
Michael Moore & Matt Thomas
Short Clips
Matt Thomas
In Episode 441 of You've Been Heard, Michael Moore speaks with Matt Thomas, Director of IT and Marketing at Crabapple Roofing, about the communication skills that turn technical expertise into business leadership.
Matt traces a career spanning small MSPs, music, recording, photography, video production, and internal IT leadership. He explains why technology becomes easier to support when leaders tell clear stories, respect the people asking for help, and connect cost to time saved and business outcomes.
The conversation also covers practical AI adoption, documentation and SOP libraries, the danger of leadership losing touch with frontline work, the value of solving problems every day, and the governance needed to keep AI automations useful, secure, and maintainable.
We review circuit consolidation, contracts, security, outage visibility, billing, and future flexibility to reduce chaos without forcing change.
Navigate through key moments in this episode with timestamped highlights, from initial introductions to deep dives into real-world use cases and implementation strategies.
[00:00] Matt opens on respectful technical communication and storytelling.
[00:58] You've Been Heard frames the management problems facing IT leaders.
[01:52] Michael introduces Matt Thomas, Director of IT and Marketing at Crabapple Roofing.
[02:23] Matt traces 20 years across small MSPs, creative work, and business building.
[09:20] Why marketing helps leaders translate complex ideas for the C-suite.
[10:10] Matt explains how storytelling makes technology easier to understand.
[11:49] Using AI for research, strategy, and faster creative iteration.
[13:03] Crabapple Roofing begins rolling out role-specific Claude solutions.
[13:46] Why ambitious AI programs still need strategy, structure, and controlled rollout.
[14:45] Matt builds workflows, policies, procedures, and shared SOP libraries.
[15:55] The marketing foundation: website work, lead generation, AIO, and GEO.
[17:30] Time, prioritization, and setting realistic expectations with leadership.
[18:59] Replacing scattered passwords and documents with secure operational documentation.
[20:21] Department-wide SOP adoption and reducing knowledge loss.
[21:52] Building a controlled Claude SOP library from company documentation.
[23:12] Baking brand standards into reports, decks, and custom tools.
[23:41] Why solving problems and making work easier keeps Matt energized.
[24:01] The job lets technology leaders play hero every day.
[24:55] Treating an IT role like an owner before holding an ownership title.
[27:01] Leadership loses touch when it becomes disconnected from frontline work.
[28:16] Weekly check-ins and an open-door approach keep teams supported.
[29:00] The myth that technology is too complicated for people to understand.
[29:32] Storytelling connects cost, time saved, safety, and audience needs.
[30:46] A carrier switch illustrates how clear communication can unlock major savings.
[32:24] Why avoiding upfront investment can cost more over time.
[33:31] Matt's 18-month goal for AI-enhanced growth without large overhead increases.
[35:13] Policies protect proprietary automations and institutional knowledge.
[35:41] Preparing for shadow AI, access control, and maintainable automation.
[36:12] AI solutions must save substantial company time and deliver real outcomes.
[36:34] The future of enterprise AI is maturity, governance, and security.
[37:00] Michael closes the episode with Matt Thomas.

Michael Moore: Hey, folks, this is Michael Moore and I'm here with Matt Thomas,
director of IT and marketing for Crabapple Roofing. Welcome to the program,
Matt.
Matt Thomas: Thank you for having me. I'm very excited.
Michael Moore: Yeah. so director of IT and marketing, you don't see that a lot.
That's not a usual combination. good thing, that I also share that, combination.
So, we're going to have some fun conversations around that. let's talk about
real quick how you came to be director of IT and marketing together.
Matt Thomas: Okay. so I have been in the IT space for about twenty years now.
Actually started twenty years ago this year, working for small MSPs. it's
usually just the owner myself, for the first several years, getting the
processes down, figuring out everything and, growing the company, growing the
team. And, found that I have a bit of a shelf life when it comes to that
scenario of eight years. And it's kind of weird because it's happened twice now.
so I started in Augusta, Georgia. It was my first IT job and eight years hit got
burnt out. and I've always been a creative before the visual arts, it was music.
