Bootstrapping SaaS Company from $0 to $40M Exit with David Sinkinson

In this episode, the M&A Launchpad Podcast hosts a detailed conversation with David Sinkinson about his experience founding and growing a public safety software company with his brother. The discussion navigates through their journey from bootstrapping the startup, achieving significant revenue growth, overcoming setbacks, and eventually negotiating a major acquisition.  

David shares key insights on startup methodologies like the lean model canvas, iterating and scaling efficiently, managing customer feedback, and effective strategies for achieving a successful exit. The episode also offers a glimpse into the acquisition process, from initial approaches and negotiations to due diligence and closing the deal, providing valuable lessons for both aspiring and experienced entrepreneurs. 

In this podcast episode, we discuss:  

  • Startup Journey: David Sinkinson shares his experience of founding and growing a public safety software company, navigating challenges from bootstrapping to significant revenue growth, and ultimately achieving a major acquisition. 
  • Entrepreneurial Insights: Key methodologies discussed include the lean model canvas, efficient scaling, managing customer feedback, and strategies for successful exits. 
  • Acquisition Process: The episode provides a detailed look at acquisitions, covering initial negotiations, due diligence, and closing the deal. 

Time stamp:

00:00 Introduction to Today’s Episode

01:28 Importance of Financial Health in Business Acquisitions

01:54 Bootstrapping a Public Safety Software Company

03:38 First Sale and Pricing Strategy

05:50 How to Start Up the Start Up

14:20 Competing with Industry Giants

22:05 The Big Payoff of a Sale

27:11 The Final Deal and Closing

32:35 Launching a Podcast and Writing a Book

34:33 Rocket Round

You can connect with David on LinkedIn: https://www.linkedin.com/in/davidsinkinson/ 

Additional Resources:

  • Request a complimentary consultation with an M&A or financial expert for Quality of Earnings from O’Connell Advisory Group. – https://oconnelladvisorygroup.com/contact/ 
  • Access our archive of video interviews on YouTube 
  • Get in touch with show hosts Casey Minshew and Feras Moussa at – info@equitylaunchpad.com 
  • Looking to invest in M&A opportunities or partner with an advisor to acquire, scale or sell your business? Visit Equity Launchpad 

Transcript

Introduction to Today’s Episode

0:00 all right on today’s episode we

0:01 interviewed David sinkinson where we

0:03 really dived into what it looks like to

0:05 go from creating a startup from scratch

0:07 with a brother and really going off and

0:09 getting a strong eight figure exit and

0:11 really some of the the mistakes that are

0:13 made along the way some of the positive

0:15 things along the way and really how to

0:16 think about growing that business and

0:18 then ultimately what it looks like to be

0:19 acquired and some of the things to

0:20 consider there so Casey what were some

0:22 of your bigger takeaways you know when

0:24 you think about our podcast being about

0:25 lower Middle Market businesses and all

0:27 that good stuff you also want to talk

0:29 about these exits what is the mindset of

0:31 somebody

0:32 exiting yeah person buying and there’s

0:34 also a lot of startup behaviors that you

0:37 do when you buy one of these companies

0:39 right which is iterate learn lean model

0:42 canvas all of these things could be a

0:43 part of it and we touch on every little

0:45 thing in this podcast about that and

0:47 then also you know man when you have a

0:49 big exit like that just to meet somebody

0:50 very humble who’s created his startup

0:52 different podcast I mean this is a very

0:54 good very good yeah absolutely you know

0:56 and despite being a startup to your

0:57 point Casey we did dive in a little bit

0:59 on kind of again some how some of those

1:01 principles still apply to a lower

1:02 mid-level business and kind of some of

1:04 the things to consider and some how do

1:06 you iterate and measure results and make

1:07 decisions and all those things and last

1:09 but not least right again putting

1:11 yourself in the buyer shoes right in

1:13 this example I mean David walked away

1:15 from the first offer from the same buyer

1:17 right they got the offer they wanted of

1:19 patience decided to walk away came back

1:20 a year later stronger and was able to go

1:22 get a much better offer and so lots of

1:24 nuggets on this

1:25[Music]

