Digital Social Hour
Radical Honesty: The Key to Scaling Your Company | Sam Taggart DSH #1264
Mon, 24 Mar 2025
Discover how *Radical Honesty* can unlock new levels of success in your business! 🚀 In this episode of the Digital Social Hour Podcast with Sean Kelly, entrepreneur and sales leader Sam Taggart shares the game-changing mindset behind scaling companies, building trust, and embracing authenticity in life and business. From private equity roll-ups to coaching sales teams, Sam reveals how radical honesty can help entrepreneurs break free from stagnation and achieve exponential growth. 💡 Tune in as Sam dives into the importance of coachability, overcoming ego, and building resilient relationships—both in sales and personal life. Whether you're aiming to scale your company, improve your leadership skills, or find deeper alignment in your life, this episode is packed with valuable insights you don’t want to miss! 🌟 📺 Watch now and subscribe for more insider secrets on the Digital Social Hour with Sean Kelly! Hit that subscribe button and join the conversation. 🙌 Let’s grow together—don’t miss out! 💼🎙️ CHAPTERS: 00:00 - Intro 00:29 - Sam's Latest Business Venture 01:38 - Finding Businesses to Roll Up 03:44 - Ego is the Enemy: Overcoming Challenges 05:00 - Shoutout to Kinsta 07:22 - Importance of Having a Coach 11:24 - Your Second Marriage Insights 16:31 - What Went Wrong in Your First Marriage 17:50 - Navigating Tough Relationships 21:24 - Impact on Family Relationships 25:26 - Your Ayahuasca Journey Explained 28:57 - How Ayahuasca Changed Your Life 31:40 - The Experience of Having Kids 36:06 - Where to Find Sam’s Book 38:57 - Outro APPLY TO BE ON THE PODCAST: https://www.digitalsocialhour.com/application BUSINESS INQUIRIES/SPONSORS: jenna@digitalsocialhour.com GUEST: Sam Taggart https://www.instagram.com/thesamtaggart/ SPONSORS: KINSTA: https://kinsta.com/dsh LISTEN ON: Apple Podcasts: https://podcasts.apple.com/us/podcast/digital-social-hour/id1676846015 Spotify: https://open.spotify.com/show/5Jn7LXarRlI8Hc0GtTn759 Sean Kelly Instagram: https://www.instagram.com/seanmikekelly/ #highticketcoaching #coachingbusiness #howtogetclients #b2bsales #businesscoaching
Chapter 1: How is Sam Taggart revolutionizing business scaling?
No, thanks for having me.
Yeah, what's the latest thing you're selling these days?
Coaching. I mean, a lot of, I guess, the future version of people. And I'm actually selling companies. I guess the latest is I'm working on a private equity roll-up with these roofing companies. So it's selling business owners on giving me their business so that I can help them scale and have an acquisition. And it's kind of a fun project that I've been working on.
Yeah, that's needed, right? Because a lot of people struggle to sell their business.
Yeah, it's like... Do the statistics. It's like out of one out of like 10,000 companies ever actually go public or have an acquisition. And it's like... That's like 0.01%. Yeah, it's probably even less than that. Like, but it's, you know, people don't start a business with the end in mind, right? They start these businesses and then they're like five, 10 years in and they're like...
I'm bored or I don't know what to do. And where am I going with this? And now in a hamster wheel up and down on the entrepreneur rollercoaster. So I was like, what if I can help, you know, obviously our forte is more home services and direct sales. And so it's like giving that direction has been kind of an obvious next step for our consulting companies.
Yeah. There's also a lot of boomers aging out too. Yeah. Cody Sanchez talking about this. So there's a lot of businesses doing solid revenues, but they don't know what to do.
Yeah. What do I do?
Because their kids don't want to take part in it and they got an asset, but they don't know how to sell it.
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Chapter 2: Why is coachability crucial in business success?
Yeah.
That's cool, man. How are you finding the businesses to roll up?
