Software Delivery, Cultural Change, and Empowering Veterans

Delivering secure, reliable software in federal environments is no easy task. In fact, slow delivery cycles, broken feedback loops, and rigid processes have long held mission outcomes hostage. But change is happening — and veterans are leading the charge.

In a recent episode of Veteran Business Radio, Rise8 Founder and CEO Bryon Kroger sat down with host Lee Kantor to unpack how government teams can move faster without compromising security, compliance, or quality.

As a former U.S. Air Force intelligence officer, Bryon brings firsthand experience navigating the friction between operational urgency and legacy tech. His conversation with Lee covers real-world strategies for rethinking delivery in complex environments.

Transcript

Intro: Broadcasting live from the Business RadioX studios in Atlanta, Georgia, it's time for Veterans Business Radio. Brought to you by ATLVets, providing the tools and support that help veteran-owned businesses thrive. For more information, go to ATLvets.org. Now, here's your host.

Lee Kantor: Lee Kantor here. Another episode of Veterans Business Radio. And this is going to be a good one. But before we get started, it's important to recognize our sponsor, the Veterans Business Radio ATLVets, inspiring veterans to build their foundation of success and empowering them to become the backbone of society after the uniform. For more information, go to ATLvets.org. Today, we have a great show. On it, we have the founder and CEO of Rise8, Bryon Kroger. Welcome.

Bryon Kroger: Thanks for having me.

Lee Kantor: Well, I'm excited to learn what you're up to. Before we get too far into things, tell us about Rise8. How are you serving folks?

Bryon Kroger: So, we provide continuous software development to the DoD and Veterans Affairs. Our focus is on shipping mission outcomes into production. So, we want to make sure that the software we build very quickly gets into the hands of warfighters, veterans and clinicians.

Lee Kantor: So, what's your backstory? How'd you get involved in this line of work?

Bryon Kroger: Well, I spent 10 years active-duty Air Force. So, for the first seven years, I was an intelligence officer. I did almost entirely targeting operations assignments. And as I like to tell people, it's not like what you see in the movies. I had really terrible software to work with. And I was conducting very critical missions. And sometimes, I saw our bad software caused missions to fail and people to die. And so, I got pretty frustrated towards the end of my time. So, around year seven, I applied for acquisition Intel exchange, and I got assigned to the program office where they made my terrible software, the targeting program office. And from there, I launched an initiative called Kessel Run. It's a project inside the Air Force. Big digital transformation initiatives. Probably one of the most successful ones in the department. And yeah, from there, I spent three years building that up, scaling it. It was very successful, and I decided I wanted to help other people do software better in critical mission spaces.

Lee Kantor: So, were you a technologist? You were actually doing the coding?

Bryon Kroger: Yeah. So, early on in my career, like I said, I was an intelligence officer targeting. I did teach myself some basic programing skills to try to solve some of my own problems when I was out in the field, but it wasn't until the last three years that I really got deeper into that. But very quickly, I transitioned from writing code, which I will say I'm not a great software developer. I've got like a fifth-grade software programing level. But managing the delivery of software is what I became really passionate about. I called myself a bureaucracy hacker. I'm really good at figuring out how to get the software that great engineers build into the hands of users.

Lee Kantor: So, that's what you sensed as the kind of root cause of the problem. It was just either there wasn't efficiencies or there were communication issues? Like what was kind of at the heart of why this was so difficult?

Bryon Kroger: Yeah, the root cause is definitely around the actual deployment of the software. And so, I think there's a few things at play. One is, oftentimes, when contractors or even blue suiters are writing code, they don't know what environment they're targeting. Like where is the software going to live? And so, they have to make a lot of assumptions. And when those assumptions prove false, it's hard to deploy your software. That's maybe one class of problems.

Bryon Kroger: A bigger one though was the ATO process, the cybersecurity and privacy compliance process that the DoD uses. And so, we figured out how to hack that bureaucracy and make sure that we can go fast. Deploying software on demand, sometimes multiple times a day, while still meeting all of the compliance requirements. And this would include for, you know, we did top-secret environments. So, really stringent compliance requirements, and we're able to meet those requirements and go fast at the same time.

Lee Kantor: So, by being on kind of both sides of the table, it gave you an insight and maybe the ability to understand where speed can be found?