Importance of Financial Health in Business Acquisitions

1:28 one hey guys go ahead and just pause the

1:30 podcast for a second when you’re buying

1:31 a business you need to ensure the

1:33 financial health of the company quality

1:35 of earnings is Mission critical it

1:36 doesn’t matter what size business you’re

1:38 buy Patrick oconnell Advisory Group

1:40 they’re dynamic they do a great job

1:42 they’re to look over your shoulder

1:43 they’re going to make sure that you’re

1:44 doing the right thing and this guy’s

1:45 done over 200 buyers successfully just

1:47 like you so reach out to them and it’s

1:49 oconnell advisory group.com click the

1:52 link in our show notes can’t live

1:53 without this hey David welcome to the

Bootstrapping a Public Safety Software Company

1:55 show thanks for having me guys I’m

1:56 really excited to be here now looking

1:58 forward to interview another fellow sass

2:00 some kind of software friends so you

2:02 know maybe before just to get started go

2:04 ahead and just give us a little bit of

2:05 background on just kind of what you’ve

2:07 done yeah absolutely so I bootstrapped a

2:10 software company with my brother which

2:12 is a little bit weird so started he’s

2:14 actually 10 years older than me but

2:16 still ended up working out pretty well

2:18 and we bootstrapped a company that was

2:20 in the public safety space so public

2:22 safety software it’s kind of a niche

2:24 market and basically our product was

2:26 this what we called a mobile safety app

2:29 we launched this thing back in 2011 so

2:30 like the app stores were about a year

2:32 old and so you know pretty early you

2:34 know sort of the rising tide lifts all

2:35 boats sort of thing for the mobile app

2:37 market and basically how it worked is if

2:39 you were an end user and you out of

2:41 school because that was primarily where

2:43 we did a lot of business was in higher

2:44 education you basically press a button

2:46 and it would send you location in real

2:47 time to the campus security or campus

2:48 police force you there and they could

2:50 come and help you and it would all stem

2:52 sort of out of this discussion I had cuz

2:54 I was working at my alma matter and we

2:56 did an audit of these Blue Light

2:57 emergency polls um most universities and

2:59 colleges have them you probably know

3:00 what I’m talking about and a lot of them

3:02 were broken and so I just sort of

3:03 pitched like hey what if we had a mobile

3:05 app where you could do that and like up

3:07 you kind of a early concept and we

3:09 rolled with it and what was different

3:11 about us too as I should say is we

3:12 weren’t just like one app so the company

3:14 was called app armor but we actually

3:16 sort of created like an assembly line

3:18 for custom branded sort of personal

3:20 safety mobile app so if you went to UCLA

3:22 we called UCLA brew and safe if you went

3:24 to NYU it’ be called safe NYU if you

3:26 went to Princeton it’ be safe Princeton

3:27 so on and so forth so yeah so like ended

3:30 up being a really important part for our

3:32 customers we had a really quick success

3:34 growing internationally and did really

3:37 well got it and so you know we’ll talk

First Sale and Pricing Strategy

3:39 about that exit here in a little bit but

3:41 really just to kind of you know you saw

3:42 the Gap in just the blue lights on

3:44 campuses right the app pretty simple

3:46 right push a button get notified now is

3:50 the you know I guess what was that first

3:52 sale that you guys did right and at what

3:54 point did you think okay maybe there is

3:55 something here and how did you even go

3:57 about knowing how to price that right

3:59 because

4:00 your customer was really the school

4:01 right you’re not doing the direct end

4:04 user retail you’re selling to the school

4:05 directly right that’s right like if you

4:07 tried to sell this directly to Consumers

4:09 I’m pretty sure you’d fail in fact I

4:11 knew multiple companies that did try to

4:12 do that and did largely fail because

4:15 safety is like one of those things it’s

4:16 like you don’t buy like a home security

4:17 system till you’ve been broken into it’s

4:20 kind of like one of those things until

4:21 something kind of bad happens to you you

4:22 don’t really think about your personal

4:23 safety all the time I will say that our

4:25 first sale was basically me being in

4:27 that sort of like conference room I was

4:28 on this campus I think it was campus

4:30 safety working group okay fun name I’m

4:32 sitting there there’s committee members

4:34 from you know different parts of the

4:35 University that our first client and

4:37 yeah I just you know right place at the

4:38 right time and I will say too the app

4:40 did start out as that basic function but

4:42 we quickly learned in working really

4:44 closely and iterating that version one

4:46 with the customer that there was

4:48 actually quite a few other features they

4:49 wanted in all we had actually 50

4:51 different features on the platform but

4:53 another big one was like emergency

4:54 alerts for people on campus you know if

4:56 there’s a bomb threat a shooting you

4:58 know a major health event or maybe

4:59 Global pandemic there are various

5:01 reasons why you want to mass notify

5:02 people and so having that as an option

5:04 through the mobile app as well as other

5:06 functions where you could share your

5:07 location real time in terms of pricing

5:10 we always based it on the size of the

5:12 institution the number of potential

5:14 users they could have on the app this is

5:16 kind of an accepted standard in that

5:19 market we actually based it on another

5:21 piece of software that’s called an

5:22 emergency notification system where you

5:24 guys you guys get Amber Alerts you know

5:27 or maybe mass text messages or like

5:28 weather alerts all the time those Mass

5:30 notifications we ended up actually

5:32 building a complimentary tool later on

5:33 in our company’s life to compete up

5:35 Market we can get into that later if you

5:37 want but that that pricing always worked

5:39 based on the size of an institution so

5:41 if you were a small two-year Community

5:43 College versus Vanderbilt University

5:46 you’re GNA pay a really really different

5:48 price so so talk to me real quick

How to Start Up the Start Up

5:50 because I I I’ve done several startups

5:52 myself right and I’ve been in that

5:54 startup World moved to the acquisition

5:56 World thinking hey it’s going to be an

5:57 easier process and not always easier

6:00 right at least you don’t have to come up

6:01 with the revenue idea but I imagine you

6:04 guys had that lean model canvas

6:06 mentality did you guys when you and your

6:07 brother sat down and said okay here’s

6:09 the problem we’re going to solve you

6:10 know how did that all come together for

6:12 you like did you guys use a certain

6:13 methodology or is it just like oh my god

6:16 let’s build it and figure it out as we

6:17 go I was a lot of the latter to be

6:20 honest we did so I do think that so

6:23 first off we’re both kind of business

6:24 book junkies and one of my favorite

6:26 books ever is the Lean Startup by Eric