Well, natural progression. So for eight years, we've coached, you know, door-to-door sales and mainly the roofing, solar, pest, alarm, satellite, you know, fiber, whatever. And so what's funny is the private equity money. So for eight years, we've had thousands of companies we've helped, tens of thousands of salespeople.
And our track record is just like, dude, well, 10X companies really quick because we hire a bunch of ninjas. They go out in the field and they door knock and they self-generate their carnivores. Hence the new book I came out with, Eat What You Kill. And so we teach these kind of, like yesterday I spoke in Orlando to a bunch of pressure washing, window washing companies.
And they're just like, dude, we need this. You know, they spend all this money on SEO and all these things. I'm like, what if you just got like five sales guys to go actually eat what they kill? Oh yeah, why don't we do that? So teach us how to do that. So for eight years, we've been coaching companies how to do that. And a lot of our clients, we have a hundred business owners in our mastermind.
You know, we take them for four to 40 million and they're like, bro, like we're drinking your Kool-Aid, tell us what to do next. And I'm like, private equity sector is leaving tech quite a bit because of AI and they're afraid of like all the innovation. And they're like, how do we move into more essential services? It can't really get disruptive. And you take like pest control or, you know, roof.
It's not like AI can do anything to that. And so they're needing a place to park their money. And so it's just getting really, really sexy for these financial groups. And so I'm like, guys, do you want to go make a quick 40 million? And they're like, yeah, what do we need to do, Sam? Like, we trust you, so...
Yeah. It's kind of fun. That's impressive. Well, you got the track record, so it's not as a difficult sell as for other people.
Yeah. It's not like I'm cold outreaching on LinkedIn. It's like, hey, I've coached you for three years. Do you trust me? And they're like, sure. But then you still got to be like, bro, drop the ego. Like, let's go build something like a billion dollar thing. Right. And help them.
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Chapter 3: What lessons did Sam learn from his first marriage?
Oh, not Chris Lee's mastermind?
No, Chris Smith. Oh, Chris Smith. Okay. He does campfire. He's in Hawaii, but Dan, it's like a little couples thing. And then, so I have this year, I was like, all right, I'm going to spend a hundred grand on coaching coaches. Cause there's been like a year and a half since I had like really invested money. And I was like, you're right. Like I did have a stagnant year last year.
And I was like, what was the difference? And I was like, nobody was freaking kicking me in the nuts. And I actually think like the best CEOs and the best top performers in sales, like they actually like having somebody kick them in the nuts. You know what I mean? Like real good performers are like, give it to me. It's the ones that take the emotional sensitivity and they're like, ah, no, no, no.
And they're always coming with excuses. It's like, if you had somebody in your life that was just like, like, I remember I went through seven marriage counselors. Damn. And nine years of marriage. And it wasn't until my seventh marriage counselor that was like. calling me out. You know what I mean? Like, think about that. Like, he was just like, no one is the balls to, cause I'm such a sales guy.
I sell all the other sales. I sold all the other marriage counselors on like, I'm the shit. She's the issue. And you know, like I'd manipulate my counseling sessions cause I'm really good with language. And he was just like, I'm not going to buy into your bullshit, dude. Own your truth. And he just freaking hit me between the eyes. And I was like, oh, thank you.
And what came of it is I never wanted that relationship. And I called the marriage and I got divorced. But it was like he freed me from my, I guess... like what's the word? Like I was almost like manipulating my, my happiness. I was almost like living out of real alignment. Were you lying to yourself? I was lying to myself. Like I was lying to her. I was lying to the counselor.
I was lying to myself. I was lying to, you know what I mean? And he's just like, stop lying. And I'm like, Touche. You think of fat people do that. You think broke people do that. You think, you know what I mean? I watch people like that have no money and then they lie through. I got to look good. I don't want anybody to know. And I'm like, how about you just like tell the truth.
You're broke, bro. Let's fix that. Let's start there. And nobody like wants to just say what it is. Yeah. And I was hard to get to that level. Right. Yeah.
Mindset where you can just accept everything.
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Chapter 4: How can radical honesty transform personal relationships?
Yeah. Stupid.
