2225 - The Multi-Factor Authentication is Your First Line of Defense Against Cyber Threats with ReachOut's Rick Jordan

1 Jul 2025 路 20 min

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Episode Title

2225 - The Multi-Factor Authentication is Your First Line of Defense Against Cyber Threats with ReachOut's Rick Jordan

Episode Overview

  • Host: Josh Elledge
  • Guest: Rick Jordan, Founder & CEO of ReachOut Technology
  • Focus: Insights on cybersecurity and AI, emphasizing proactive measures for business leaders to protect their organizations.

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Key Themes & Discussions

Introduction to Cybersecurity and AI

  • Human Element in Technology:
  • Rick discusses the significance of relationships formed through technology, particularly gaming, as a bonding experience with his daughter.
  • This personal aspect sets the tone for integrating human factors in cybersecurity.

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ReachOut Technology's Approach

  • Service Offering:
  • ReachOut provides enterprise-level cybersecurity solutions for small to mid-sized businesses (SMBs).
  • They employ a growth-by-acquisition strategy to integrate smaller IT service providers, enhancing scalability and cultural alignment.

Practical Cybersecurity Measures

  • Key Recommendations for SMBs:
  • Multi-Factor Authentication (MFA): Essential for verifying user identity.
  • Employee Security Training: Crucial for raising awareness about threats like phishing.
  • Credit Freezes: Suggested as a preventative measure against identity theft.

Communication as a Cornerstone

  • Rick emphasizes the importance of communication in fostering a culture of security.
  • Effective communication is essential not just between tech leaders and their teams but also in personal contexts (e.g., parent-child relationships).

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Rick Jordan

Profile

  • Background: Rick is a recognized speaker, coach, and cybersecurity expert. He emphasizes the importance of simplifying cybersecurity for SMBs.
  • Media Presence: He engages with audiences through various media platforms, sharing insights on cybersecurity and personal development.

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Insights on Cyber Threats

  • Current Threat Landscape:
  • Phishing remains a top concern; the sophistication of scams has increased due to AI.
  • Cybercriminals leverage AI for more efficient and scalable attacks, making traditional defenses less effective.

Action Items for Leaders

  • Immediate Steps:
  • Implement MFA: A foundational cybersecurity measure.
  • Conduct Security Awareness Training: Educate employees about potential threats.
  • Freeze Credit Reports: Prevent unauthorized account openings.

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Episode Highlights

  • Technology as a bridge for personal connections.
  • Growth through acquisitions in the fragmented cybersecurity industry.
  • The increasing threat of AI-driven cybercrime.
  • Necessity of MFA and continual employee training.

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Conclusion

  • The discussion reflects a balance between technical tools and human empathy in cybersecurity.
  • Rick's insights underline the importance of proactive measures and communication in safeguarding digital assets.

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Useful Links

  • [Rick Jordan's Website](https://www.rickjordan.tv/)
  • [ReachOut Technology Website](https://reachoutit.com/)
  • [Rick Jordan on LinkedIn](https://www.linkedin.com/in/mrrickjordan/)

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Final Thoughts

  • Josh and Rick's conversation serves as a reminder that cybersecurity is not just a technical issue but also deeply intertwined with human behavior and communication. Adapting to this reality is essential for any business aiming to thrive in a digital-first environment.

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Transcript

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0:05Hey there, thoughtful listener. Are you looking for introductions to partners, investors, influencers, influencers, influencers, and clients? Well, I've had private conversations with over 2 ,000 leaders asking them where their best business comes from. I've got a free video you can watch with no opt-in required where I'll share the exact steps necessary to be 100 % inbound in your industry over the next six to eight months with no spam, no ads, and no sales. What I teach has worked for me for over 15 years and has helped me create eight figures in revenue for my own companies. Just head to upmyinfluence.com and watch my free class on how to create endless high-ticket sales appointments.

0:51Also, don't forget, the thoughtful entrepreneur is always looking for great guests. Go to upmyinfluence.com and click on podcast. I'd love to have you.

1:05with us right now it is rick jordan rick you're a speaker you're a coach you're an ai and cyber security ceo your your company is reach out uh and that website is reach out it.com uh rick you're also a bit of a media uh celebrity uh your personal website is rickjordan.tv and you host the show All In with Rick Jordan. Rick, it's great to have you. Well, Jake and Josh, good to be here, my man. Thanks for having me. Yes, all the way from Chicago. My wife is originally from Chicagoland and congratulations on the Pope. I don't know if you have anything to do with his selection, but nonetheless, a point of pride for Chicago yet again.

