25:00] The Impact of AI – Rethinking customer experience and business models
[30:00] The Future of Help Scout – New tools, new pricing, and starting fresh again
[35:00] Final Reflections – The privilege of pressure and leading with purpose
all right I’m thrilled to welcome Nick Francis co-founder and CEO of Help Scout Uh welcome to the Inside the Workflow
0:07
podcast Nick Thank you Scott Good to be with you Yeah you too Uh so just just beforehand we were talking about uh some
0:13
of the changes that we’ve made over the years you know hairstyles uh business changes and I think um you guys have
0:20
always been a company that I’ve admired and frankly loved you you built the
0:26
early business in Boston and that’s that’s one of the places that’s like close to my heart So I’ I’ve always loved hearing about some of the work
0:32
that you guys have done especially as you have gone from building probably from what you considered early on like a
0:39
maybe single product to multi-product to platform So um I’m excited to talk to you today about a whole bunch of stuff
0:45
But one of the things I was curious about is did you grow up in Boston then i I grew up in Nashville Tennessee Okay
0:51
It or not So that’s where I met my co-founders who I’ve been working with for over 20 years now Uh but we so how
0:58
we got to Boston was we founded the company started working on it in Nashville together and we applied for
1:05
Tech Stars a startup accelerator uh who was like you know what you should go to Boston We went to Boston spent three
1:11
months sort of incubating the business and we launched when we when we were in Boston and we stayed there for another
1:17
seven years Wow Okay And then like what what was you know the the early vision of of the product was it where you are
1:24
now was it completely different did you even have like a a fleshed out thing yeah You know until recently I don’t
1:31
think there’s any been any really big pivots in the business and and until ever there there’s only been one real
1:36
mission which is to uh help customer support teams deliver a great customer
1:42
experience So that that mission has been the same from day one We started with a
1:47
much more simplistic view of the problem which is how can we make it so that teams can just share an email inbox and
1:54
collaborate over communication with their customers without the customer having to deal with some uh ticket
2:01
number robotic email like some system in the middle Can you can we just like deliver that personal touch but have all
2:08
of the collaboration features on the back end that keep us from stepping on each other’s toes So it was a really
2:13
simple view or narrow view of the problem initially but the mission has always been help customer support teams
2:19
deliver a great customer experience Okay Awesome And can you tell me a little bit about you know um where these
2:25
co-founders came from how you found them how you made sure that it was the right fit You know that’s kind of a scary
2:31
thing for a lot of people right it is a scary thing for a lot of people and I’ll be the first to tell you Scott that I’ve just been extremely blessed and lucky to
2:38
have run into these guys Uh so funny story my co-founder Jared and I waited
2:44
tables together at a fancy restaurant in Nashville Uh all three of us have have
2:50
hospitality experience and I I do think that that was somewhat formative in the way that we think about customer support
2:56
Um the first job that Jared ever did for me was an album cover I started in the
3:01
music business believe it or not because that’s what people in Nashville do Yep Uh but long story short uh we started to
3:08
build things for the web together and did so for about six years So we just did consulting uh the three of us So
3:14
Denny had a real job uh at the time but we all started sort of side hustling and then it became the main hustle that we
3:20
were just building stuff uh for clients and consultants and then uh ultimately
3:25
like our job our our dream was to build a software business The people we admired at that time were like Ben
3:31
Chestnut at Mailchimp and Jason and David at 37 Signals and like all these incredible cool like bootstrappy
3:37
companies who were really missiondriven in the way that they operated the business and the way they built their product And that was the dream for us
3:44
and still is We’re lucky that we’ve been living that dream for 14 years Yeah it’s a pretty incredible run especially uh I
3:51
think to be honest I’m so surprised or not surprised it’s it’s so often that I talk to CEOs and founders where they
3:58
follow what seems like a very nonlinear path I’m sure you wouldn’t describe it as a linear path but it sounds like what
4:04
you set out to do you have been doing which is which is super interesting Yeah no major pivots in that regard I I I
4:10