So I played in bands, toured the country, got signed to record labels, all that
stuff. but it's always like my creative outlet since I was a kid. And, I
remember telling my dad when I was going through college or about to go into
college, I was like, dad, I don't want to go to college. I'm gonna be a rock
star. So, that's where I spent all of my time off. Like I have like two weeks a
year that I can take vacations. Like, let's blow it all in two weeks. Let's go
on the road, let's have some fun and then come back and just grind it out for
the rest of the year. So, in between, the first job and then getting burnt out,
twenty fourteen, I moved to the Atlanta area and I started building up a
recording studio in my house. and I was like producing like metalcore bands like
hip hop and stuff. And then I was writing like electronic music on the side. And
it was just a hodgepodge of all kinds of stuff and obviously wasn't making any
money doing that. So I was like, okay, let's, dip our toes back into it and
found myself in another small MSP with no direction. And I'd come from a
situation where I got to see how I was built and structured and, putting the
proper tools in place and the importance of proper documentation and internal
processes and communication with clients. And so helped, the second company
build up, figuring out what their verticals are really structuring it like a
true MSP. and it, started getting some success. But again, it comes to eight
year mark get burnt out, man. So, at that time, I was getting heavily into
photography and then it became videography and I was just having fun with it,
taking photos out in the city or recording live bands. some videos I put
together for them and just started creating some content and then decided, you
know what, it's time to do something different. So let me start a video
production company. no real world experience doing it. I just knew that I loved
it and I was like, we're going to figure this out. And I had a partner at the
time who, had more of the business mind of things. And I was the creative. And
then it kind of all blended together where I learned the business side of. The
operation and became more heavily involved in that. I ran that for the past four
years. the business was with an ex of mine, so I was kind of getting again burnt
out on that just kind of was losing my drive for it. it's like, yeah, I'm super
protective of passions and monetizing passions for me has always ended in chaos.
So, it was time to dip out and, I was like, really trying to figure out what I
was going to do. And, when I stopped working for the previous MSP, I continued
on contractually just to help, build up the team, help make sure everything's
documented. I had so much in my head. I had so much trust with all the clientele
as well that, it was going to be a burden on the company for me to just
completely disappear. So. And I didn't want to do that either. so I stayed on,
more of like a consultant role. just making sure things were smooth training up
the staff, all that other stuff, making sure that they had my knowledge that
they could use moving forward. so when I exited the video production company, I
was just looking for jobs and submitting resumes and not really getting
anywhere. substantial. Of course, at the time it was like during the holidays
last year. And that's like the absolute worst time to try and find a job. So I
spent like an hour schmoozing it, at making it look all nice and some new
information and threw up a post just like, hey, this is who I am, this is what I
do. And, just looking for my next role, open to some conversations. funny story
is the company I work for now was a client of the previous MSP and the owner,
like within five minutes of me posting that on LinkedIn, texted me directly,
said, hey, so you're looking for a job, it's like we need to have a
conversation. So I was like, okay, let's talk. And, the company grew really,
really fast. it's a pretty large company, definitely outgrew the MSP side of
things. They wanted to establish some internal systems. It's just part of the
natural progression of growth. And, so I had a good conversation with him and,
he was looking for obviously somebody to help stand up the internal
infrastructure for it. Also with him knowing my marketing really, video content
creation, a lot of the product that I created for businesses in the previous
company was, brand stories, some social media content, but mostly awareness
culture, all of that stuff. so not really, sparked his interest as well. And
he's like, hey, let's make you both, let's give you two jobs, buddy. So I was
like, all right, let's do it. And for me, it works so well because it gives me
the best of both worlds. I'm very busy every day. and I get to split my brain in
two, so it's like I get the technical part. and then I get the creative part as
well. And I have teams now to help support that. So I'm not the only one doing
everything, which is how it's been in the past. So it's been nice to be in this
situation where I can actually teach and bestow my knowledge onto my team and
then see them grow exponentially, really quick. And I've been here since January
and, within a few weeks, my tech lead, who had no real world technical
experience, like, it support experience was very competent. the how to questions
reduced the frequency very, very quickly. so have some automation going on with
both departments. They're able to run and go, I'm able to steer it, give them
direction, provide guidance and all that stuff. And, at the same time being a
filter for the C-suite on, hey, we have all these ideas. It's like, great. I'm
your sponge. Which.
Michael Moore: Which marketing helps with.
Matt Thomas: Yeah, absolutely.