1:48Not that level of influence as an influencer. Well, Rick, before we get going talking about the work you do, And I definitely want to talk about, you know, what's going on in particularly around AI security. What I would imagine someone like you probably has some some hobbies or some passions or things that you've been geeking out on lately. Man, it's been lately. I just picked it up again, I would say. And with my daughter, of all people, too, playing Call of Duty on Xbox. Yeah. Black Ops 3, I think, is what it is. And yeah, I heard stories like during the day she's playing by herself. You know, she's like, I got to get as good as that.

2:23I got to keep up with them. But it's a lot of fun. A good friend of mine, Clinton Sparks, he's a large music producer. He also heads up the Global Gaming League. And when he and I were on a show a couple weeks ago together, he was talking about how the percentage of gamers, like 48 % are female. I'm like, dude, that makes sense. I'm like, this is what I'm doing with my daughter these days. Yeah, especially when you take into account mobile gaming, games in totality. I've actually even heard that it's actually a larger percentage. The majority of gamers are female. You know, again, you know, take all platforms into account.

3:00You know, what a great, you know, opportunity for bonding. You know, my wife and I play Super Mario Party, and we play at least once a week. And it's just, you know, it's just so much more fun than, you know, maybe more passive activities, like watching shows and stuff, which is fine. We enjoy that as well. But, you know, it's like you get the competition going. There's so much to talk about or high five on each other. Listen, dads game with your kids. If you're not already doing that. No joke. I've always held this thing of about a proximity. When I talk about spending time with my kids, you know, cause my oldest to my daughter, who I'm talking about, she's one of a twin, a boy, girl, twin.

3:37They're 17 years old. And I've always talked about the word proximity. Cause even when they were first born, you know, it was like, even if I had to just go get some deodorant from the drugstore or something like that, I would grab a kid, man. when they were just two months old and just take one. It's like, all right, it's your turn. I didn't have to, but I just wanted to. And that's what they've grown up knowing. So now just being in the same room is quite relaxing with all of them. You're a Midwest guy. I don't know if you have memories of like, you know, my dad, he just like anytime there was a project, he just, I'd be, a lot of times I wouldn't be doing much.

4:07I'd just be sitting there watching him work on whatever, hand him the red handled screwdriver or whatever, you know, occasionally. but you know in in retrospect I'm so grateful for that I really am you know even if I was bored out of my mind at the time at least you know again proximity yeah for real yeah Rick hey let's talk about the work that you do and again I know you do a lot of education speaking around AI and cyber security and obviously that that kind of gets into the work you do with reach out do you mind just giving us a kind of an overview of your impact in the world today yeah for sure well right now, I mean, I took ReachOut public about 18 months ago, and we reverse merged.

4:46We actually just announced the name change of the public company at our frequency holdings this week, because it's a modern tech holding company to actually put together these symbiotic organizations underneath. ReachOut is most definitely the flagship right now as a cybersecurity and IT service provider to small and mid-sized businesses. But now we're also launching Trustless, which is a blockchain identity secure data exchange platform, quantum level encryption, two key system, proof for the transaction on both sides just to help secure everyone's data and retain ownership of the people that actually own the data so it doesn't go out the window.

5:20There's nothing that exists with it right now, but that's because things like the U.S. Treasury happened a couple of months ago. It's just insane how these things continue to happen. We're trying to plug those holes in a fragmented industry. That's what I keep calling it, is a fragmented industry, especially for SMBs. They call their IT guy, and they don't even know if their IT guy can truly help or they think they can. And for the most part, they're out of their league. So hopefully we can just plant our flag across the United States and just build up this nationwide brand, kind of like the T-Mobile of IT and cybersecurity for small midsize business.

5:54Yeah. And I see that ReachOut's growth has been driven by a lot of acquisitions. Do you mind me sharing a little bit about your growth trajectory with ReachOut? Yeah, absolutely. It was a few years ago when I started learning about acquisition growth or growth by acquisition M &A. And taking a look at how we were growing, it was great. We were pushing through. But I got to the point to where it's like, you know what? I don't want incremental growth anymore because I have a vision that's beyond what incremental growth can provide when it comes to speed. There's no way I don't think that you can incrementally grow, at least in a service-based industry, even over a span of, let's say, two decades, and cover all of North America.