think we’re we are in love with this problem Like I I could spend the rest of my life working on trying to solve this
4:16
problem for some reason and I’m just obsessed with it So I think that’s part of part part of uh you know call that a
4:21
benefit or a feature I don’t know Or a bug I don’t know Yeah I I would say it’s uh definitely a benefit for sure So may
4:27
maybe we could go back actually you know to the hospitality role the the waiting tables Um I I would love to hear a
4:33
little bit about you know maybe how you feel like m maybe you were always the kind of person who liked hospitality and
4:40
enjoyed helping serve people and sure they had a great experience or you needed a job and from that you know role
4:46
you learned some of these skills Which which do you think it was was it sort of a match in heaven you kind of developed
4:51
these skill set uh you know I I always have had an affinity
4:57
for an experience particularly with a a brand of of some sort So you know as a
5:03
consumer like I from a very early age uh you know I learned to code when I was
5:09
very young because I was introduced to Apple computers and you know at that time it was a very small percentage of
5:17
the market but I gained this affinity for this brand that just spoke to me in
5:22
such a magical way and sort of the the experience it created uh the philosophy and mission behind the brand uh and so
5:30
there’s there’s so brands that I just became sort of uh excited by like how they made me feel
5:37
right and and as an entrepreneur I also I’ve been starting companies since I was 15 That’s the only thing I really know how to do Uh I’ve always wanted to
5:45
create businesses that create those sorts of experiences for people I I’ve always had this uh passion for brand and
5:53
and what that means to people and trying to create something of meaning to people that goes beyond the pixels it go but
6:00
it’s more of a philosophy and a mission that they can buy into a value system that they can buy into And so uh I
6:07
mentioned I started in the music business like I still I was never a musician I was always behind the scenes
6:13
observing this incredible experience that the artists I got to work with were creating for people and that was so
6:19
magical to me I being in a studio creating an album and like the sort of visceral experience that they’re trying
6:26
to cultivate for their audience I just can’t get enough So I I became obsessed with experiences of of really any sort
6:33
It could be digital it could be in person Uh but the ability for a brand to
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sort of create those sorts of uh magical experiences is really important to me and customer support is one of those
6:45
places in which uh you know uh brand affinity is won or lost in those trenches And so I’m like man if I could
6:52
help all the small businesses in the world kind of solve for this and create a system that seemed aligned with their
6:58
values their customer centric values and gave them an opportunity to deliver outstanding world-class support to their
7:03
customers I will never tire of trying to trying to solve that for people Okay So
7:09
it it seems like a common thread here You know you you sort of mentioned not not being tired being obsessed Uh you
7:15
could do it for the rest of your life I um I love this and I admire it and I
7:21
think I’m I’m definitely curious like what is it that aside from maybe just finding the right thing um you know I
7:29
think every role every job um can be difficult and challenging and some days you just don’t want to do it Is there
7:35
like some mythical system you’ve developed to help yourself just I don’t know continue you know is it sort of
7:41
like a there’s like a set of uh you know you know the the movie American Psycho where he has sort of his morning routine
7:48
Yeah Have you had to develop your own American Psycho routine to just make sure you’re inoculated against the pain
7:53
just to keep going tell me about that The short answer is yes Uh yeah Okay So
7:59
tomorrow is Help Scout’s 14th birthday Oh awesome Congratulations I I can tell
8:04
you for certain that at no point has it felt as though it got even even like the
8:11
slightest bit easier Every day feels incredibly painful I I am a
8:18
any entrepreneur that’s trying to build and grow a business is a glutton for punishment to some extent And so what
8:25
I’ll say about that is I have developed tools that help me cope with the hard
8:31
things that I’m trying to do because the motivation as you may have been able to pick up on is sort of boundless Like I’m
8:38
endlessly motivated to uh succeed and and to win in this particular uh pursuit
8:44
but it is extremely painful along the way There’s no doubt about it There’s a there’s a lot of really hard things that
8:50
you have to contend with And so I’ve just tried to uh find find tools that help me sort of cope with that manage
