How to Grow and Lead a Business Successfully with Chris Dreyer

“I didn’t go to business school. I didn’t have a mentor guiding me. I had to kind of fall on my face a little bit. EOS introduced me to a simpler way to run a business.”

Starting your own business is a big step for any entrepreneur. But how do you know you’re ready to grow beyond a one-person operation and lead an actual team?

In this episode of Time Limit, Brett talks with Chris Dreyer, CEO of Rankings.io, about how he started a successful SEO agency and why the Entrepreneurial Operating System (EOS) has been an important tool in his leadership belt. 

Listen to this episode to discover:

  • When it’s time to hire your first employee
  • Strategies for structuring your team and business for growth
  • How to build employee trust and be an effective leader
  • The key mindset most successful CEOs have in common
  • The benefits of EOS, with tips on how to implement it in your company
  • One time-saving trick you can use to prioritize work and find focus

About our guest


Chris Dreyer
President and Founder of Rankings.io

Chris Dreyer is the President and Founder of Rankings.io, an agency that specializes in personal injury lawyer SEO. His agency ranks personal injury firms for the most lucrative keywords in your industry with end-to-end SEO, from content creation to technical optimization.

“Most personal injury attorneys struggle to rank at the top of the search results. That’s why I’m here: I help elite personal injury law firms generate motor vehicle and serious injury cases through Google’s organic search results.”

– Chris Dreyer

Episode Transcript


Brett Harned:                                          Hey, welcome to Time Limit, the podcast that gets you an insider's view on leadership, productivity, and project management practices. I'm your host, Brett Harned. Thanks so much for listening. So whether you're leading an entire business or just part of it, I think today's episode is going to give you some ideas and some inspiration. My guest is Chris Dreyer, the CEO of Rankings.io, which is a digital marketing agency, strictly focused on SEO. If you don't know what that is, it's search engine optimization. And they do that SEO work specifically for elite personal injury law firms. So I've known Chris for a while now, and I'm really impressed with the team at Rankings. So I thought it would be a good idea to have him on the show to talk about how he got into SEO, how he started and grew a business and a team, and then implemented EOS, which is an operating system that aligns teams, instills focus, and leads to a healthier business. So check it out.
                                                      Hey Chris, thank you so much for joining me on Time Limit today. How are you doing?

Chris Dreyer:                                          I'm doing great. Thanks for having me, Brett.

Brett Harned:                                          Absolutely. It's good to talk to you, man. So you are a leader in the SEO field. You're the CEO of Rankings.io, which is a successful and growing SEO firm, where you're basically focusing in on law firms. I want to touch on your background in SEO a little bit, and I do really want to dig in on leadership today, because I think your story is very unique, but it's also one that I think a lot of people can relate to, because I know there are a lot of business owners who started in a place where they were really good at a thing and they just blew up and grew a business. So I thought maybe we could start out by maybe you just talking to us a little bit about how you got into SEO and maybe how you got into kind of wanting to run your own business.

Chris Dreyer:                                          Yeah. So I'll have to take it back. And you can speed me up at any point. I have a history education degree and I went to college, but I didn't really have a passion. I really didn't know what I wanted to do. And I used to tell my parents that I was going to own my own business. I said, yeah, I'm going to get a degree, but I'm going to own my own business. And they knew that going in, and I ended up getting a job as a detention room teacher to high school. And so that's the alternative classroom where the kids had gotten in trouble, had to come in before school or stay after. And it was on the same track as teachers. So lining up for my retirement. If I did this for three years and my fourth year, I taught I'd have four years teaching on this track.
                                                      So it made sense as a way to get my foot in the door, but it was such a grind because I'd have to go there, five, six in the morning to prepare the detention room before school, then I had to stay after. So it was substantially worse than a teacher. And not only that, I was a basketball coach too. So I was starting my day at 5:00 am and getting home at 9:00 pm every day. And there was this part in the middle where I was like, I have to do something else. I have to figure out how to... I always had this hustle in me, but I didn't know how to apply it to make it earn for me. And I found Ed Dale's 30 Day Challenge to Make your First $10 Digital Marketing. And I think I made like 20 bucks through affiliate marketing, but by the end of my second year of teaching, I was making more substantially more, with affiliate marketing than I was teaching. So I decided to pursue it full time.
                                                      My first site was lose a double chin and I ranked number one for double chin for like three years. I had a stain concrete site that ranked number one for stained concrete for like five years. And I never stayed in concrete. I had ghostwriters write it, but towards about 2011, I had it up to about 15K a month, decent amount, back then. And at first penguin algorithm hit and it took me from 15K overnight to like 2000. I have to get a job. So I got a job at an agency because I knew SEO. I knew marketing and I rose to be their top SEO guy. And after being there for about a year and a half, I just, I didn't agree. I'm a DI, type A, I didn't agree with their approach to it a lot of what they're doing is serve the clients. And I just knew that I was going to start an agency. And since I say the kind of what not to do, and I got this extra push from my sister, who owns a plumbing company. She's like, you need to do it. And I took the leap in 2013.