Bryon Kroger: Yeah, absolutely. And I realized something there. And this is why -- you know, I don't know if I knew it was the root cause going in, but I also sensed other issues, like the developers were really disconnected from the actual end users and how they were going to be using their software. As one example, it turned out that was just a symptom of slow software delivery because once you speed up software delivery, now the time from code written to in the hands of users goes from years. Like in the DoD, this takes years sometimes to, now, we could do it daily. And so, this gives you a really tight feedback loop with your end users. They want to talk to you because they get software quickly, and you want to talk to them because it helps you build better software. And so, a lot of the other issues kind of melted away once we established those really fast feedback loops by delivering software quickly.

Lee Kantor: And then, I would imagine once you did that, then kind of the culture improves, right? Everybody is seeing their efforts pay off in getting information quickly as opposed to being this bureaucratic kind of black hole?

Bryon Kroger: One hundred percent. And this crosses all industries, right? One of the most famous examples that I always love is the NUMMI auto-manufacturing story. There's a This American Life podcast episode about it that's fantastic. But it was essentially GM's worst performing plant in the US. Toyota said they'd do a joint venture with MGM, gave them that plant to work with. They brought those people out to Japan. And just instead of trying to indoctrinate them or do what we do in the military, which is put everybody in front of computer-based training and tell them what their values should be, hope that changes the culture, they just said, "Come and work with us in a different way." And once people saw the results of working in a different way, it changed values, attitudes and beliefs. It changed the culture. It became the highest performing plant in the United States within a few weeks. And so, similarly, we saw those same results. And everywhere I go with Rise8, we see that culture improves once delivery improves.

Lee Kantor: So then, once you left the military and then started Rise8, was that kind of just the next logical step in your progression or was this kind of a thing that you were kind of debating or struggling with making this kind of decision?

Bryon Kroger: Yeah, it was the obvious thing that I needed to do based on the mission I have because I'm passionate about creating a future where fewer bad things happen because of bad software. You know, I've seen the worst of the worst. I think to say that it was an easy decision though, it's not true. I had three kids at the time. We ended up having a fourth shortly after I started Rise8. I spent 10 years in the military. I didn't really know what it meant to have a civilian career, let alone to start and scale a company. So, those are all really scary decisions. And I had almost no runway. Like it's a funny story. Well, a sad story, but my father had passed away about four months before I was getting out of the military, and he had stashed some money in a coffee can in his trailer. And that became my runway to start Rise8. It wasn't much but it was enough to get me off the ground.

Lee Kantor: So, now, you're in kind of the civilian workforce, and you have a company that is working with the government, was that something that -- you know, the early days, were you getting kind of early wins because you had said you had made such powerful relationships and had demonstrated so much value? Was it kind of not that difficult to get those early opportunities? Or was this something that you struggled with? Because a lot of firms, a lot of people come out of the military and they're like, "I'm going to do this thing based on what I did," and for some people, that's a big lift.

Bryon Kroger: Yeah. I'm fairly risk averse. So, I like to have a really solid plan going into things. I would say certainly, my connections and my reputation from starting Kessel Run inside the military helped. Like a lot of people said, "Hey, help me build a Kessel Run." But as you probably well know, government contracting is very difficult even if somebody wants to work with you. And so, I had to learn a whole new skill about how to go after and win contracts, and how to do those in ways where I could actually deliver what I was selling, which is something very transformative. As you can imagine, when you're doing this high-end kind of software development, it's not the cheap butts and seats kind of approach that the government is used to.

Bryon Kroger: And so, you're trying to convince people, even though I had my success at Kessel Run, it's like, "Well, can Bryon run a company? Can he hire the elite talent that can help me from the outside? Can he scale?" There's all of these doubts that they have and rightfully so. And so,you got to start over. I was leading Kessel Run, which was like a 1500-person organization, and I started over as a company of one. And you just build bit by bit and keep stacking wins until you have a stack of proof that you are who you say you are.

Lee Kantor: So, what were kind of the early challenges? Was it kind of just learning the language on how to do an RFP, or was it, "I got to get some more talent in here that I trust that can actually deliver the things that I'm telling them I'm going to deliver"? 