8:57
that and at the end of the day uh embrace the the famous Billy Gene
9:04
quote that pressure is a privilege Oh yeah absolutely At the end of the day the hard things I’m doing in the grand
9:10
scheme are not that hard relative to what other people have to face on a day-to-day basis And so I feel
9:16
incredibly privileged and I try to remind myself of that on an ongoing basis that look this might be hard but
9:22
this is a true privilege that I get to learn at this philosophy that I get to work with people that deeply inspire me
9:28
and that I get to make something that people care about Yeah Absolutely Okay I love that Such a great way to position
9:34
it Um another way maybe to to think about this that I’m curious about too is
9:39
um I’ve talked to a lot of CEOs over the years and one thing that they often highlight is that there are sort of like
9:45
areas of genius or energy creating you know like when they do work with product or engineering or they go talk to
9:51
customers or they build brand they just feel like that boundless energy kind of compounds and they they can build the
9:57
reservoir Um you’ve talked a lot about brand you’ve talked a lot about mission So do do you find those areas to be just
10:04
really exciting for you are there certain areas of your business where you go into them and you come out a new
10:09
refreshed man there are certain aspects of the business where I feel as though I
10:14
can add more value and I can bring a bit more vision and special sauce to the
10:20
work and whenever I get to be involved in shaping that work it absolutely gets me uh excited So as so all three of the
10:28
founders at HubScout are product people we love to build and so typically that
10:33
for me is getting in a design review with a team that’s building something and just trying to shape it together
10:40
That’s the most fun for me I also love spending time with customers So every time I travel I put together a customer
10:47
breakfast in whatever city I’m in and I try to gather together every uh everybody that uses our product in that
10:54
in that area and just like spend some time with them and I tell you that just fills my cup Absolutely Uh so there’s a
11:00
number of different practices typically around crafting the product and crafting that relationship with the customer that
11:07
that really gets me juiced But uh frankly there’s a lot of things that get me juiced in this business But you know
11:13
the day-to-day grind of just trying to grow and grow and grow uh and try to
11:18
build something that that uh has significant market share in a world where we’re like surrounded by
11:23
competitors with like exponentially more resources uh that that that can always feel like a grind I I think though that
11:30
you know it sounds like you have the one attribute that is hard to beat or you know to take away which is that mission
11:36
boundless energy desire to actually have an outcome for your customers as opposed to like I’m just in this for a few years
11:43
I want to make a paycheck or whatever which which is awesome Like that’s a moat that you can’t get over Yeah I I I
11:49
recently heard an interview with uh Ben Chestnut where that felt like I had a visceral reaction because I felt so seen
11:56
by what he said But he just said entrepreneurship is not something that
12:01
you should necessarily uh encourage It’s it’s such a deeply like challenging and
12:07
difficult thing It’s not something that he for instance wanted to do more than once He did it once and he did
12:15
everything he wanted to accomplish and he and he he decided to move on with his life Like I I see myself as the kind of
12:22
long-term focused founder If I if Scott didn’t exist and I had to do this again I would just do the same thing right i
12:30
just feel so fiercely committed to what we’re trying to build together that this is probably the only thing I’ll do
12:37
Beautiful Okay Um what what one one of the areas that I I’ve seen you post a lot on LinkedIn over the years I’ve met
12:43
a bunch of your your team members at conferences and meetups Um you you went
12:49
from a team that sort of started I guess closer together I’m not sure if it was entirely in the same office but either
12:55
way you know over the years I think you’ve expanded to being a fully remote team Um and I think there’s a great
13:01
upside and there’s also some interesting aspects of that that have to be challenging I’d love to hear a little bit about your
13:06
sort of approach to building a great team and culture I’ve met so many great people and I’m always impressed and
13:12
surprised and I’d love to know how you how you were able to accomplish that Yeah So uh we went through Tech Stars
13:17
together as founders right and we always have been in the same geographic location However uh Jared uh decided to
13:25