Michael Moore: That's, an interesting piece about marketing is the ability to
translate, complex ideas into ideas that, people can easily take in very
quickly. And it's anything the C-suite being extremely busy needs, it's to be
able to take in a really complex idea really quickly and make a judgment call on
it. so I imagine that your marketing experience helps there quite frequently.
Matt Thomas: I feel like, even the previous IT experience helped with that
because my approach has always been, if I'm helping somebody, I want them to
understand it in a way, I never want to talk over anybody. I never want to make
them feel dumb for asking a question. Mhm. I want them to feel supported and to
be able to explain a very technical thing in a way for them to understand, is
like storytelling. it's figuring out the best way for them to digest that
information. And so yeah, when you are dealing with, leadership panel, who is
fast moving, they don't have a lot of time. They just need to, know the bullet
points, the most important things and why this is important. And ultimately, how
much is this going to cost, So it's been that approach of mine from the
beginning, being able to translate a complex situation into something that's
easily digestible.
Michael Moore: There's actually a lot of, crossover, and with marketing and it
that I think many people don't realize. I'm sure you've seen it in what you do,
but there is a lot of crossover, especially now with, AI. right. I mean, we're
looking at a new way of, people using content and people that are not people
using content, right? I mean, we're looking at new ways of people, finding us,
new ways of, people exploring and coming to their own conclusions and,
marketing, now sits, very close to it in that regard because they need to
understand a lot of those concepts to be able to understand how, to effectively
reach their consumers.
Matt Thomas: Yeah. being able to use an AI tool for research, for strategy, for,
a content rollout scenario, is super helpful. definitely helps speed up the
process. my marketing manager, she's a very hands on, like she likes to create
graphics and, every once in a while I'll throw in, something in ChatGPT and I'll
create like this graphic, and when I initially started doing that, she was like,
oh no, you're like trying to replace me. I was like, no, no, no, no, it's not to
replace anybody. it would have taken me hours to create this. Now it's not
perfect. It's not what we want to put out, but it's just going to go up on the
TV like in the office. That's different. But if it's something that's going out,
like, she's designing something. And for me to explain the changes, there's also
a bit of a language barrier there too. for me to be able to explain the changes
that I see in my head, it was just much quicker to throw her design in, have it
revamp and then hand it over to her and be like, you're to not post this. This
is just to give you an idea.
Michael Moore: Yeah, this is what I'm looking for.
Matt Thomas: it's much quicker, much more efficient, just saving time wherever I
can to help her do her job and to her, feel like she's still contributing and
doing what she loves to do.
Michael Moore: Yep.
Matt Thomas: So, we're all jumping in on it. we're right in the middle of,
rolling out, Claude for everybody in our company, developing custom solutions
based off of, the position and tasks and things like that. And the whole culture
behind it from top down has been this is not to replace anybody. This is, how
can we grow this company over the next couple of years without adding more
overhead?
Michael Moore: We got to think if these are solutions that are open to
everybody. Right. Using those tools is one thing, right? You're going to have to
use those tools to stay relevant, right? Working and implementing the correct
way and designing the right business solutions around them. That's your
strategic advantage.
Matt Thomas: Yeah. Yep. So, with most C-suite scenarios, it's all right, let's
do this. Let's get this done like we want the biggest solutions possible. It's
laying down that base foundation of, the proper strategy, the proper structure,
starting small, building that solid foundation, rolling it out slowly,
controlled, so there has been a little bit of pumping the brakes on my end when
it comes to those conversations. But, we try to work as fast as possible, but
also within the guidelines that we've set up for a proper rollout.
Michael Moore: Well, the good news is that AI implementation mirrors a lot of
what the good IT implementations have done in the past, right? Having good data,
making sure that you lay out that structure, paying attention to people and
processes and how they're implemented correctly throughout the system, getting
all that stuff right helps with the AI implementation.
Matt Thomas: Oh for sure. And, that was my approach coming into the company
because they didn't have any structure in place. I came in, I knew what tools I
wanted, I was already familiar with the company, which helped out a lot. But, I
also spent a good bit of time sitting down with people and talking to them and
observing and figuring out their workflow and what could be improved. Okay. I
see you've got to do lists all over the freaking place. let's get you in Clickup
and see how you like that. like this could probably help you keep a little more
organized. so yeah, just being strategic, laying out the foundation and policies
and procedures. And that was a big thing too. during this whole process, my tech
lead is in charge of, all the SOPs, at least the draft creations of everything
that he's doing. We have solid documentation throughout our department for sure.