6:28 re and that’s all that mvp rapid

6:31 iteration the build measure learn loops

6:34 and so we did a lot of that with our

6:35 customers particularly our first you

6:37 know five six seven customers uh by that

6:40 I mean of course major institutions but

6:42 those major institutions had a lot of

6:43 feedback for us that was really really

6:45 important and sort of tailoring the

6:48 product to the needs of what the buyers

6:50 needed so those campus security and

6:52 campus police groups on those campuses

6:55 then over time they also of course

6:57 Incorporated feedback that they were

6:58 getting from end users so from people

6:59 who are actually using the app where it

7:01 was making a meaningful difference and

7:02 helping them stay safe those folks were

7:05 also providing really good feedback so

7:06 we would take that information we put it

7:08 together so Chris and I actually wrote a

7:10 book called startup different and one of

7:12 the things though that is really

7:13 challenging and we have a chart for this

7:15 it’s kind of like a curve going downward

7:17 is like when you first start working

7:18 with a customer you know that feedback

7:20 is super high quality and it’s super

7:23 General it helps for the entire Market

7:25 as you go to market then as time goes on

7:28 the feedback slowly becomes more

7:30 specific to that customer and then in

7:32 the end it’s it’s like way too specific

7:34 or sometimes even contradictory to stuff

7:36 we got before and so managing that

7:38 relationship was really really

7:40 challenging and then basically going to

7:42 Market but also kind of being like okay

7:44 guys we really appreciate the feedback

7:45 we think we’ve got everything we need

7:47 from you we still want to be friends and

7:48 you’re still going to be our customers

7:49 but we’re going to cut you off from

7:50 Custom development that was always a

7:52 challenging conversation yeah that lean

7:55 so like taking it from an acquisition

7:57 standpoint right so Baris and I acquired

7:59 a business last year it’s had 155

8:01 employees metal plating 50 years 50 60

8:04 years old dirty grungy everything you

8:07 can imagine right we come in and and of

8:09 course similar to like a startup right

8:12 you you make out your list of what we

8:14 call that low-lying fruit what are the

8:15 things we can improve upon and you build

8:18 upon and when we came into this first

8:20 part of this year right we started exper

8:23 we brought in a somebody to run the

8:24 company and then he had his Playbook on

8:27 how to execute and get things done well

8:29 long story short everything that could

8:31 have been challenging this year was

8:32 challenging everything that we thought

8:34 we were doing was like oh you got met

8:36 with like all these things breaking down

8:38 and challenges and weather related long

8:40 story short we met with one of the GMS

8:42 the other day and you know I had this

8:44 conversation with it’s almost the lean

8:46 it’s That Lean Startup mentality I’m

8:48 like look you know this is a an existing

8:51 business however your division is very

8:53 like it still needs to grow it’s still

8:56 that mentality where we need to sell and

8:58 be focused on sales and he kind of came

9:00 back to me and was like listen he’s like

9:02 I’m starting to see what you guys are

9:03 doing and I’m like look if this was a

9:05 startup because it kind of is right we

9:07 would learn iterate we would come back

9:09 we would adjust we would pivot we would

9:11 move and we’ve almost taken this group

9:13 of people that have been doing the same

9:15 thing for a very long time through that

9:17 whole startup exercise pretty freaking

9:19 amazing to just be into that lean model

9:22 Canvas even with an existing business

9:24 now it’s been stressful know I’ll bet

9:27 that doesn’t sound super Pleasant got to

9:28 be it’s very stressful but it’s very

9:31 similar in the sense of where you’re

9:32 constantly redefining like hey you move

9:35 it didn’t work you got to learn you got

9:37 to Pivot you got to keep moving yeah I I

9:39 think the really impressive thing about

9:41 that lean canvas approach is that it can

9:43 apply to a lot of different parts of

9:45 your business it doesn’t have to just be

9:47 a product specific thing like what

9:49 you’re trying to do is improve your

9:51 scale improve the way you go to market

9:53 improve the way you build the thing

9:55 improve the way you deal with employees

9:57 like you can actually do quite a bit

9:59 through that process what you’re doing

10:02 though is overall is finding ways to

10:04 vastly improve your profitability and

10:06 sometimes it takes you know an

10:07 acquisition new people to come in with a

10:10 totally different lens to say well why

10:12 are you doing it this way well that’s

10:13 the way we’ve always done it well you

10:14 can do it a lot better like you can do

10:16 better than that you can do it

10:17 differently and that was a big thing and

10:19I think for us when we were thinking

10:20 about how can we keep moving our company

10:22 forward we were absolutely obsessed with

10:26 making these like little bets making

10:27 small changes little tweaks putting them

10:29 out there whether that was again

10:30 something internal or external measuring

10:32 the results seeing if it went well and

10:35 then doubling down on it if it went well

10:36 or moving on if it didn’t work and that

10:38 was a really really good strategy for us

10:41 that we had you know 50 60%

10:43 profitability in our business at our

10:45 Peak we did very very well and I think

10:47 it was very much because we were

10:48 obsessed with creating systems and and

10:50 structuring our business in as lean a

10:53 method as possible and when you think

10:55 about that so when you talk about

10:56 systems and structure are you talking

10:58 about like your organization the people

11:00 that work for you you’re talking about

11:02 the actual application of your app what

11:04 were those two things a bit of both

11:06 right so I think on the one hand

11:07 sometimes when I use the word systems

11:09 it’s a little bit confusing because I’m

11:10 also in ass SAS company but actually a

11:13 lot of the time I’m just talking like it

11:14 can be a silly as you make changes to

11:17 your CRM your customer relationship

11:19 management software that actually makes

11:21 your salese a little bit more efficient

11:23 as they go through their day making

11:24 quotes or doing whatever it is like

11:26 that’s like a very minor thing but

11:28 improving these proc CES and these

11:30 systems is super important now for the

11:32 mobile application of course this was

11:33 like a constant thing we would obviously

11:35 be trying to leverage like new industry

11:37 tools the thing with the software as you

11:39 guys are going to know is that it’s a

11:40 bit of a moving Target things

11:42 continuously improve and change and we

11:44 were always trying to keep up with those

11:47 changes make our software as up to- dat

11:49 as possible avoiding sort of Legacy code

11:52 and if you want we can definitely talk

11:53 about tech debt and how awful it is but

11:56 it was one of those things where I think