move back to Nashville after a couple of years in Boston And so we had worked remotely previously And so within two
13:32
years we were well really within six months we were remote first from a hiring standpoint So we decided you know
13:40
again some of the companies that we absolutely admired at that time were already operating remote businesses It
13:46
was very niche but there were there were companies who were doing remote successfully And in an ecosystem like
13:53
Boston I looked around you know HubSpot Trip Advisor like all these incredible companies all around us I’m like how the
13:59
hell am I going to attract the sort of talent that we need to be successful like I’m going to have to I think I’m
14:05
going to have to use a different playbook And so that ended up being sort of
14:10
the decision uh pre so to speak was hey how can I attract the best talent and uh
14:18
in order to attract the best talent I understand that there are a series of trade-offs that need to be made So you
14:24
talk a lot of people talk about it in like terms of pros and cons I just think they’re tradeoffs uh in terms of making
14:30
remote work well from a cultural standpoint And so uh we decided very on
14:36
early on in the business to invest in understanding those trade-offs and then
14:41
creating a culture that was meant to compensate for those trade-offs in meaningful ways that could create the
14:46
sort of connection that a team anybody’s looking for in a work environment but at the same time the sort of like
14:52
flexibility and autonomy and uh being surrounded by like extraordinary talent
14:58
all the time that remote can can kind of give you and so we were just willing to make those trade-offs I’m happy to go
15:04
into more detail about any specific aspects Well I think one one area that I’m interested especially is like um I
15:10
think there’s a lot of techniques tactics principles of remote work but like when it when it comes down to it you know it’s easy to to escape into you
15:18
know the the guy who works at home behind a computer and it’s hard to get
15:23
to know you So I I think I would imagine you have to be a great communicator You have to think about how to plan out
15:30
either meeting up physically or doing some sort of team stuff But like I get the work part That part is is I feel
15:37
like a little easier sometimes but you have to build trust remotely You have to build culture remotely So that that’s an
15:42
area that I’m interested in and how you guys have done that Are there certain things that you feel like have worked really well for you yeah So aside from I
15:50
think all remote first businesses do have to have an extremely strong written culture meaning like everybody becomes a
15:57
strong writer and learns to communicate with their teammates in writing very well So uh we’re we’re incredibly
16:04
engaged in Slack as you can imagine Uh but we also spend a lot of time together
16:09
just like you and I are right now face to face on a video chat Even if we’re doing work together if we’re pairing up
16:15
like there’s a lot of in-person time believe it or not uh in our culture and we try to design for that Believe it or
16:22
not the the call I was on just before this one was what we call a fica It’s a Swedish term for like basically grabbing
16:28
coffee together And uh I get randomly paired up with people on in our company
16:33
on a regular basis just to hang out and just to kind of talk about what’s going
16:39
on in life uh to sort of get off topic a little bit and and just get to know the
16:44
human being So that’s one of the tradeoffs So let’s talk about both sides of the trade-off One is that I can be
16:52
highly productive because I get to sit in a room all by myself and just focus on the work for an eight hour day The
16:59
trade-off is hey I’m not really feeling that sort of connection I I don’t have any sort of spontaneous like run I don’t
17:06
run into anybody in the office So you have to design for that connection right like you have to optimize for creating
17:12
those sorts of connections And one way we do it is just kind of randomly p uh pair out people for uh we do an annual
17:21
retreat all hands Everybody uh goes somewhere Next month we’re going to Rome Italy to all be together for an entire
17:29
week And so I see u you just have to make some really significant sort of u
17:35
investments in order to create connection because it’s not going to happen organically like it would in an office culture So that’s a bit what I
17:42
mean with the trade-offs like you get high productivity but you really have to work at creating connection
17:47
And and and then maybe for you personally I know you love to work and you love the mission Um do you ever
17:54
leave your room uh are you there all the time like tell me a little bit about like the uh the CEO outside of the CEO
18:00
room Uh yeah So uh I have learned over the years that yeah I have to work at a
18:07