Bryon Kroger: Yeah. Getting the talent in the early days is always difficult, especially that first employee, when you're a company of one going to two. It's like convincing somebody to risk their livelihood on you is a challenge. I think the reputation helped. And because I knew that I wanted elite talent and I didn't, I say this is like good advice to anybody going into the civilian workforce, but especially if you're striking out on your own, even if it's as an independent consultant, is like, know your value and stick to it. All of these prime contractors, like when you first start, you're probably going to have to subcontract. It's hard to win prime contracts until you have some demonstrated past performance. And they will try to get you to give discounts and lower your rates. And you got to do what you've got to do to survive, but I would tell people at the end of the day, if you make a sacrifice on rates, for instance, that translates to lower salaries, which translates to lower talent. And that means you probably can't deliver as much as you want to.

Bryon Kroger: And so, I just had a policy of like, I'm not going to discount my prices. My prices are my prices. And they are that way because I know that's what people are willing to pay. It's worth it. It's actually extremely valuable. And that's hard to do in the early days. But it paid off because I was able to command the kind of rates that were able to get me the kind of talent to reinforce that virtuous cycle of hiring really great talent, crushing it on a project, and then winning more work. And I think other people get stuck in a doom loop where they lower their prices, they don't deliver well, and they have to lower their prices even more.

Lee Kantor: So, what were your other non-negotiables?

Bryon Kroger: Oof! We have a number of them. You never know this at the outset but I screen customers, I guess I should say, for our ability to ship outcomes to end users. And so, if I don't believe that the customer either has a path to production or is willing to let me build one, I wouldn't take them. So, there were a ton of people that wanted to work with us, but they're perfectly complacent with marketing and PR stunts and fake delivery. And I just said no to a lot of those opportunities. And it's hard to walk away from multi-million-dollar contracts, especially ones that will come with good PR, but we just kept focusing on, where can we actually deliver value to war fighters and veterans and clinicians?

Lee Kantor: So, you were kind of clear with your true north and you just stayed focused on that? It's either a hell yeah or no.

Bryon Kroger: Yep. And like I said, that's hard to do in those early days. It's like very attractive to look at a million-dollar contract or even a $500,000 contract. And to say no to that in the early days is hard. But again, something that definitely pays off in the long run if you're trying to build long-term value.

Lee Kantor: So, when it comes to leading a team as a civilian, what is the difference between that and your time in the military or is it the same?

Bryon Kroger: It's generally the same. I think in a lot of ways, the military prepared me well to lead a team and a company. Maybe the one thing that I'll say is very different from building this from the inside at Kessel Run as a military member versus being on the contractor side, twofold. One is at Kessel Run, I was, I guess, operating with other people's money, the taxpayers money. And so, I took that very seriously. Like, I care about doing right by the taxpayer, but I didn't have to worry about if we messed up, we're five civilians going to get fired, right? Like, people's jobs weren't generally at risk. I didn't have to deal with HR and payroll and all that stuff. Coming to the other side, it's like you make mistakes and it can cost people their livelihoods. It's just the gravity of the situation is much different.

Bryon Kroger: And then, the other one is just control, right? When I was leading Kessel Run, I had full control over the decisions because I was the government. Now, I face inherently governmental decisions, and I have to rely on my champions and stakeholders to do the right thing. So, it's a lot more influence where it used to be just like command authority and being very directive.

Bryon Kroger: And along with that, there's maybe another aspect that I'll mention and that's that you can't operate with the same kind of scaling model. So, at Kessel Run and the reason why I wanted to leave government and start Rise8,I had an assignment cycle that was coming up, and I was going to have to go to a new place, and I could start a new Kessel Run, but it was always going to be one by one by one, right? You can vertically scale wherever you're assigned, but I was never going to be able to really, in a direct way, help several Air Force programs, let alone Army, Navy, VA, right. And so, coming out and starting Rise8, the trade off, even though I have less control, I'm able to scale horizontally and have more horizontal impact. And so, that was a tradeoff worth making for me.

Lee Kantor: So, are you getting the outcome you desired?

Bryon Kroger: Yeah, absolutely. So, I mentioned that I am passionate about creating a future where fewer bad things happen because of bad software. That drive for us. We talk about that in terms of outcomes. So, mission impact with software is created through user outcomes. So, user outcome would be a change in human behavior that produces some mission impact. Maybe we can generate more space support requests, or we can operate a mission with five fewer people. Those are the kinds of things we aim for. And as software developers, we have direct control over those changes in user behavior that we can create through software.