And we're ingesting everybody else's SOPs and kind of creating these libraries
that they can go to.
Michael Moore: Very nice, very nice. Yeah. have you guys dived into on the
marketing side yet? a I o sometimes also referred to as g e o
Matt Thomas: Haven't yet. I'm still kind of laying down the foundation on the
marketing side because it has just been blasted me ever since I got here. but
yeah, that's on the horizon. really diving into that, we're in the process of
revamping our website, revamping all kinds of things, you know, actually putting
together marketing strategies, pumping out ads, call to actions, lead gen, all
that stuff. So part of that process is getting to the ale.
Michael Moore: So yeah, Well, the good news is that, SEO, is a good foundation
for a I o anyway, right? So the general practices there. So, after that, there's
schema changes the way that you post stuff. so it's digestible by the AI. so you
can get, more mentions and stuff like that. so, if you're laying down the basis
of a good SEO strategy. you're already on your way there, right? And after it's
just tweaking how you put out blog posts. how do you know putting FAQs on your
website and tables on your website so that it can pull those into the AI engines
and stuff. So.
Matt Thomas: Exactly. the AI part, it's going to take, a while. it's going to be
an ongoing process. Oh it is. but, probably will end up bringing in somebody
else on the it side of things just to help facilitate the volume that we'll be
working out as far as that goes, which will then free me up to really dedicate a
lot more time on the marketing side because I have a lot of ideas. It's just
finding the time to do it.
Michael Moore: Oh, yeah. I'm sure it is. what are some of your challenges that
you're working through now?
Matt Thomas: Challenges. Time. Time is always the biggest struggle right now is
just finding the time to do everything. Mhm. So it's, being realistic on
expectations and rollouts and things like that. if a new idea comes through
right now, it's, hey, we're slating this for Q2 of next year. Like, right.
anything else that's big, like we're gonna have to defer unless it's like
mission critical. so time is one of the biggest things.
Michael Moore: sounds like then also prioritization, right?
Matt Thomas: Right. again, that kind of goes back to being able to interface
with leadership and say, okay, I hear you. I love this idea. I want this as
well. Realistically, we're going to need this much time or we need to hire
somebody, Just being realistic with it. but yeah, I mean, that's kind of really
the biggest struggle things right now on both ends running very, smooth. very
happy with how things are going right now.
Michael Moore: So very nice, and you've got a lot of stuff on your plate. let's
talk a little bit about documentation. You mentioned it before, coming from an
MSP, you know how big documentation is. I've also spent time in MSPs. by the
way, you get so much experience, especially from a smaller MSPs because you end
up wearing many hats. Right. but, documentation is one of the biggest ones. talk
to me a little bit about documentation and how you're using it in this role.
Matt Thomas: so one of the tools that I started using a little later in the
game, at the previous MSP was hoodoo. And so before that, it was, locked
spreadsheets or like, a word doc of some sort that's stored in like one drive or
something that's just housing all of the essential keys to the company. and a
while back thinking this isn't, the safest way to go about this. So let's find a
better solution that can at least house that information, not only login
information, but, systems information, every bit of detail about the network,
about, the rules on the firewall, what's allowed in and out, everything you can
think of, documentation wise would just reside in that company that we'd set up
in hoodoo, and the owner of the company was always provided with access to their
vault. So they never felt like, we're holding them hostage in some way. Like
you've got your keys. Like this is your company. Now we're keeping it safe and
secure for you. We'll hand this over to you in a secure fashion if it comes to,
parting ways. so coming on board here, I'm finding that everybody's got
spreadsheets and, it's, things are written down. We got, some generic passwords
floating around. So it's like, okay, it's one of the initial to do items is
let's tidy all this up. Let's, yeah, let's put some solid documentation
together. because I got fractional documentation from the previous company
whenever I came on board. so still kind of putting the puzzle pieces together
for a little bit. But yeah, that was one of the first things I got was I just,
signed back up for hoodoo for the company and just started throwing every bit of
information and documentation in there. beyond that, it was, a matter of making
sure passwords are changed. We've got a secure password policy. there was a
little bit of documentation through all the departments and I kind of helped
encourage everybody. It's like, hey, you need to start writing down your SOPs.