sustainable pace and I have to optimize my time I don’t really work more than maybe let’s say a 50 hour week on
18:13
average 50 to 55 hours Uh and I find a lot of different ways to uh sort of
18:20
disconnect As you can imagine I’m addicted to hard things So I like to do hard things outside of work as well and
18:26
uh sort of sort of get into the adrenaline side of it So what what’s like uh what’s the adrenaline side are
18:32
we talking about like base jumping and uh bungee or what i’ve tried a lot of stuff Uh the things that I’m most into
18:40
right now that are hard things that so I I’ve actually written about this before or I don’t know if I’ve written publicly
18:45
but uh I I do believe that doing hard things is like something that you can practice and you can build up sort of a
18:53
mentality and uh a an excitement and a passion for like running at hard things
19:00
So for a while for me it was uh surfing Uh I live in Boulder Colorado now and so
19:05
it was it’s rock climbing Uh and my wife is like a much better rock climber than me and so she just crushes me every week
19:11
and I love it Um and I I’ve always been super passionate about cars Uh and so okay I
19:19
am out on a track somewhere as much as much as I can be Uh or I’m in a sim
19:26
actually uh racing with some some peers uh in that regard too So learning the
19:31
craft of driving fast is a is a really fun thing that I have a passion for Oh
19:36
interesting Very cool I I I love the um the practice of doing hard things My my
19:42
preferred uh I don’t know out outside is is it’s probably overly pragmatic It’s
19:49
like what broke in my home or in my kids’ lives or in my car So I like my
19:54
minivan I have four kids I got to have a minivan That’s that’s I’m a minivan guy And uh the front of our whole hood all
20:01
the paint came off So I built a paint booth in my garage with PVC and plastic
20:07
Got a paint gun dressed in a whole white suit like the guy from Breaking Bad how and learned how to do it and it it took
20:13
me like all of Fourth of July weekend or something like that But it was so fun Incredible Yeah that’s next level I I
20:19
mean I’m a big detailer I love to do like detailing and stuff but I haven’t taken it that far That’s pretty amazing Oh it’s uh you know it’s kind of like
20:26
one of those things where you do the work and you can see all of your mistakes and then at least my friends or
20:32
my wife sees it and they’re like “Wow that’s that’s incredible.” And I’m like it’s hard to balance the I don’t know
20:38
what you would call it perfectionism craftsmanship or whatever But anyway love that you do that stuff And I
20:44
think that if you look back on that experience you probably say it was rewarding on on a number of different
20:50
levels going through that process and that you would do it better the next time you try it But that’s that’s the
20:55
fun of the journey Yeah Yeah Absolutely Um so so there’s a lot of I wouldn’t say hard things but there’s new things um
21:02
that present challenges in I think every industry right now like AI is so exciting um and you know there’s AI
21:09
agents you know everybody’s talking about agent agentic X Y and Z um we in
21:15
in the customer support world knowledge knowledge bases etc there’s like so many opportunities to make your product
21:21
better easier faster for your customers so I’ I’d love to hear a little bit about um you know how you guys view this
21:28
new landscape how it’s in a positive way affecting your business and and what you’re looking forward to doing with it
21:34
Boy yeah that’s been the story of my last uh couple of years because it um
21:39
and it ultimately led to this moment where we felt like we were just founding the company again It was kind of day one
21:44
again but I’ll I’ll rewind first I think it became pretty clear early on that customer support was at
21:52
the tip of the spear with regard to large language models And so when when
21:57
you know chat GPT and large language models became a thing I think a lot of the use cases that people would have on
22:03
the tip of their tongue would be like imagine the future of customer support with these tools in the mix And so we
22:10
pretty early on felt as though wow this market is going to get turned upside down and all the assumptions that we’ve
22:17
made for the last 12 years are out the window and we have to make new assumptions and that’s a really exciting
22:23
thing Uh I think we saw a lot of folks in the market and that we’ve been doing
22:29
this with AI for so long It’s it’s sort of predictable but a lot of other companies in the market just went
22:35
towards what we call like a deflection approach It’s like great you can use a tool to talk to your customers less and
22:40
to push them away more and to put a bigger barrier between you and the customer so that you can improve your
22:46