11:58 that again we just just took that

11:59 approach of Rapid iteration and applied

12:03 it to our business broadly yeah so maybe

12:06 you know at its core though right your

12:08 business was really it sounds like you

12:10 had a core app that you then white

12:12 labeled flavors of right and so you kind

12:15 of had this balance of how do you keep

12:16 the core maintained while also giving

12:17 enough customizations to the customers

12:19 right that was essentially the core of

12:20 the business right yeah that’s correct

12:22 and we if I can really quick we actually

12:25 did some interesting stuff to make this

12:28 more so I’ll

12:29 give good excuse me I give a good

12:31 example of an innovation we did that

12:33 made it so that the custo like we were

12:35 much more scalable suddenly so our first

12:37 few customers they had to like email us

12:39 to be like hey we want to do this to the

12:40 app we want to add a button here we

12:41 change color here and we were like holy

12:43 crap like we can’t manage this this

12:45 immediately doesn’t work as a business

12:47 especially for the amounts we were

12:48 charging in the early days so we created

12:50 our content management system for our

12:52 native mobile apps so that the

12:54 organization could pop in there make

12:56 those changes that they needed and then

12:58 that was something that immediately

13:00 scaled us to the next level immediately

13:02 we could be like okay we can you know

13:04 maybe in some cases when we would

13:05 implement we would do their first

13:06 version but then after that it was sort

13:08 of like a handoff like okay good luck if

13:10 you need us here’s the support email

13:12 address and you know phone number

13:14 whatever but most of the time they could

Competing with Industry Giants

14:21 valuable part of the market is this

14:23 emergency notifications thing there’s

14:24 actually somebody at every University

14:26 and college in the world for the most

14:28 part at least the Western world where

14:29 they they’re called an emergency

14:30 director man you know Emergency

14:32 Management coordinator something like

14:34 that and their job is basically like

14:35 twofold one have emergency plans when

14:38 things go wrong sometimes this job is

14:40 very important if it’s like a research

14:41 University and they’ve got a bunch of

14:43 stuff that has to be super cold and like

14:45 the generators fail and then all that

14:47 stuff dies like that’s like those are

14:50 the people who are trying to be like

14:51 okay we have to have emergency

14:52 generators we have to have like

14:53 infrastructure like they’re thinking

14:54 about those problems the other thing

14:56 though they do is when something goes

14:57 wrong they need to be able to notify and

14:59 connect to people so in our early days

15:02 the mobile app was I mean again this was

15:04 like 2011 the app worked on black on

15:06 BlackBerry you know just putting this in

15:08 perspective no I know exactly what

15:10 you’re talking I was they’re developing

15:11 in that same time frame so we would just

15:13 it’s just a blanket push notification to

15:15 all push subscribers to that app

15:17 remember each app was its own instance

15:19 so we could very easily categorize okay

15:21 we have we know we have approximately I

15:22 don’t know uh 5,000 users on Android you

15:25 know 10,000 on iPhone there’s an

15:28 emergency in there there’s an online

15:30 dashboard console that the institution

15:32 could use in the back end that’s where

15:34 they did the content management for

15:35 example and that’s also where they could

15:36 send mass notifications s the app so

15:38 push notifications specifically for the

15:40 mobile app because that’s the end point

15:41 later on we would sell more stuff we

15:44 proliferated our product because we

15:45 looked up Market at our competitors and

15:48 because amazingly we had competitors

15:49 first off such a niche market but we had

15:52 some and looking up Market they were

15:54 doing this emergency notification they

15:56 sent text messages they sent emails they

15:58 sent voice calls they computer screens

15:59 they did all this other stuff and we

16:01 were like we can do this like and by the

16:03 way their software looks kind of old

16:05 because it was old a lot of it came out

16:07 in like 2005 2006 we saw one that was

16:09 built on Cold Fusion so we’re like okay

16:12 let’s take a shot not heard of cold

16:14 fusion in a while yeah there you go

16:15 right so we took a shot at it and we did

16:18 really well and it was so complimentary

16:21 to our existing customer base because

16:22 they were looking for ways to do Mass

16:23 notifications and we could have it all

16:25 integrated in one place all One

16:26 dashboard all one workflow in our system

16:30 as opposed to normally it would be you

16:31 had to go through multiple different

16:33 systems so send an alert on system a

16:35 that does emails and phone calls the

16:36 next system does text messages this

16:38 system does whatever for us it was like

16:40 okay now welcome to One dashboard we can

16:42 do all this place all this stuff in one

16:44 it was a very compelling value prop over

16:46 time and we started to actually displace

16:48 our competitors with software that they

16:50 sort of considered safe like this was

16:52 their bread and butter and that was you

16:54 know getting into the acquisition game

16:55 here a little bit we were really

16:57 stepping on their toes and they were

16:58 starting notice and that was our

17:00 intention we were trying to kind of piss

17:01 them off a little bit no it’s by Design

17:02 I mean you know in that world you’re

17:04 going to have to get to an omni app

17:05 right like it’s not going to be the

17:06 oneoff that solves anything it’s going

17:08 to and then you even start to get even

17:10 in your space once you’ve solved all of

17:12 the safety related stuff then you have

17:14 the bigger stuff which is like all of

17:15 the you know the the blackboards or

17:17 whatever it is that schools use where

17:18 every student is installing this app and

17:20 now you you know you have kind of that

17:21 deoration between our students

17:23 installing three apps or they installing

17:24 two you those guys start to eat you up

17:26 and consolidate so consolidation you

17:28 know it fun so yeah sounds like you have

17:29 a story to tell here yeah sorry I just

17:32 like I think you Blackboard right like

17:33 just like just like all of a sudden

17:35 start shaking so basically yeah we ran

17:37 into them all the time in the market

17:39 because they were basically the dominant

17:40 lmso learning management system so they

17:41 were basically like kind of garbage and

17:43 dated and they still stuck around really

17:45 most people didn’t like them which was

17:48 like very funny to me I would talk to

17:49 them be like oh we don’t have to talk to

17:50 Blackboard and they had actually created

17:52 like a really crummy Mass medication

17:54 system and even worse sort of mobile app

17:56 component so in a way it was actually

17:58 kind of good because they sort of

17:59 educated the market that these functions