6:36I think it's kind of impossible to actually make the kind of impact that I want. So when I took a look at the acquisition models, like this is the way to go. We plant our flag across the U.S. We inject our scalability, our profitability, our SOPs, our operational maturity levels, and rebrand. And now we have that T-Mobile of IT and cybersecurity. So acquisition-wise, I will say that there's been some hard knocks around M &A. We acquired several large firms at first, the same size and one that was even a little bigger than us. It was very difficult to integrate the larger firms that were really around relatively the same size as us.

7:16And really, it came down to the people side because it was culture. And keeping on the sellers, that was a little difficult because they still had their idea about how things should run. They were selling to take some chips off the table, wanted to be part of something because they stagnated and just couldn't figure out the next step to grow their business past a certain point. But then when they came in, I mean, you hit seller's remorse because you go from being like the man or the woman to now I'm a man or a woman within a larger organization. It's a little bit of an ego hit, even though most of them I think meant well.

7:49It just didn't translate into actual application. So that, of course, when you inherit all those employees as well, that used to be theirs, now they're yours. That still has a reverberating effect across the board if you have a fight of culture. So now our target is to get some fast-moving, smaller managed service providers across the country. Rather than$5 million in revenue, which is big in this industry, maybe$500K to$1 million. plant our flag and then we can inject the organic revenue growth vehicle into those markets and two to five x them is the intention with each of those markets within the next two years and you know instead of two or three acquisitions a year large ones maybe we could do five or ten or 15 or 20 as we keep on scaling up yeah well rick let's share some wisdom if you can uh you know here we are getting close to, you know, halfway through 2025.

8:41What do you find yourself talking most commonly to business leaders out there regarding the things that they should be most concerned about in and around security, particularly as it pertains to AI? Yeah, AI, the biggest thing that we're facing when it comes to AI is AI fraud. Yeah, and that hopefully trustless can resolve some of that. But AI, I mean, the playbook hasn't changed, man. You know, when I speak specifically on cybersecurity, I'll usually post a photo of a family from Sri Lanka, you know, because it looks like just a benign family that's across the world. And then I say, but this is who's hacking you.

9:22It's not somebody that's in this black hood in a dark room. This is who it is. If you think about Pablo Escobar, you know, and running the cocaine empire that he had, he was a family guy. It's always a great reference back to that. These These are regular people and to them it's just business. It's not actually to them harming another human or humanity to even go that far. So when they try to do these things, I mean, it's still the same stuff. It's phishing emails. That's the biggest, social engineering. Things that come across from Chick-fil-A saying that, hey, this is our new strawberry lemonade, but when you click on it to get the offer, it wants you to log into Google or it wants you to log into Microsoft to get the offer.

9:59That's a fake page because Chick-fil-A doesn't do that. they just want to grab your username and your password, which is probably used across the board with a lot of different sites that you work with. So the method hasn't changed, but what AI has done, just like it's done in legitimate businesses, is it's allowed that to be scalable. Now instead of being able to send out 100 ,000 emails a day from this family in Sri Lanka, this family hacking business, now it could be a million emails a day. The copy is getting better because you used to be able to pick things out. Yeah, right. Like misspellings, you know, grammatical, you know, just nuances and like this just doesn't read right, you know, and you'd be able to pick that up.

10:43AI has allowed those holes to be plugged. You know, so AI has really injected a lot of scalability into the same old playbook. Yeah. Rick, how do you like when so obviously you're speaking, You're a great educator on this topic. What is the actual work that you do with either reach out or are you advising, consulting? Yeah, definitely advising and consulting is the primary. And it depends on the specific needs of the customer. You know, for example, if it's a law firm, you know, a law firm that I actually have a meeting with a little later today. I mean, as a CEO, my lane is capital, clients, and stages.

11:21You know, that's my lane as the CEO of a public company. talking with them because they have external clients that require security assessments, you know, in order for these external customers, because they might be bound by regulatory bodies like HIPAA, right? If it's a medical organization, or it might be the Department of Justice. So they have things that they have to abide by for the government in order to comply and actually do business with these outside firms, law firms specifically, in this case. So what we'll do is we'll advise and then we'll say here's what you need to do and then we'll also execute on the back end so as soon as they say thumbs up we will go right in there and we will take over everything for them you know implementing all the control measures they need and being there when the hits the fan too yeah um so let's i feel like we should give we should share a tip or some sort of an action item that leaders today might consider.