deflection rate Uh that’s just not of interest whatsoever So that’s why we never really built a gen one chatbot
22:53
because we always felt like that was just a poor customer experience But at the end of the day we look at LLMs and
22:58
the future of this kind of cycle of AI and we say “Wow this is incredibly disruptive and it has the potential to
23:05
deliver much better customer experiences.” At the end of the day that’s why we’re excited about it As a
23:11
tool we can actually harness it for a lot of good in the world A lot of other folks are talking about how AI first and
23:18
how you can deflect more That’s great we we now have an opportunity to zag against that and say nope we’re going to
23:24
leverage it for to do even better to tr to provide an even better experience So
23:30
it all came down to like okay what does that look like um for us we had to kind
23:35
of go back to first principles of the business and really question whether it made sense for us to um to continue with
23:44
a a a seatbased business model So that was the really hard thing for us We saw
23:50
as we continued to launch AI features and like make our product better and as other things happened at the macro level
23:57
what we found is that our product kept getting better and our seats were going down Making c you know more customers
24:03
were being helped through our product than ever and we actually had fewer seats were customer served than we had
24:10
ever had And we surveyed the market and found that 78% of the bit of businesses
24:15
said in the next two years they plan to either keep their customer support team flat or reduce headcount in light of the
24:22
cycle that we’re in that everyone’s expecting that AI will create more
24:27
efficiencies on teams I don’t think that’s specific to customer support but we’re certainly right in the sighteline
24:33
of how these efficiencies are going to come to bear So we just had to think
24:38
about the fundamentals of our business model and we were sort of seeing them play out and we said well what would be
24:43
the best way uh for us to approach this if we were founding the company today what would we do and the truth is we
24:50
wouldn’t we wouldn’t charge per se u we’ve had the luxury for 14 years now of
24:56
having everybody in help scout all of our employees we practice whole company support everyone has support shifts and
25:03
we feel as though because everybody has access to the voice to the customer that we collectively make better business
25:10
decisions Why can’t we offer that same capability to our customers without
25:15
taxing them for every seat would that be possible so we really that’s where we where we started and then we said well
25:22
look if we’re not charging per seat then we actually don’t have to charge for any of our AI features either If we’re
25:28
charging based on usage what we call a contact then we can actually just include all AI we can include unlimited
25:35
seats and just charge for the people that you talk to And so we charge for
25:41
contacts today So in November we completely changed our business model And a contact is basically an individual
25:48
that you’ve helped So you can have 10 conversations across multiple channels That’s still just one contact And so uh
25:56
on a monthly basis we add up your contacts and say this is what tier you’re on And you can have unlimited seats in AI kind of backing that process
26:03
and we feel as though that’s a that’s a better way to do this and it’s going to be really hard for some of our
26:09
competitors to to make the same move But in customer support we just think per seat is no longer the right way to think
26:14
about things And that’s not because seats are going that’s not because like customer support teams are going to zero
26:21
Customer support teams are actually going to add more value than ever because some of the tier one stuff goes away But at the end of the day it’s not
26:28
the right value metric And that’s why you see a lot of other folks in the space charge for seats and then they charge for like 15 other add-ons as well
26:34
because at the at the baseline a user is not necessarily aligned with the value
26:40
that the platform is delivering on an ongoing basis So we just decided to make the really hard decision to reset that
26:48
and we’re in the process of kind of uh navigating that transition now Amazing
26:53
Uh that that is such an incredible example of like run to the hard thing
26:58
Yeah you understand it and then making that decision I I don’t know about you but I probably wouldn’t have slept that
27:04
night and like for a little while because I would be so like I this is the right thing I’m committed but I’m sure
27:11
nervous It was about 18 months Uh and then we finally launched in November of last year So it was about six months ago
27:17
Uh but it’s it’s been an extremely difficult thing but at the same time really rewarding to see people light up