Because we live off feedback. Yeah. You got remarried though?
Yeah. I got remarried. Nice. I had a good three year, just like, I had to live out my single phase for a minute. I got married when I was, you know, I went on a two year service mission in Argentina and the day, basically week I got home, met my first wife. Wow.
And you know, I was, they call it missionary goggles where it's like you living in a foreign country for two years, can't touch a girl, live with a dude, always with somebody. You know what I mean? You're just like,
woman you're like finally i'm free you know what i mean and got married within nine months of being home damn yeah that's quick met married and you get engaged or you just went straight to marriage no we got engaged for four months like a four month engagement i'd never had sex with anybody i had never damn you know what i mean like it was like first girl i kissed first girl home and and it's just a cultural thing and it's like where we come from i'm from utah i grew up mormon yeah
And it was like this, again, I wrote a book called The Self Experience. That was my second book. And I talk about this, but I just was kind of living like almost an imposter's experience. Again, lying to myself. It's like, what is the world, my culture, my family, everybody want me to be? That fear of being liked. Like, think about that. Like, it's this concept of like, I need to look good.
And if I told her, no, I don't want to get married, Then her family, the investment, like I almost called off our engagement, but I was like, oh, our dad's already spent 25 grand on this wedding. See what I'm getting at? Like, and I'm like, I don't want to make him feel bad. And then I don't want to like break her heart. Yeah. Let's just get married. Wow.
Nine years later, three kids that's in the back of your mind. And it's like, that was just dumb. I couldn't own my truth.
Yeah. You see what I'm saying? No, that's crazy. You were thinking about the dad's money when it comes to marriage.
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Chapter 5: What challenges do entrepreneurs face in maintaining balance?
I'm like, this is great. Yeah. Well, a lot of guys in our space, in the coaching space, struggle with relationships. It's crazy. Coaching, entrepreneurs.
Like, I mean, I'm friends with Sean Whalen. I'm like, I watch, you know, separate. Yeah. They like got divorced and they got back together and then they just barely got divorced again. You know what I mean? And I was like, and then he had a relationship podcast and I'm like, That's tough. He's in a limelight. You know what I mean?
Like, it's like they had a great thing going, but I don't know his demons and her demons and it's her third marriage. And is it her fault? Is it his fault? Was he doing something stupid? Was she doing something? Like, I don't, it's not in my business, but like entrepreneurship's tough. I've been through a hard effing year. And, you know, financially I made,
one 100th of the amount of money last year than I did on a normal year. And I'm like, is that cause solar crash? Yeah. Solar was 60% of our business of like coaching and solar had a huge, huge decline. So we're losing most clients there. Luckily we had other industries, but I'm like, man, this is tough. Hmm.
And, you know, you look at the macroeconomic of that and it's like, that's not in my control as much, but it hurts. So I'm scrambling with overhead and I don't want to fire everybody. And I don't want to like, you know, and I'm over here like, but like, how do I double down? I'm a door to door guy. Like, I'm like, I'll put on my bag and sell more, like I'll knock more doors.
I'll have to work my ass out of this. You know what I'm saying? Yeah. But that hurts where else? Your relationship. That hurts your physical. That hurts. And that's why I woke up this year and I was just like, money's not everything. I can't let like some of these key things. And so I'm kind of on that out of this. And I'm just like, dude, I gotta figure this shit out.
I'm still figuring it out too, man. That balance is tough. Some people don't believe in balance at all.
No, it's having clear expectations and awareness of where you are in the balance. Does that make sense? Yeah. And I told her this morning, I said, D, like, because I've been in Orlando the last three days here, you know, and she's just like, I don't feel taken care of or blah, blah, blah, right? And I'm just like... I didn't call you as much as I could.
Cause I was like conversation after conversation, I keynoted yesterday and I had like a line of people for like five hours of jamming with me. And I was like, I couldn't answer your texts. I couldn't like, I was just where my feet were. And when I get home tonight, my feet are with you. Does that make sense? And I'm like, can I have some grace for that?
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