18:02 are complicated and don’t work that well

18:04 so when we showed up and we’re like oh

18:05 we can do massification better than

18:07 Blackboard customer says show me and I

18:09 in the first five minutes of a demo me

18:10 or my salese would be like you know we’d

18:12 go through we send a mass notification

18:13 we could hit the person’s phone who was

18:14 on the demo with us you know we’re doing

18:16 all kinds of cool stuff and they go wow

18:18 that’s so much so much easier I’m like

18:19 yeah and it was kind of this you know

18:21 that’s kind of your best case scenario I

18:22 feel like for a lot of goto Market

18:24 strategies if if you can find a

18:26 competitor big or small or whatever but

18:28 that I educates them sort of poorly or

18:31 leaves them with a bad taste in their

18:33 mouth that’s a great opportunity to go

18:35 in and just crush them and we did and it

18:37 wasn’t just us for what it’s worth but

18:38 we did do really really well competing

18:40 against Blackboard in the specific like

18:42 safety security Public Safety component

18:45 of their software platform and that

18:47 actually led to a lot of deals I

18:48 remember they actually started

18:49 discontinuing their Mass edication

18:50 functionality and mobile safety sort of

18:52 functionality I think around like 2018

18:54 they were just like kind of walking away

18:55 from it or at least not supporting it

18:57 anymore which is basically dead and it

18:59 was just like a Feeding Frenzy for all

19:01 these other Mass edication companies and

19:03 us because it was just these customers

19:05 were no longer supported so so pretty

19:07 amazing so so 2011 right this is where

19:10 you and your brother start off it’s just

19:12 you two yeah right so what what year did

19:15 you look at your your brother and go wow

19:16 we are no longer a startup we are

19:19 officially in business oh they

19:22 sold um but a little bit before just a

19:25 touch I would say um so I remember we

19:28 were in a business co-working space and

19:30 I remember they used to put on these

19:32 like beer clocks on Thursday it was

19:34 really fun they actually taught us a lot

19:35 about company culture it was great and

19:36 so we go in there we’re having some

19:37 beers and I was talking to the person

19:39 who was running the co-working place and

19:40 I said you know it’s really excited we

19:41 made our first million dollars okay and

19:44 this was probably I don’t know a year

19:45 four or five and she turns to me and

19:48 looks at me goes the first million is

19:49 the hardest one just no just dead fired

19:52 it right at me I was like I don’t know

19:54 it was pretty hard I can’t imagine the

19:55 next thing be easy that year I think we

19:57 got to two million we started to see we

19:59 actually were were one of the 500

20:01 fastest growing companies in Canada

20:02 which is kind of like the world’s you

20:04 know smallest big screen TV but still

20:05 I’m pretty happy about it ex and we we

20:08 ended up being we were like 30th for

20:10 software in Canada like we were doing

20:11 really really well we had 400%

20:13 year-over-year growth so we’re just

20:14 exploding all of a sudden and we sort of

20:17 if you think about like Jeffrey Morris

20:18 crossing the chasm like we crossed the

20:20 chasm we had got to that early majority

20:22 we were like we were just here we go

20:24 that’s when I was like okay this is the

20:25 real deal now we’re you cross the for

20:28those listeners it’s usually not one

20:29 Chasm though right I literally I did

20:32 another podcast interview the other day

20:33 where I was being interviewed and you

20:35 know I like to say you get with any

20:37 company you get to these different

20:38 points where you have to make the next

20:40 leap and you know yeah you’re going to

20:41 be uncomfortable you’re taking a lot of

20:43 risk but once you get past it then

20:44 things get easier until you hit the next

20:46 Chasm so each company kind of has his

20:47 different phrases and so I think that’s

20:49 true actually I would say this one’s

20:51 like the initial one of the biggest ones

20:53 is that you know the I’m GNA get early

20:55 adopters to the early majority because

20:57 you just don’t have that much Revenue

20:59 yet so when you get there it just feels

21:00 a lot more comfortable when you suddenly

21:02 like okay you know our marketing budget

21:03 can be hundreds of thousands millions of

21:05 dollars all of a sudden that that’s

21:06 totally doable whereas before you’re

21:09 kind of you know you’re eat you’re

21:10 eating less well if if that makes sense

21:13 absolutely and then and then as you go

21:15 up though as you go up that uh you know

21:17 I have it right

21:18 here if as you go video cross gasm right

21:22 there good as you go up that sorry I

21:25 want to talk in the mic as you go up

21:27 that chart I think that what happens is

21:28 you learn that the things that you did

21:30 before to get you to that point no

21:32 longer serve you and you have to change

21:34 and it’s really difficult because that’s

21:36 what got you there it’s really

21:38 uncomfortable to go to that next phase I

21:41 totally agree with you actually I funny

21:43 so we did our we did our annual planning

21:45 with the leadership this week actually

21:46 Monday Tuesday and one of the big things

21:47 I kind of pound in everyone’s head is

The Big Payoff of a Sale

22:05 right because I think most of our

22:07 listeners here are like wow amazing

22:09 startup growth but let’s get into the

22:11 m&a stuff because I imagine that is

22:13 where you know one all of your dreams

22:16 came true right all the hard work the

22:18 payoff but like let’s talk about like

22:20 how did like what happened how long did

22:24 it take I mean give us all the good

22:25 stuff that we can get into on the exit

22:28 side sure let me start with a quick

22:30 story so we had had a weird thing happen

22:32 we had somebody come through our sales

22:33 funnel and they had this website they

22:36 looked like semi-legitimate we have been

22:37 trying to grow in the corporate space

22:38 because big companies have a lot of

22:40 people they have big campuses they need

22:41 to notify them and have tools anyway so

22:43 we’re like okay like this seems like

22:44 kind of legit they’re going through a

22:45 sales process like very quickly like a

22:47 little bit unusual and then they get to

22:49 the legal contract and they signed it

22:50 within an hour this this never happens

22:52 like a contract review is a two and a

22:54 half week kind of thing at a big

22:56 organization and so I was like okay this

22:58 is this smells rotten what’s going on

23:00 and so we look them up and we we Google

23:01 their company and it’s it’s funny there

23:03 was their company and then there was

23:05 another company with a slightly

23:06 different name with the exact same

23:07 website okay so I was like this is

23:10 sketchy I go to I was like we’re being

23:13 frauded somehow I don’t know exactly how

23:16 but some there this person’s up to

23:17 something so we go and we look at the

23:19 website we look that they’re basically

23:20 identical except at the very last page