12:20It's like over the next week or two weeks or three weeks or whatever. Here's a couple of things I want you to do regarding your internal systems. Anything come to mind that you give some homework on? The very basics, right, which a lot still do not do, is multi-factor authentication or 2FA. It's been around forever, right? You log into your bank account, it sends you a text message. It's that simple. 2FA, multi-factor, or two-factor is a combination of something you know, like a password, right? And then something you have on your person, like a phone. And you need those two combined in order to gain access.

12:55Implementing that across your organization is absolutely essential because it verifies that that person trying to log in is the right person that matches that user. And, of course, gains access to everything that that person should have access to. Now, after that, security awareness training. We talked about the Chick-fil-A emails. This is actually becoming standardized and required for even having general liability insurance for any kind of business. They'll go through and they'll have a checkbox saying, do you have these controls in place? Because a lot of what we talked about, like with that family in Sri Lanka, there's no technical controls that can prevent that one person.

13:37and I always call them Bob, right, that can prevent Bob in the cubicle from clicking on the bad stuff. There's always a Bob in every organization, and the only way to combat that is with education. So security awareness training is actually required, and it's even part of the government cybersecurity framework now, which now trickles down. And the third for individuals is quite simple, man. Freeze your credit reports. It's very simple. There's three bureaus, Experian, TransUnion, and Equifax. You can download the apps for all three. So if you need to go purchase a car, apply for a credit card, whatever you want to do, it's a simple tap to unlock it.

14:15You apply and you tap it again just to relock it. It's that simple. And that prevents any unauthorized accounts being opened up in your name. Completely kills identity theft. yeah awful awful but this is just the reality of the world don't blame the messenger it just is where we are and um you know it's it's not a question of if uh you're going to have some sort of an issue it's it is a question of when because it's just becoming easier and easier and easier passwords alone and i'm coming at it from the consumer education standpoint that's kind of my media brand, like passwords, passwords that are old technology and really, really easy to get around today.

14:58Yeah, you got it. Yeah. I mean, anyone can just add two characters to the end of it. And it takes a brute force attack another several decades to try to get through it. Make them longer. Make them longer. Yeah, yeah, yeah, yeah, absolutely. Hey, Rick, tell me about, you know, folks that follow you. Do you dispense wisdom like this on a regular basis? If so, what is that? Maybe talk about your resources or your media properties, just kind of the content and education that you do. Yeah, absolutely. I mean, generally speaking, I speak to the entrepreneurial crowd, you know, how to grow, how to scale, how to make your life what you want it to be.

15:33For me, it's like cybersecurity is just the vehicle that got me to where I'm at. And I like telling the story, you know, it was about 2017, 2018. I grew up as an engineer, man, but I also grew up as a communicator, musician as well. So I had the whole right brain, left brain thing going on. I got so bored with this business back in 2017, that I'm like, I need to do something to make this interesting to me again, or I need to sell and get into something completely different. So then I pursued being a public figure. Then I pursued being a communicator and helping people grow in life and business and their relationships.

16:08all of that typically has a foundation in business. If you look at a lot of the individuals that do speak on stages to help people with whatever challenges they have in their life, they always have this business that they've developed first. So it's like you've had the hard knocks, you've been through those things, and then you can relate to everybody else. But then it grew into obviously a media personality. It speaks to communication skills. and there is nothing no matter what business you are so anybody in your audience right no matter what business you're in communication is still the most important skill set because when i go on fox on bloomberg on news nation whatever it is you know i even talked on bloomberg and cbs money talk about the elon musk purchase of twitter you know just to break that down and that's literally what i was asked like rick can you come on and break this down for america generally say yes You got it.

17:02Exactly. By the way, when that when that question comes in, many famous stories in my background just came from the can you talk about car doors falling off a Ford, whatever, with some recall? I'm like, yes, I will. Do I know anything about it? Absolutely not. Right. Remember the drones and the UFOs? Exactly. Like, would you talk about UFOs? Yeah, I'll talk about UFOs. and then rick uh you know certainly for folks that that might benefit from engaging you or your brands or your company do you mind sharing maybe next steps for that audience absolutely i mean i'm always in my dms you know if you want to get to know me and want to just push through in life and break through at mr rick jordan on instagram you want to connect in business linkedin same scenario mr rick jordan yeah i've got all of the links by the way to your website, including your personal website, rickjordan.tv.