Brett Harned:                                          Cool. So it sounds like that entrepreneurial spirit was kind of always a part of who you are regardless. Like you knew you wanted to own your own business.

Chris Dreyer:                                          Oh, yeah. For sure.

Brett Harned:                                          And the tipping point was really getting the experience in an agency on top of that SEO experience that you kind of just gained on your own.

Chris Dreyer:                                          Yeah. And if I'm being totally honest, I was into the party mode, immature in the affiliate days. And I wasn't ready to have an actual business until about 2013.

Brett Harned:                                          Yeah. So I got to know, working in that agency, knowing you wanted to do your own thing, did you kind of have any hesitation when it came to not just starting a business, right? Because you could start a business and do your thing as one person, but having to hire people and then lead them? Like any hesitation around that?

Chris Dreyer:                                          That's a great question. And I'll say no. And the reason is because when I was running my affiliate marketing business, I was cruising this Keyword Academy forum. And I was reading about the most successful affiliate marketers and they all had teams, and they were utilizing Upwork, and back then, I can't remember what it was called. It was called something else. And I had a team from my affiliate sites. I had processized everything myself, you know, do it, document it, delegate it, type of situation. And I already felt comfortable working with the team. So when I went in, at first, I didn't have the revenue to work with a team, but I knew that pretty quickly I was going to start delegating.

Brett Harned:                                          That's cool. That is a level of awareness that I haven't seen in too many people in your kind of position. You know, I know a lot of agency owners who grew businesses from being successful as a developer or designer. Right. And then they find themselves with several employees, in more of a business role, and they kind of get to this point where they're like, oh my gosh, I just want to go back to doing that thing that I love that brought me here.
                                                      On the flip side of that. I think I've also known some owners who just can't let go of the day to day, right? Like, they're still working in the business when they arguably should be working on the business, but I get it. Right? Like, you build this thing that's kind of core to who you are, to what you do well and you want it to do even better. Right. So I guess my question out of all of that is how do you let go? Was there anything that you had to set yourself up for, think about, be ingrained in who you are, to be able to trust people that you've hired?

Chris Dreyer:                                          That's a really interesting question. I think the first thing is self-awareness. As an owner, your employees are never, for the most part are never going to care as much as you do.

Brett Harned:                                          Right.

Chris Dreyer:                                          They don't, they aren't the owner. I think the worst core value that any company can apply to their core values is ownership mentality. I think it's a joke. You're the owner. You do have that mentality. If you're not you're the employee, but you have to surround yourself with great people. And I think that just understanding that if something is 70% is good as is what you do, and maybe you can get them to that 80 or 90%, there's an opportunity to scale and grow because I only have so much time, so much capacity to do these things and I'm going to have to bring other people on to grow.

Brett Harned:                                          Absolutely. That makes sense. What what was kind of the tipping point for hiring your first employee?

Chris Dreyer:                                          The tipping point was I was getting demand for skills and needs that I didn't have the expertise in the beginning. It was a lot of web development, email and hosting migration and design type of a lot of times, you won't find a web designer that can also code and you need to break up those roles. But I found kind of the unicorn.

Brett Harned:                                          Right.

Chris Dreyer:                                          From an acquaintance, just kind of luckily the could do both. So that was actually my first hire. And he's actually my president today. Steven Willie, has great soft skills, but also a very strong strategic mindset. Looking, now I have a second agency, Esq Marketing and my approach has been a little bit different. It is... My first hire is going to be a project manager to get the president out of the weeds so that he can focus on selling and business development. And then a lot of that early investing is going to go into marketing. Rankings, my first like, 15 hires were all service oriented individuals before I hired support or business development.