You need to have something for your role, so it's like, if you want to bring in
somebody else to take over this position, or you need an assistant or you're
going to leave the company, like you want to be able to leave this information
with the company. So it was a big push towards that and it was adopted very
quickly. Everybody loved the idea because they wanted to be able to like pull up
something, right, right. If they needed to explain a process. Okay, cool. go
into the accounting folder. Over here is all of our SOPs or whatever it is, and
they can just pull it up. So, adoption of that was, like I said, very quick.
they were very excited for that. but yeah, I mean, as far as, yeah.
Michael Moore: So with your cloud implementation you got going on right now,
what are some of your plans, on how to utilize Claude to, take your
documentation to the next level there.
Matt Thomas: one of our initial projects that we created and, on the it side of
things was like an SOP library. Mhm. so we fed it all of our documents. and,
with it being a project, obviously we can control access, right? So, you can
share it with whoever we want and then revoke, whenever we want. but,
essentially, the SAP library is there to obviously house all the information we
fed it. And, oftentimes on the tech side, that one step makes total sense to
you. There's probably three broken down for somebody to easily follow instead of
like reading between the lines or trusting that, oh, yeah, I have this
experience, so I understand this stuff. So we had to crawl through and make
recommendations, some tweaks. we have it all like whenever it pulls it up, it'll
pull it up in text form. So you can just get into the chat and just be like
printer set up. It'll pull up, very nice a list, get you to choose. Okay, cool.
I want to look at that one, give you all the steps. if we can ask it to, create
a company branded PDF of this information in case we wanted to print it out All
the branding information. All the design information is baked in.
Michael Moore: It's nice to have branding skills. So.
Matt Thomas: Oh yeah, it's all there. So every project, it's all baked in
because.
Michael Moore: I would recommend any company to have. Yeah. It's set up that
branding skill as one of your first skills you set up because it is reports and
any possible thing you want, deck slides and all that stuff comes in, as
branded. And later on when you're making custom programs, you can also use that
skill as well to brand your programs.
Matt Thomas: Mhm. Yeah. So branding obviously is huge for me.
Michael Moore: Yeah, it's really nice. So what do you like most about your job?
What fires you up the most?
Matt Thomas: So while I've had shelf life with it and in different ways, even
with creative ventures, coming up with solutions, solving problems, making
somebody's life at work just so much easier because, most of the time,
especially in the tech field, like you don't hear from somebody usually unless
there's a problem, they're pissed off. Yeah. And the whole world is crashing.
the awesome part about this job is you get to play hero every day. Whether it's
solving a problem that somebody's facing on their computer or creating this
beautiful, branding video that properly shows them exactly who they are
authentically with their message, just coming up with solutions every day.
that's all I do all day long. It's like solving problems, coming up with
solutions, testing things like. I mean, that's what gets me up every day. I've
got about an hour drive into work every day and, I don't even care. I'm just
like, all right, cool. Let's go.
Michael Moore: That's awesome. when did you stop thinking technical and start
thinking more like, a business owner type piece?
Matt Thomas: Yeah. So that kind of came in, before I had my own business. So
with the previous MSP, it was just him at the time. the operation was all over
the place. He had a solid client base. I had the skill enough to pick up and go,
I was given full autonomy and freedom to run it how I saw fit. and I took a lot
of pride in what I was doing. I wasn't just hopping on remote sessions or making
on site visits and solving a problem and bailing, like I was developing
friendships and relationships with clients. I was their trusted source.
Michael Moore: Mhm.
Matt Thomas: every day, they always knew that they can call me, and I would
never make them feel bad about it. Right. I was always there to to fix whatever
problem that they were experiencing at the time. so I took the owner role, even
though I wasn't an owner in the company, very seriously. I treated it like it
was my own.
Michael Moore: Yeah.
Matt Thomas: And, obviously having my own company, definitely helped that grow,
exponentially because it was all on me at that time, you had to, so starting
with the MSP side and taking on, full ownership of the position of the
operations made me feel like a business owner and I treated it that way. And
then obviously, going through my own venture, really gave me that sense of
ownership when it came to the job. And, whenever I came here, I was given the
freedom to create the system that I needed in place to support the company. and
I didn't think twice about it. It was just get up and go like, let's make this
happen. And so, every day that I come here, I treat this as this is my company,
in every way, support, presentation, representation, all of that.