23:22 the about us of the fraudulent website

23:26 was the address of one of our

23:27 competitors

23:30 okay and I was like huh that’s

23:34 interesting and so like a couple of

23:37 things I could have done so first off I

23:38 was like okay well first off this guy

23:40 was just trying to get our information

23:42 steal our stuff learn our pricing do all

23:44 that kind of thing clearly working for

23:45 that other company whether they like

23:47 told him to do this or not wasn’t really

23:48 sure but I emailed the CEO of one of our

23:50 competitors was like Hey heads up we

23:52 found this

23:53 might want to deal with that

23:55 we’re not gonna and you know just kind

23:56 of a shot across the bout right of that

23:59 company to be more that of the the

24:01 company that like that

24:03 competitor kind of a shot across the B

24:05 like that’s like a warning shot like hey

24:06 knock it off right and but the other

24:09 thing that I did I was like okay this

24:10 person though could be screwing up

24:12 things for our other competitors but

24:14 instead what I decided to do rather than

24:15 just like let this person keep doing

24:17 that was I actually reached out to a few

24:19 other strategics and their CEOs and said

24:22 hey guys we found this this happened to

24:24 us this is some BS heads up and that was

24:26 my first interaction one of the was

24:28 anyway it was my first interaction with

24:29 the company that bought us okay this was

24:31 two years before we were acquired wow

24:33 yeah so I kind of like built Rapport

24:36 credibility trustworthiness by accident

24:39 I kind of wanted to be bought obviously

24:41 but I just did it in advance I didn’t

24:43 really know if it was going to lead

24:44 anything but it’s important when you

24:46 understand our story because in our

24:47 story we didn’t go and Shop our company

24:49 we didn’t have Bankers we didn’t go

24:50 through this process so instead what we

24:52 did we basically had these ongoing sort

24:54 of side conversations with different

24:56 strategics now we weren’t colluding or

24:57 anything like you know you win this deal

24:59 we’ll win that deal that kind of thing

25:00 it wasn’t like that it was very much

25:02 these KY kind of weird conversations

25:05 with them about like what are you

25:06 thinking and one day we got an email

25:08 from a company called TCB and Technology

25:10 crossover Ventures it’s a large private

25:12 Equity Group I think they originally

25:13 invested in Netflix like so they they’re

25:15 fine and they owned one of our larger

25:17 strategic competitors raave mobile

25:19 safety and they said hey are you guys

25:21 interested in selling and this is when

25:22 we first started talking to them and I

25:23 noticed them we were getting our door

25:24 bang down from different companies

25:25 companies that buy companies that buy

25:27 businesses that are profitable and by

25:28 this point we had been doing about 7

25:30 million ARR and you know 60% profit

25:33 margin so like very healthy

25:34 profitability so they saw we were doing

25:36 and they said you know do you want to be

25:37 sold and so we went down this

25:39 conversation and my co-founder makes a

25:40 famously big blunder if you guys sales

25:43 guys are have many I’m sure youve worked

25:45 with plenty of them one trick with sales

25:47 is you never put a number out there and

25:49 they literally asked him verbatim hey

25:51 what would you be willing to sell for

25:53 and without even skipping a beat we were

25:54 on a zoom call and I was in a different

25:55 place otherwise I would have kicked him

25:57 physically he goes oh 20

25:58 just just blurts it right out and I said

26:01 oh God like you never do that you want

26:03 to say my answer was going to be as much

26:04 as we could possibly get as much as you

26:06 think it’s worth you know I mean

26:07 something like that anyway so then we

26:09 get an offer for $20 million

26:11 unsurprisingly Big Lots of strings

26:14 attached all wait 20 million and your

26:15 Revenue was what and your your was like

26:17 7 million million your Revenue was 7

26:19 million and you said 60% profit margin

26:22 so 3x so if you you know if you just cap

26:24 that out right they’re at a 6X multiple

26:26 right six and a half so we kind of like

26:29 or I was like this is horrible because

26:31 we had this good opportunity kind of

26:32 like worked into this weird thing anyway

26:34 so we kind of like tried to push them

26:36 back for more but it wasn’t going to

26:37 work out because they had kind of like

26:38 they thought they were going to get a

26:39 really good deal like they were like

26:40 kind of in on that now they thought they

26:42 met our number so we said no we said no

26:45 we actually walked and we said we’re

26:47 going to bet on ourselves we’re going to

26:48 try and boost our numbers and we’ll see

26:50 you in a year’s time I should say I

26:51 guess accurately that was we were at

26:53 about six six million by that point and

26:55 then next year we were at 7 million so

26:56 we bet on ourselves we had a really good

26:57 year and we came back to them and they

26:59 had had a really bad year so they had

27:01 missed their sales targets for two years

27:04 basically because of the pandemic and

27:05 you know for private Equity that’s not

27:06 going to work and they’re going to spin

27:08 that company and sell it off really soon

27:09 and we kind of knew that too we could

27:10 just kind of tell so we went back to

The Final Deal and Closing

27:12 them they doubled the offer $40 million

27:13 if you do it really really soon we want

27:15 to fit you into our company launch in

27:17 January of that year this was in

27:19 November of the year before so November

27:21 of 2021 and yeah we said we’d do it and

27:24 we were off waited patience one year you

27:26 made another $20 million and so yourself

27:29 but the question is how do they not feel

27:30 like they’re going to offer 40 and

27:31 you’re going to say you know what we

27:32 changed our mind yeah I was right I mean

27:35 I think there’s got to be a like a

27:36 certain level of desperation I think

27:38 also though too like remember back in

27:40 like 2021 like money was like really

27:41 cheap you know it was and they I think

27:45 were also really prioritized like they

27:47 were the kind of private Equity Group

27:48 where they wanted to spin off that

27:49 company really soon they were at like

27:51 four years of owning them like you’re in

27:53 that five year three to five year window

27:55 like private exp groups are looking to

27:56 you know make their investment and I

27:59 think they just were like we need those

28:00 numbers to boost these numbers and then

28:03 We’re Off to the Races so but we I think

28:06 they also knew that if we if they

28:07 doubled the offer we weren’t going to

28:08 walk we were gonna take that exciting

28:11 did y’all close what was the what was

28:12 the actual closing date close date was

28:14 February 1st 2022 we went through due

28:16 diligence over Christmas time I remember

28:18 on Christmas Eve at 11:00 p.m meeting

28:21 with our lawyers so that was you know

28:23 Santa might have been on the roof and