Brett Harned:                                          Interesting. Okay. So where is your team now? How large is your team? And then I'm interested to know, what do you really like about your team? Like, what do they do really well? How do you kind of talk about them?

Chris Dreyer:                                          That a good question? We are at 21 people and our MRR right now is he gets around 520, 520K MRR, monthly recurring revenue for Rankings, not for Esq. And we could have a lot more staff because the general rule is 200,000 rows per employee. You know, it's kind of a general rule of thumb, when you compare it to Top Line and Also Get Sold. But we structured our agency in a different way where we're mostly composed of strategists and project managers and the technician, the doers, are strategic partners, and the benefit. As you know, there are tons of digital agencies that are the doers that are specialized in one thing, link-building, content, local SEO. So that's who we partner with. It makes it easier to look at margins and deliverables because we can factor those into our costs. Also helps with capacity situations for scaling, or we can throttle up or throttle back our capacity if needed. And it doesn't affect our full-time staff and having to furlough individuals.
                                                      So it's a very long-winded way of saying, we're structured through project managers and strategists. And what I like about it is people own their specific function. And we have a marketing function that's owned by an individual, that I can be that visionary for that side of things. And then it's executed. The same for finance, the same for operations and account management. And I can kind of have this bird's-eye head up approach, looking down at where's the holes, what can be improved as opposed to being in the weeds of my head down. Just always focusing on the work.

Brett Harned:                                          Yeah. So it sounds like in that structure, trust is really important. Would you agree with that?

Chris Dreyer:                                          Absolutely.

Brett Harned:                                          Yeah. So in order to kind of continue to be successful as a business to continue to grow, you've got to build that trust. I'm curious, what are things that you might do as a CEO or a founder, or honestly, even someone who's really invested in the business, as a leader within your business. Like, what are the things you have to do to, to build trust with the team?

Chris Dreyer:                                          I think it starts with communication and candid conversations. We referred to ourselves a long time as being radically transparent with the company. Anytime we let go an employee, we explain why, which is tough to hear sometimes, or you would even share our top line revenue numbers, how much specific clients were paying us, all of these types of things, even the ranges for our salaries. They know what our ranges are for comp bands. So a lot of transparency, and just great, a very large emphasis of communication. As much as we can through a remote based company. So we have very specific tools, Trello we use for workflows, Slack we use for communication, Zoom for video and when we need to have a deeper conversation. So things aren't misinterpreted through inflection, and then we're working on Notion for a knowledge base.

Brett Harned:                                          Right. Okay. So kind of related to that, what kind of mindset do you think that a founder or a CEO needs to take on when they're leading a company, but also when they're leading a company with goals for growth?

Chris Dreyer:                                          I think the most successful CEOs that I've been near or congregated with, or they have a lot of similarities in that they're drivers and they're doers. Everyone's heard wantrepreneur, entrepreneur, ruminator, individuals that ruminate on decisions. It's, at the end of the day, you have to get as much information as you can and then make a decision and then act there's even some quotes, like, get it done and get it right. Ready, fire, aim, and Michael Masterson, I believe, but it's just, you have to make a mess. You can read everything in the world and ruminate and have this education, but at the end of the day, you have to experience these situations to learn from them.

Brett Harned:                                          Yeah. We, we kind of share a similar value at TeamGantt a kind of phrase that's been thrown around is done is better than perfect. Right? So this idea of like, just get something out there, see how it does, and then continue to iterate on it and make it better. It's sounds like we have similar ways of thinking there. When you're talking about kind of how you operate in the business and how you work with different people in the business that made me wonder, are you the thing or the person that kind of drives productivity or motivation within the company? Or is there something else that you think makes your team work well together?

Chris Dreyer:                                          I think everyone does like that I'm a visionary and I have these ideas and bring innovative approaches, but my president really embodies that role of integrator where he's the glue of the company, amazing soft skills, amazing team player. And he kind of holds the whole organization together. And I think that he's of large component, I think my directors are great managerial leaders. I don't like the word manager. I prefer leader, coach, or mentor. And then I think traction and just having our own internal jumbo-tron, our own scorecards leads to competition, and self-awareness. It helps with motivation.