Michael Moore: What do you think that, maybe you do that other IT directors
don't, that makes the difference.
Matt Thomas: I'll be honest with you, I don't know a lot of other IT directors.
I've interfaced with a few on the MSP side. but from what I have seen in the
past, especially depending on the size of the company, is just being out of
touch with what's actually happening, just directing your minions and, you've
got so and so breathing down your neck to have this certain result. So you got
to make it happen. All right, guys, get to work, and instead of like really
understanding what it's like to be the boots on the ground every day, no matter
how busy I am, I'm always involved in some way on that level. I always want to
make sure that I'm in the know that I understand the problem, that I understand
what people are going through, what my team is going through, and to so that I
can support them and that they can be effective with their job. So I guess in my
own experience, where they go wrong? Is maybe taking that leadership role that
they have to the point where they lose touch?
Michael Moore: Yeah, that's a good one. I think you're right about that. I think
you can get too far removed, from the day to day. and when you do, you don't
quite understand the little things that are adding up and eating away at the
team.
Matt Thomas: Oh, yeah. I make it a point to have, weekly check ins, weekly
meetings. I'll sit both teams down. Let's talk. I mean, let's talk about what
you're doing. What are you going through? What are you struggling with? How can
I help you?
Michael Moore: Mhm.
Matt Thomas: I want it to be an open floor for anything. my office is always
open. You're having a bad day. You're struggling with something. Let's talk.
Let's find a solution. If it means that I have to step in for a bit and drive it
to help, that's totally fine. I'm not here just to sit and just make sure it
gets done.
Michael Moore: So what's one myth about it? Leadership that you wish would go
away?
Matt Thomas: I guess the technology itself is just too complicated. like going
back to being able to tell a story to be able to relay information. Like, yeah,
technology is complicated, but it's also easily understood if you can tell the
story. Right?
Michael Moore: Yeah. Yeah. I love that you keep coming back to that
storytelling, right? Because that's such a marketing, one on one really. Right.
Is that storytelling? And it is a definite marketing concept that plays well
within it. If you can do it well.
Matt Thomas: Yeah, absolutely. it's like the fear is, just so complicated. I'm
never going to understand this. It costs too much. Whatever the story telling,
part of it kicks in and you explain in a way that they can understand. And as
far as cost goes, here's the reason why. And this is why it's important. it's
going to cost some money, but guess how much time it's going to save the company
because it's much easier. Guess so much safer. You're going to be, being able to
relay that information in a way that hits your audience in the way that is the
most effective. I mean, that's, I think it's a huge skill to have on your side.
Michael Moore: Yeah, it's a good skill for anyone in it to have. it's a skill
that is extremely needed if you're the director of IT and marketing at the same
time. It's good. and there's lots of different ways to tell stories. So, I think
that comes over in marketing. I mean, there's so many different ways to tell
stories. There's so many different ways that you can, get points across. there's
so many different methodologies that exist to tell stories. Everyone has their
own methodology. So it's really interesting to see that. So If there's anything
that you feel that the C level executives need to hear or business owners need
to hear, what would that be?
Matt Thomas: I guess. Just kind of going back to. Kind of a previous statement
about, it doesn't have to be too complicated. It doesn't have to be too
expensive. there's a reason why solutions exist and why they cost a certain
amount of money, with proper implementation. It's just going to make your life
easier in the long run. I've dealt with different levels of the, C-suite section
where you've got, your younger side that's quick to adopt, quick to understand.
And you also have the older crowd that is very hesitant because in their past
experience, they may have gone through something similar and it went horribly
wrong. So then they're always going to put up that block like, oh no, we're just
not going to do that. No. Had a terrible experience. Mhm. we just had one where,
it's like, a mobile carrier switch that, we negotiated, the it side did. And,
it's going to save the company a quarter of a million dollars over the course of
like five years. just for switching services. And that project was shelved
multiple times by, senior leadership that just had a bad experience in the past.
So it was that fine, storytelling approach of, hey, not only is there a dollar
amount here, but like it's going to be okay. There's a support system in place
to handle this.
Michael Moore: And here's how we can walk through this so that you're not going
to relive the past again.
Matt Thomas: Right?