Bryon Kroger: And so, I've organized my entire culture around putting outcomes in production right into operations. And our goal is by the year 2040, we want to put 50,000 outcomes into production for critical missions. And right now, we are we are on track. We have an annual goal every year. We've met it every single year. And I'm just really excited that I get to keep doing this. It's like I pinch myself sometimes. It's hard and it can be scary sometimes, but it's definitely impactful and something I'm really passionate about.

Lee Kantor: So, do you have any advice for veterans leaving service today? Is there anything that you would like to share about your journey that might make it a little easier for them to drive impact as they enter a new chapter?

Bryon Kroger: Yeah, absolutely. I think in the tech community, there's this concept of imposter syndrome that gets talked about a lot. It transcends the tech community, but I think it's talked about a lot there. And I think it's something every veteran faces when they're leaving the service. They go into the civilian job market, and they feel like an imposter. And I think the antidote to that is being able to -- I mentioned this earlier, in fact, have a stack of proof, like an undeniable stack of proof that you are who you say you are.

Bryon Kroger: And I think that there's two things that can be true. One is you don't actually have that proof, so you need to go get it. And you got to look in the mirror and get really honest of like, "Do I have the stack of proof or am I just not taking account of it?" If you don't have it, go get the training, like the Skill Bridge Program, for instance. It's a phenomenal way to get a six-month, DoD-paid internship with a commercial company, learn skills, and use that time to build that stack of proof.

Bryon Kroger: Or if you're on the other side of that, you actually do have the stack of proof going into this thing that you want to do, you've got to be able to accept it. And I think a lot of times, people are like, "Oh, but it's different because I was in the military." It's not. You have a stack of proof that you are who you say you are, and you just have to take account of it.

Bryon Kroger: And I think, one way or another, you can get over that imposter syndrome. And that's where the magic happens. And I would say the thing that people overlook or maybe underestimate is just getting the reps in. Like, don't focus on, you know, everybody can be guilty. And I love goaling. Goaling is important. It's great to look out 10 years and five years and one year. But I think it's easy to get stuck in the trap of doing that and not just putting one foot in front of the other and stacking those small wins until you get to that big picture. And yeah, I would just say put the reps in and you'll get over that imposter syndrome and you'll get to where you're going.

Lee Kantor: Yeah. I think it's so important to just do capture those wins in some sort of visible manner where you see it, at least, so that you don't forget. Because I think a lot of people, they just forget the day-to-day victories. And then when asked about it, they discount it or they, like you say, underestimate the impact that they've made. So, I think it's important to kind of visually see some of those victories, so you don't have that imposter syndrome because it really is kind of self-sabotage because it's not necessary.

Bryon Kroger: I 100% agree.

Lee Kantor: So, what do you need more of? How can we help you? You need more talent? It sounds like you got this kind of figured out on how to get the work. You need more funds to grow? What do you need?

Bryon Kroger: Right now, we are growing 50% year over year. That's our target or that's actually the cap that I set on the company. I don't want to grow faster than that, so that we can maintain our culture and our quality level. But that means we are always hiring. So, if there are veterans out there, I would say help me help you. I love doing the Skill Bridge Program that I mentioned earlier. We've had I think just over 20 veterans come through our program. We've either employed them ourselves. I think over half of them, we've employed ourselves and we've found employment for everybody else. We don't have anybody that did not get employment. And then we're, I think upwards of 40% veterans at Rise8. So, that said, if that's not for you and you just care about this ecosystem like I do, and you want to make a difference and create better software for warfighters and veterans and clinicians, happy to just be an ally in the community. People can follow me on LinkedIn. I talk a lot about it there and share the good word and get people to focus on this problem.

Lee Kantor: And if somebody wants to connect and learn more about Rise8, what's the website? What's the best way to connect with you or somebody on the team?

Bryon Kroger: Yeah, you can find me on LinkedIn, shoot me a DM or Rise8.us is our website. That's R-I-S-E, the number eight dot US. And there's a form there that you can contact our team.

Lee Kantor: Well, Bryon, thank you so much for sharing your story. You're doing important work, and we appreciate you.

Bryon Kroger: Thank you.

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