Brett Harned:                                          Absolutely. It's almost like you knew where I was going with the next question. So, you mentioned traction, and I know that at Rankings, you've kind of implemented EOS, which is entrepreneurial operating system. I've already told you, I don't know too much about it. So maybe you could just talk a little bit about what EOS is, and maybe even your decision to kind of implement EOS with your leadership team or within your team.

Chris Dreyer:                                          My story with EOS is I was in Vistige, a peer group, and I noticed one of the individuals in my mastermind was implementing EOS. And I got to see how it affected his business in such a positive manner, before I even was aware of it. And basically what it is, it's the entrepreneurial. I can't pronounce it.

Brett Harned:                                          It's the worst word.

Chris Dreyer:                                          Entrepreneurial operating system. Or otherwise it's just a simplified business framework. A comprehensive framework to manage your business through people, vision process, traction, data, probably missing one, but myself, I was a technician, an SEO guy. I didn't go to school to business school. I didn't have a mentor guiding me. I had to kind of fall on my face a little bit. And this, ELs introduced me to a simpler way to run a business. And that's what it is. Many businesses are similar and it just provides you a guiding light in how to run a business through meetings, through data, through people, and all those different types of situations.

Brett Harned:                                          Yeah. It seems like it's a process that kind of puts in place these like, checkpoints or milestones to help you right size the way that you're working. It's almost a process for managing a business or a team, in some way. I'm curious. How has EOS changed the way that you and your team work?

Chris Dreyer:                                          Well, the first thing is, is we had to have candid conversations with people if they're in the right seat. Right person, right seat. It's basically helped us identify where individual strengths lie. And it's also allowed us to set long-term and short-term goals that are tied into smaller increments of time, 90 day rocks, and then weekly level 10 meetings, so that we're always pushing towards those annual goals. And it's not just kind of a pipe dream that you never think about. It's had a tremendous impact because there's now a data component for every department, a top level work hard that I can look at to see if the business is healthy.
                                                      There's an exercise, and I can't remember which book I read it in, but if you're the owner, imagine you're on an island and you don't have any cell service or anything, and a waiter comes up to you and he brings you a piece of paper. And on that piece of paper is the numbers that will tell you if your business is healthy or if it's crashing, what numbers are on that paper. And that's kind of the top level scorecard that you want. You can just quickly glance at, see if everything's on track. And then you have your department scorecards to see if those individual departments are running properly. What would be on that paper? And it's really helped us get clarity where our holes are, where we can improve. And we evaluate our people a little bit differently. Not only their core values, but also, if they get it, they want it, and have the capacity to do a particular task.

Brett Harned:                                          Cool. So it sounds like the benefits you're seeing are around just having that kind of more of a bird's eye view, but more of an... It sounds like an analytical point of view of how things are doing around the health of the company, but it sounds like employees might be benefiting as well. Because there's a little bit more structure around their performance and their growth and how they're impacting the business. Any other benefits that you're seeing, or maybe your directors or even, lower level is a horrible word, but other employees might be experiencing or seeing?

Chris Dreyer:                                          I think the transparent, the transparency thing of cross department individual can go look at a score card at a different department and understand where they're at and what they're working on. So I think there's that benefit. And again, the competition side of things, you have two onsite SEO specialists that have to publish X amount of content per week. You can see who's actually hitting their goals and who's missing or who's overachieving. And it brings clarity even on a production or a production type of, throughput type of situation.

Brett Harned:                                          Yeah. That's got to help you make some pretty critical business decisions around hiring and workloads and all of that stuff too, which is cool. Are there any challenges with getting, going with EOS?

Chris Dreyer:                                          When you get started with EOS really have two main options. It's if you're going to self implement, and that's difficult, that's what we did. I watched every YouTube video I could. I read all six EOS books and you can count Fireproof as a seventh book, several times and listen to as many podcasts as I could. And still we had challenges, self implementing. The other option is to hire an EOS certified implementer to kind of be a chairman to guide you. For those of who can afford that level of investment, that is definitely the approach I would take. A non non-biased chairman to guide the implementation at least for the first year. And it's definitely a challenge.
                                                      So those are your two options, but really self implementing is very challenging. Even ourselves, after self-implemented for three years, we actually hired a chairman for our fourth year to continue with us on our annual planning and quarterly rocks. Sometimes when we choose these 90 day rocks, a lot of times they're not smart, measurable, specific, whatever, the smart goals. They're a little bit too subjective. And at the end of the 90 days, we're like, well, did we... Did we do the 90 day goal or not? And it be very clear.