Michael Moore: what universal best practice do you feel is actually detrimental?
Matt Thomas: I guess, just kind of pulling out of more recent experience. It
would be, a best practice on, a business owner or a senior level position where,
you're constantly looking at money on the books and for-going solid solutions
because it cost too much initially. Say there's, an initial cost element, but
over time it saves a bunch of money.
Michael Moore: Yep.
Matt Thomas: it's like cutting that initial check to get the process started,
but that ROI is like seven months, Yeah. Like, okay, it hurts. It hurts in that
moment to be like, oh, really? but okay, seven months is recouped. Cool.
Michael Moore: Yep.
Matt Thomas: Then we're saving a ton of money after that.
Michael Moore: Yeah. it's a really big difference. and I think sometimes, in
that same vein, I think that sometimes people look, too short term on the books.
rather than going, what is my long game here. I agree with you on that. I think
that that's a really big one. right? So what is it looking like eighteen months
from now?
Matt Thomas: Me specifically, eighteen months. I'll just call it goal is,
successful execution of, solid AI solutions for the company that continue to not
take anybody's job. It enhances their work experience. it makes them way faster,
way more efficient at their job and increases, the revenue for the company
exponentially without, having to bring on anybody else, on a large scale. So if
you want to take your company from, eighty to one hundred and say one hundred
and fifty million or something like that, utilizing the AI powerhouse that we
have at our fingertips getting ahead of it. I feel like that's going to be.
Where I see at least this company being, in eighteen months, globally, tech wise
in general, I still feel like, AI is going to be a huge part. AI is definitely
going to be still huge in eighteen months. I feel like the conversation's going
to go from this cool tool and development and all this other stuff to, real
strategy, data, AI governance, having processes in place to properly, roll this
out or keep it in line. so I feel like it's going to become more and more,
there's a lot of things that will be automated, for sure. Mhm. it's just going
to make our job so much better and easier and more effective than it is to,
like, take anything away.
Michael Moore: How do we keep track of it? All those automations,
Matt Thomas: Right.
Michael Moore: How do we make sure that the people that built those automations
that walk away, that we can still maintain them?
Matt Thomas: Exactly. So you're talking, really well thought out policies in
place that protect that proprietary information. You're going to take your skill
somewhere else for sure, but you're not going to steal a skill. You're not going
to steal a, custom app that you created.
Michael Moore: No, but what about the ones that, people create and don't tell
you about the shadow AI?
Matt Thomas: Yeah, exactly.
Michael Moore: so what's that going to look like eighteen months from now?
Matt Thomas: Yeah. we're brand new into this and that's already on the docket.
it's already something being thought about and trying to create good strategy
around that to protect it, to keep it, where we control the access. Mhm. so
yeah, I mean, it's still a learning process, a lot of research into what other
people are doing, taking it slow, developing solutions, rolling it out.
Michael Moore: and making sure those solutions provide the outcomes that,
everyone wants.
Matt Thomas: Exactly. doing that, making sure that these solutions that are
being worked on actually save substantial company time and aren't just cool
tools, right?
Michael Moore: Right.
Matt Thomas: So yeah, there's certain things that will be, cross-department and
within whole departments there's going to be a lot of one offs too, based on
somebody's workflow.
Michael Moore: So it sounds like to me what you're thinking is the future is AI
maturity.
Matt Thomas: Mhm.
Michael Moore: Right. And AI governance, right. And AI security and, companies
coming to grips with how to finally integrate that in to their solutions and to
their, companies and stuff and be able to get the outcomes that they want.
Matt Thomas: Exactly.
Michael Moore: I like it. Hey, folks, this has been Michael Moore. I've been
here with Matt Thomas, director of IT and marketing for Crabapple Roofing. Thank
you so much, Matt, for being on the program. We really appreciate it.
Matt Thomas: Thank you for having me. This has been excellent.
Michael Moore: Hey, folks, this is Michael Moore and I'm here with Matt Thomas,
director of IT and marketing for Crabapple Roofing. Welcome to the program,
Matt.

You’ve Been Heard is where IT leaders stop being sidelined and start being amplified. We’re the triple-threat platform: podcast, community and vendor-neutral advisory that elevates your voice, your value, and your influence because when IT leaders rise, so does everything else.
© 2026 You've Been Heard. All rights reserved.