27:22
when they understand this like different approach and how it could impact their business in positive ways And so I I
27:28
really truly believe this is kind of the right approach But I I love I’ve been a student of Klay Christensen and The
27:35
Innovator’s Dilemma I don’t know if you’ve read that book but like uh it’s so cool to actually just be part of the
27:41
movie now because this is a this is a true innovator’s dilemma like we’re a 12-y old company at the time Like we’re
27:47
an incumbent we’ve got this disruptive technology coming to market Like what’s the play in order for an incumbent to
27:55
adjust to this disruptive technology and actually become a disruptor themselves So I I was really thinking about this
28:00
through the the the principles and the framework of the innovator’s dilemma and that helped us build confidence in the
28:07
decisions we were making Amazing I I think this goes back to uh earlier we were talking about the different hairstyles of Nick over the years and I
28:14
I I wonder was the haircut change It was sort of around that time It was the same month we launched the new Amazing Okay
28:20
It’s like old old Nick new Nick I love it Yeah So I wrote a note to the team I just said “Look it’s day one of the
28:26
business again.” So I’m going back to exactly how I looked uh day one of the business Oh that’s amazing um with with
28:34
with respect to you know how you’ve made these changes with your customers I guess uh sort of a maybe a slightly broader question that I’m curious about
28:40
is like you talk with your customers these customer breakfasts which is a terrific idea um you know presumably you
28:48
read lots of feedback you guys do surveys all these kinds of things but how do you make sure you’re building the right product um I I know there’s sort
28:55
of like that Henry Ford approach like if I had asked them they would just told me you know faster horses uh Steve Jobs
29:00
kind of all I’ll all envision it what’s your approach to building a great product well I I do believe that those
29:08
visionaries have a point Uh it’s really important for you to the way I explain
29:13
it to the team is it’s it’s critically important to have a a deep understanding of the problem
29:18
space as it pertains to the solution I’m not so worried about like there’s ways
29:24
to test and validate solutions but I I’m not when I talk to a customer I’m not actually looking for them to tell me how
29:30
to build something I’m looking for them to tell me what they’re struggling with right and so you really have to as a
29:38
product person just remain fully focused on understanding the problem and every
29:43
angle at that problem and what the customer is facing And then like the solution space is all where you can be
29:50
like super visionary and innovative and and actually just get in this creative space where uh you don’t really because
29:57
at the yeah customers are going to think in a in an incremental way but a product team that understands a problem inside
30:05
and out can think in a visionary way that’s that’s three four five steps ahead So uh that’s the way that we that
30:12
we like to think of it At no point did Steve Jobs or Henry Ford or any other visionary think that customer feedback
30:18
didn’t matter They just cared more about the problem space than the solution space as it pertains to the customer
30:23
feedback So I I really try to look at it through that lens And anytime somebody’s like well you just need to move this
30:29
button over here I don’t care What I want to understand is why
30:34
Tell me tell me why that would be better for you so that I can better understand the problem space Yeah it seems right Uh
30:41
I I think that uh you know it’s sort of part of that um reframe rethink and kind
30:47
of ask people a slightly more challenging it’s it’s certainly really easy to just say all right guys I did
30:53
some custom interviews the buttons in the wrong place let’s move the move move the button great we’re done like and
30:59
then nothing nothing happens right um right well sometimes we have to check that too I think it’s really important
31:04
you know for us at least especially early on it was so important to just use our own product every day and so what I
31:10
love is that we’re one of the heaviest users of our own product And so a lot of things that we build start with our own
31:17
team We ship it to our own team and get their feedback on how it’s showing up And so I do think we have this
31:23
collective instinct that’s pretty strong as a business because we are the ICP We
31:28
are the ideal customer We are a heavy power user of our own product And so you
31:35
know that can that can put a little bit of blinders on but like 98% of the time it’s a really helpful asset Have have
31:42
you guys over the years maybe sort of going back to the ICP comment you made but you know did you always target and