17:59We didn't mention your book, Situational Ethics, which again, that's available on Amazon, Barnes & Noble. The links we have all set up, we've got links to everything. Give it a read. Rick Jordan, it's been great having you. Thank you so much for joining us. Thanks, Josh. Yeah, appreciate you.

18:19Thanks for listening to the Thoughtful Entrepreneur Show. If you are a thoughtful business owner or professional who would like to be on this daily program, please visit upmyinfluence.com and click on podcast. We believe that every person has a message that can positively impact the world. We love our community who listens and shares our program every day. Together, we are empowering one another as thoughtful leaders. And as I mentioned at the beginning of this program, if you're looking for introductions to partners, investors, influencers, and clients, I have had private conversations with over 2 ,000 leaders asking them where their best business comes from.

19:00I've got a free video that you can watch right now with no opt-in or email required where I'm going to share the exact steps necessary to be 100 % inbound in your industry over the next six to eight months with no spam, no ads, and no sales. What I teach has worked for me for more than 15 years and has helped me create eight figures in revenue for my own companies. Just head to upmyinfluence.com and watch my free class on how to create endless high-ticket sales appointments. Make sure to hit subscribe so that tomorrow morning, that's right, seven days a week, you are going to be inspired and motivated to succeed.

19:42I promise to bring positivity and inspiration to you for around 15 minutes every single day. Thanks for listening and thank you for being a part of the Thoughtful Entrepreneur Movement.

From the publisher
Navigating the Evolving Landscape of Cybersecurity and AI: In-Depth Insights from Rick Jordan

In this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Rick Jordan, speaker, coach, and Founder & CEO of ReachOut Technology. Rick unpacks the rapidly changing worlds of cybersecurity and artificial intelligence, and how business leaders can stay proactive in protecting their organizations. With practical advice, personal stories, and big-picture strategy, Rick shares what it really takes to succeed鈥攁nd stay secure鈥攊n a digital-first world.

Exploring the Human and Technical Sides of Cybersecurity

The conversation begins on a personal note as Rick shares how technology, particularly gaming, creates meaningful connections with his daughter. Josh adds how gaming fosters deeper bonds in his own family, highlighting the positive impact of shared digital experiences. This sets the stage for the bigger conversation鈥攈ow the human element influences technology, cybersecurity, and communication.

Rick explains how ReachOut Technology addresses cybersecurity for small and mid-sized businesses by offering enterprise-level solutions through a clear and trusted brand. He shares his unique growth-by-acquisition strategy, integrating smaller IT service providers to create a unified, scalable, and culturally aligned company. He also outlines how his team helps SMBs implement practical steps like MFA, employee security training, and credit freezes to reduce risks from modern cyber threats.

A consistent theme throughout the episode is the power of communication鈥攚hether between parents and kids or tech leaders and their teams. Rick emphasizes that cybersecurity is as much about people as it is about technology. His mission is to equip leaders with both the technical knowledge and communication skills needed to safeguard their organizations in an AI-driven world.

About Rick Jordan:

Rick Jordan is a nationally recognized speaker, coach, and cybersecurity expert. As the CEO of ReachOut Technology, Rick is committed to simplifying cybersecurity for SMBs and helping leaders take practical steps to protect their teams. He鈥檚 also a media personality and author, using his platform to educate and inspire through books, interviews, and keynotes.

About ReachOut Technology:

ReachOut Technology is a managed IT and cybersecurity company that provides enterprise-level protection and support to small and mid-sized businesses. Through a unique acquisition strategy and customer-focused approach, ReachOut is creating a household name in the fragmented IT space.

Links Mentioned in this Episode:


Episode Highlights:

  • The personal and professional ways technology fosters connection
  • How ReachOut Technology is scaling through strategic acquisitions
  • The biggest cybersecurity threats and why phishing remains a top concern
  • Why MFA and security awareness training are no longer optional
  • The importance of communication in driving cultural change around cybersecurity

Conclusion

Josh and Rick鈥檚 conversation bridges the gap between technology and human behavior. From protecting digital assets to creating stronger family connections, Rick emphasizes the need for both technical tools and empathetic...

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2225 - The Multi-Factor Authentication is Your First Line of Defense Against Cyber Threats with ReachOut's Rick JordanThe Thoughtful Entrepreneur 路 20 min
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