28:25 yeah you know we got it done and you had

28:26 an army of lawyers and an army of

28:28 accountants and we got it done awesome

28:30 and so so maybe just to kind of to put a

28:32 bow on that so did you set the 40

28:35 million price point or they just said

28:36 hey we’ll double it they just said hey

28:38 we’ll double it and we didn’t your

28:40 brother wasn’t doing the negotiations at

28:41 that time right you just left him off

28:43 was onail I was on the email I was like

28:45 Chris for the love of God say nothing I

28:48 love my brother by the way but he just

28:50 he’s he’s not a great salesp person he’s

28:52 an incredible coder amazing coder so you

28:55 went through due diligence and man it

28:58 was done so how many employees did yall

28:59 end up selling with how many employees

29:01 did you have yeah so we had 20 employees

29:03 like head counted 20 so small firm you

29:05 know your brother and 18 other people

29:07 yeah correct yeah that’s right did you

29:09 guys do the traditional everybody got

29:11 some equity and all that good stuff or

29:13 was it was everybody growing it for the

29:15 growth so we had three things that we

29:17 were worried about we were worried about

29:18 our technology uh we were worried about

29:20 our people and we were worried about our

29:21 customers so these were like our sort of

29:23 outside of the purchase price these are

29:24 like our altruistic goals and the for

29:27 the people yeah everybody got rais

29:29 everybody got better benefits right away

29:31 because we were a smaller company and we

29:32 had decent benefits but like the company

29:34 that we were being absorbed into had

29:36 really really good benefits so that was

29:37 good and key employees got yeah some

29:40 effectively like equity in the business

29:42 so in the new business or in the current

29:43 one the new one so but you guys as part

29:47 of the way you guys had structur it you

29:48 guys were able to kind of you know it

29:50 wasn’t like a traditional startup where

29:51 everybody’s getting a compact a base and

29:53 a bunch of equity right you you guys

29:54 kept that you gave them the bases and

29:56 then as part of the new deal people kind

29:58 of got the upside there cap table was

30:00 super clean it was me and my brother

30:02 nice that’s awesome and then um and I

30:04 guess so speaking of I mean what was

30:06 some of the claws that were put in to

30:09 you know in the New Deal right to keep

30:11 you guys on board and obviously they

30:13 compensated your team so they’re still

30:14 motivated but you know you have to stick

30:16 around for a year or two I mean clearly

30:19 the original actually this is one other

30:21 thing too on the 20 million dollar deal

30:22 so the original deal that we turned down

30:23 the other thing that was happening is I

30:25 was expecting my first kid and I was

30:26 really really worried about being tied

30:28 to big sales targets and not sleeping at

30:30 night so was kind of anyway so there

30:33 were other reasons it also though had a

30:35 very intense earnout period it was I

30:37 think like two years or something like

30:38 that that sounds aggressive I think it

30:40 was like a year and a half which isn’t

30:41 crazy for the world of earn outs but in

30:43 the context of happened in the end our

30:45 final earnout was three months but we

30:48 stayed around we stayed around because

30:50 we knew that well we wanted to make sure

30:52 that our company and our people and our

30:54 technology would continue to thrive and

30:56 be worked into that new EOS system

30:59 before we left and we also knew that

31:02 like well we assumed anyway and later

31:04 confirmed that they were going to turn

31:06 around and sell that company and they

31:07 did they sold the company to Motorola

31:09 Solutions for $560 million and so we

31:12 participated a little bit in that we did

31:14 not get $560 million we got got a little

31:17 bit of money in there too which made it

31:19 worthwhile for us to stick around as

31:20 well but I think all in all we really

31:22 wanted to make sure that the company was

31:24 in a good place by the time we left so I

31:28 mean that is like the story that is that

31:30 is the Epic story of startup to just you

31:33 know what a total of nine years you said

31:35 with you and your brother yeah about

31:36 nine years yeah y are still I take it

31:38 good friends still brothers or yeah we

31:40 still hang out you always Brothers but

31:43 not sure if you like each other right no

31:45 we’re good we’re good I think you know

31:47 we’ll probably start another business at

31:48 some point you know because we just work

31:50 really well together and it’s not to say

31:51 we didn’t have our fights because damn

31:53 we had our fights I’m reading this book

31:55 by Adam grant called think again and

31:57 there’s this whole concept of like

31:59 constructive disagreement and I realized

32:02 that we were very much in this like you

32:03 can get hot but not angry at each other

32:06 that was very much the way my brother

32:07 and I would work in some of the more

32:09 like stressful decision-making we would

32:11 find data we would keep talking but we

32:13 would generally disagree and try to work

32:15 through what do we think is the best

32:16 path and some of our best decisions came

32:18 from a lot of conflict yeah whereas some

32:20 of our you know counterintuitively some

32:21 of our worst decisions came from where

32:23 we were both like yeah that’s a great

32:24 idea right away without validating it

32:26 just like yeah yeah that’s good that’s

32:27 good it’s good let’s go and that usually

32:29 was the bad stuff so totally so talk to

32:32 us real quick because I know we’re going

32:34 to be coming up to the end here you got

Launching a Podcast and Writing a Book

32:36 you took your Concepts and you created a

32:38 podcast and you wrote a book so tell us

32:40 about it yeah so let’s start with

32:43 podcast so my podcast called startup

32:45 different I actually host it uh with my

32:47 brother I’m the chief podcast officer so

32:49 I really want to make sure I had a

32:50 stupid title so I got it um and uh yeah

32:54 so we interview entrepreneurs um

32:56 Founders from all stages from you know

32:58 early early Revenue to exited multiple

33:01 times uh it’s been a lot of fun it’s a

33:03 fun show and then otherwise that we also

33:05 have uh our book called startup

33:07 different the mythbusting blueprint for

33:08 your multi-million dollar business

33:10 that’s available on Amazon or Indo like

33:12 wherever you find your your books online

33:14 and it’s basically a chronological story

33:16 of our company we bust 33 different

33:18 startup myths and it’s pretty light like

33:20there’s references to like Zoolander and

33:22 stuff in there so it’s a nice read

33:23 you’re G to enjoy yourself so zooland is

33:26 one of the good ones we’ll put to that

33:28 in the show notes for the listeners so

33:29 thank you appreciate that yeah and then

33:31 maybe one last question before we kind

33:32 of move on to the rock around too know

33:34 for the for the employees that got the

33:36 equity in the next you know in the