Brett Harned:                                          Right? Well, I mean, it sounds like any other kind of like formalized process. There are steps you have to follow, things that you have to do to make sure that you're maximizing the benefits of that process. Right. I'm sure that it's easy to stray from those things, especially if you're self implementing and I'm sure that there are ways that a lot of folks are cutting or hacking or are doing things within EOS that work better for them, which I'm on board with that, when it comes to any process. Right? Like I talk about that stuff all the time within project management, but you've got to do what works for you. And if you're seeing benefits in doing something a certain way, then why wouldn't you push in that direction? The idea of hiring an implementer is an interesting one too.

Chris Dreyer:                                          Yeah. And it's not to me, and the level of investment's different for everyone, but you do a few day planning session and then you start doing an annual planning and then quarterly. So it's not like they're meeting every week. Yeah. It's not like where it's super high fee because you're not meeting as frequently. You're meeting quarterly once you get going.

Brett Harned:                                          So there's a lot of focus on, on meetings, right? Kind of like ceremonies and agile, that kind of thing.

Chris Dreyer:                                          Yeah. They, they had this level 10 meeting. It's an hour and a half. It can be shorter. It's got a specific structure to it. I am not a fan of meetings. So if they're status updates, I'm not a fan of them. If we're actually accomplishing something, then I'm all for the meetings. So I think things like loom or scrum reports, what did you work on? Where are you stuck? What's coming up. I think those things are great outside of a meeting, but this level 10 meeting has a specific agenda that you follow. And it's been perfected through 10s of thousands of businesses and it's been very powerful for our organization.

Brett Harned:                                          Cool. Well, we can't dig too deep into EOS here, but I do want to mention that we'll drop the names and links to the books that you've read the seven books, including Fireproof. You mentioned in any other info about EOS in the show notes. So if people do want to dig into that, they can. But I'm coming up on my last question for you, unless there's anything else you want to talk about related to EOS?

Chris Dreyer:                                          I'll let you lead the show.

Brett Harned:                                          All right. So at the end of every episode of Time Limit, we kind of asked the question leading back to the title of the show. So, we're all working under limits, whether it be with time or resources, whatever it might be. And you could take this question in so many different directions, but I'm curious. On the days where it feels like you just don't have enough time, there are so many things for you to do, so many different places you could focus. What's the one thing that you do or use to help you prioritize that work? Like how do you find your focus?

Chris Dreyer:                                          That is a deep question there. I'm going to answer it a little bit different. One of the most helpful things that I've done is I've structured my week into daily themes. So Monday meetings, Tuesday's my account management, Wednesday marketing, Thursday podcast, Friday freedom, you know, anything. So when I... I still do a little bit of account management for my big clients. So if they want to set consult or I have to do SEO work, I always set it on Tuesday.

Brett Harned:                                          Okay.

Chris Dreyer:                                          If I'm going to have a meeting with my team, I always set it on Monday. I'm going to do marketing, it's Wednesday. So I know that it's predictable of what type of work I'm going to... I can get in that mindset that I'm going to be doing marketing or podcasting or doing client work. And just, it allows me to be more efficient. So that's one of the things I do to help prioritize what's going to be worked on, on a daily basis.

Brett Harned:                                          That's awesome. I love that. I've actually been getting into a similar rhythm with my work. Just more so dependent on like you said, the type of work that I need to do based on that. So I'm, I've started to rough that out in my calendar and I follow along with that and it's really been helping my productivity in terms of like time spent on things. Now, of course, there's always days where something creeps in and you do something else, but at least if you have that focus time for one thing each day, I found that to be really helpful. Awesome.
                                                      Well, Chris, thank you so much for joining me on Time Limit. It's always a pleasure to talk and really interesting to hear your background, how you kind of started growing Rankings, and I'm really excited to see where you take it to. So, thanks again.

Chris Dreyer:                                          Yeah, Brett. Thanks so much for having me.

Brett Harned:                                          All right. That's it for this week's episode of Time Limit, be sure to check out the show notes for links to those EOS books and to learn more about Chris and Rankings. And do me a quick favor. If you're enjoying the show, subscribe, and share it with your colleagues or on social, and if you're really feeling it, write us a review. And I'll see you right back here for our next episode. Thanks so much.

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