31:48
support the sort of same size of companies in business in terms of employees has that shifted at all and as
31:54
a result maybe those blinders for your I don’t know presumably smaller cohorts Yeah Has shifted a bit from the
32:01
beginning we’ve wanted to lead the SMB segment of the market When we looked at help desks you know 14 years ago they
32:09
were all seemingly built for more enterprisey use cases and more I’ll use
32:15
the word again like deflectionoriented use cases Treating customer support like a cost center instead of a a growth
32:21
opportunity right the most effective marketing channel Like what if you actually like that’s not how I thought
32:26
of customer support I thought of customer support as like my most effective differentiator in the market
32:31
right like it’s a way to really juice the referral engine And so I don’t think we were the only ones that thought about
32:37
customer support this way We wanted to create a product that was sort of built around those values And I think of those
32:42
as small business values I think of those as as uh this is how small businesses like to operate They’re much
32:49
more customer centric And so we’ve always felt as though SMB is where we want to live So we think of that as up
32:55
to one up to 500 employees We like to say that we win in the one to 100
33:00
employee base and then we just hang on for dear life Uh we’re typically the first we’re typically the first help
33:06
desk or customer support platform somebody adopts Sometimes it’s time to graduate and we’ve seen some incredible
33:12
companies just graduate from us uh over the years Uh but for the most part we’re able to to kind of hang on but we we
33:18
really focus on that that SMB use case because that’s where the values fit They love the simplicity and the ease of use
33:25
of the product and at the end of the day we don’t actually have to check as many boxes uh as our competitors because
33:31
we’re just solving a different use case that ends up being an advantage Yeah I love that It also I think is a great
33:36
example of uh you know what we’ve talked about earlier which is sort of this discipline in this area this problem area that you’re obsessed with You want
33:43
to do great and you’re not sort of comp necessarily compro compromising is probably the wrong word but just sort of
33:48
shifting based on oh there’s a whole lot of revenue over here let’s just go chase it and let’s change the whole thing Like that’s really hard right um so uh one
33:56
kind of final question for you Nick Um you know we’ve talked a little bit about your your business how you are 14 years
34:03
in Um what what are you really really excited about the next couple years whether it’s your business sort of like
34:09
some of the projects you might be working on some of these rating endeavors that you’re you’re getting into Where are you most excited where
34:14
are you finding the most energy i’m definitely most excited about uh the products that we’re building right now I
34:20
I just uh and and how we’re navigating and you’re learning to use this new
34:26
technology So we’re building stuff that I I genuinely thought that would not be possible with science fiction 14 years
34:32
ago And now we get to like really do it And so the access that we have to these
34:38
extraordinary tools to kind of build experiences around is really exciting So
34:44
I love the space Uh I love that we have new ways to sort of solve this problem because believe it or not for 12 years
34:50
it was we were pretty much solving the problem with the same tools and now we have all these new tools that we can
34:56
play with So uh it does feel like sort of a fresh start It with the business model it feels like a fresh start We
35:03
have like four or five months of data whereas we’re used to having many years of data that we could look at So uh even
35:10
from a data orientation lens it feels like we’re back to square one But that’s a in an exciting way because at the end
35:16
of the day it really enables us to to create a better more innovative product I’m so excited about some of the things
35:22
that we’re building and how they’re going to impact businesses in the future So game on Let’s go Awesome Uh well Nick
35:28
thanks thanks for joining us today Really appreciate it My pleasure Scott

About Our Guest
Nick Francis is the Co-founder and CEO of Help Scout, a customer support platform built for growing, mission-driven companies. A lifelong entrepreneur who started building businesses at age 15, Nick brings over a decade of leadership experience in SaaS, product development, and remote-first culture. Based in Boulder, CO, he is passionate about creating human-centered tools for small businesses and advocates for a more inclusive, sustainable form of capitalism—where purpose and profit go hand in hand.
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