33:38 company that acquired you and then they

33:40 got bought was that life-changing for

33:41 them it wasn’t but it was a significant

33:44 amount of money anyway I think it made

33:46 it like fun I think they like that they

33:49 got it but you know and I should say too

33:5 1like key employees versus all employees

33:53 there was some differences there but but

33:55 all in all yeah I I think that at least

33:57 for those folks I think what was

33:59 interesting is my my team went from

34:01 being most of them were hired right out

34:02 of school that’s just how we like to

34:04 hire we brought them up we kind of I

34:06 like sports analogy for this they were

34:07 like the farm team you know we brought

34:09 them up to the big leagues and then they

34:11 moved into a company that was 10 times

34:12 bigger than us and then they moved into

34:13 a company that was a hundred times

34:14 bigger than that so for their careers I

34:17 think there’s a humongous amount of

34:19 benefit there for them exact no

34:20 absolutely even my software company I

34:22 mean our our our devs I mean you get

34:24 well rounded at a startup right you

34:26 learn up and down the St back you’re not

34:28 just one piece and you can get get a job

34:29 almost anywhere and so I mean it’s Kudos

34:31 so totally agree awesome all right so

Rocket Round

34:33 let’s jump into our rocket round all

34:36 right this is where we ask our guest

34:39 three questions and get to know a little

34:41 bit more about them all right so David

34:42 what do you like to do best in your free

34:44 time yeah uh I’m gonna go you gonna

34:47 think this is really weird and it’s cool

34:48 but uh I like to make Saro bread hey I

34:51 was learning how to make that too so I

34:53 got so pizza making Neil bton pizza was

34:56 my co Hobby oh nice I got an got really

34:59 good at the neopan and I learned a lot

35:00 more about how souro are made that’s

35:02 awesome remember everybody was like

35:03 really into it during the pandemic like

35:05 there was like a whole s like crazy

35:06 early in the pandemic so I’ve been doing

35:08 it before then I did it before school

35:12 you’re an OG so had to teach it’s funny

35:15 my my CFO she’s Canadian so I’ve taught

35:16 her two phrases right one of them is OG

35:18 she didn’t know that one her daughter

35:20 and kids knew that the other one you’d

35:21 appreciate this one hockey stick growth

35:23 so oh of course I’m like come on

35:25 Canadians should know the hockey stick

35:26 thing but I guess that’s more of a tech

35:27 Tech term that we I know that for sure I

35:29 think that like if you talk to I I I do

35:32 a lot of the startup mentorship here in

35:34 Toronto Canada and it’s so funny because

35:36 you see that chart at some point in the

35:37 deck right at some point you could see

35:39 that AB it was pretty fun anyway all

35:42 right so souro bread so next time I’m in

35:44 Canada we will yeah happily get you a

35:46 loaf so do it all right next question

35:49 most memorable moment in your business

35:51 Journey yeah I mean there’s like so many

35:53 different moments I think I I was

35:55 wondering if I should go with something

35:57 negative or positive I’m going to go

35:58 with positive because I’m an optimistic

36:00 kind of guy so I I can remember when uh

36:05 basically we had we competed for this

36:07 really difficult to get RFP so request

36:09 for proposal for in the State of Florida

36:11 and in Florida they had had the terrible

36:13 uh Parkland shooting and they they came

36:15 up with this tender for an app that

36:17 would be basically an app where you

36:18 could report suspicious activity and it

36:20 would be linked to law enforcement and

36:22 uh and that kind of stuff and it was it

36:24 was a dog fight of an RFP uh we had

36:26 people call us pretending to be the

36:28 decision committee being like oh you

36:29 weren’t selected don’t don’t check

36:31 anymore see you later bye uh like we had

36:33 crazy stuff happen anyway uh we ended up

36:35 winning it it was a huge moment for us

36:37 both from a revenue and I think a

36:38 credibility perspective and this is a

36:41 bit of a political thing to say but at

36:42 the time the president of the United

36:44 States actually tweeted about the work

36:45 the State of Florida was doing and

36:46 featured the app in their tweet and that

36:49 is the now uh president-elect of the

36:51 United States pres guess was like

36:53 2016 what didn’t he tweet about though

36:55 not take it away from you no offense but

36:58 he’s tweeted about just about everything

36:59 that there could be tweeted about you

37:00 know what he definitely didn’t write it

37:03 like somebody wrote it for it was like

37:04 so nice and well worded I’m like this is

37:06 not yeah that’s not no no no awesome all

37:09 right so what is your favorite tool or

37:11 resource right now I am all into chat

37:15 GPT I love it I have my own gpts like I

37:19 pay for chat GPT which is like kind of

37:21 weird I guess and I have I I can ask a

37:24 different questions about the podcast I

37:25 can ask her to spit allall this thing I

37:26 can do it’s it’s just great it’s just

37:29 such a fun tool and I find it very very

37:31 helpful at a lot of the different things

37:33 I can do during my business we had a lot

37:36 of different tools that I leaned on

37:38 pretty heavily one of them just because

37:40 it’s a bit more obscure I’ll throw it

37:41 out there as a tool that we used to use

37:43 and because we competed with a lot of

37:44 public contracts so because universities

37:46 and colleges in many cases rep public

37:48 there was this tool called govspend and

37:50 we could actually look up the contract

37:52 that that school had for emergency

37:53 notifications and which vendor it was

37:55 when they won it when the terms were up

37:57 and that was such a powerful tool for us

37:58 to go to market it was probably that on

38:00 the utility space that’s one of our

38:01 verticals absolutely it’s really good

38:04 highly recommend also wasn’t that

38:05 expensive for the value you get out of

38:07 it is insane so love it yeah perfect

38:11 well I think that brings us to the end

38:12 of the episode David thank you for

38:14 sharing I mean wealth of information on

38:16 that one and how can people get a hold

38:17 of you yeah you can find us on social

38:19 it’s all at startup different you can

38:21 find me on LinkedIn David sson easy

38:23 enough to find them if you’re looking

38:24 for the title it’s the chief podcast

38:25 officer one is is me and yeah of course

38:28 check out the book on Amazon and the

38:29 podcast is wherever get your podcast

38:31 perfect and we’ll link those in the show

38:32 notes thank you for spending some time

38:33 with us it was a great story and uh man

38:35 to all your success I’m gonna get the

38:37 book thanks guys I really appreciate

38:38 that that’s awesome thank you for

38:41 listening to the m&a Launchpad podcast

38:43 if you’ve enjoyed today’s podcast and

38:44 would like to support us please leave us

38:46 a rating and a review after you listen

38:48 I’m Casey mchu and I look forward to

38:49 talking with you next week

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