How He Turned Door Knocking Into $250M
Wealthy Way
Ryan Pineda
4.9 • 2.2K Ratings
🗓️ 10 April 2026
⏱️ 94 minutes
🧾️ Download transcript
Summary
Ryan Pineda and Brian Davila host Sam Taggart as he breaks down how he transitioned from door-to-door sales into building a $70M roofing roll-up, sharing deep insights on sales culture, private equity strategy, and scaling service-based businesses.
Connect with Sam -
https://www.instagram.com/thesamtaggart
https://thed2dexperts.com/
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If you want to start your real estate investing business, we'll give you 1:1 coaching, seller leads, software, & everything you need. https://www.wealthyinvestor.com
If you're a business owner who wants to get in peak physical shape, we can help! https://www.allproceo.com
Join our private mastermind for elite business leaders who golf. https://www.mastermind19.com
Join free Bible studies and workshops for Christian business leaders. https://www.tentmakers.us
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CHAPTERS:
3:21 - Roll-Up Strategy Explained
10:27 - Why Cashless Merger
15:06 - Growth Targets & Exit Plan
19:13 - Roofing Business Breakdown
29:49 - Biggest Bottleneck in Scaling
36:16 - Short-Term vs Long-Term Wealth
41:32 - Starting a Roofing Company
59:00 - Recruiting Hidden Talent
1:02:07 - Sales Team Power Struggles
1:04:03 - Door-to-Door Conversion Math
1:07:26 - Craziest Door-to-Door Stories
1:15:28 - Why Roofing Has Opportunity
1:19:17 - Solar Industry Collapse
1:30:34 - Private Equity Risks & Strategy
1:32:25 - Scaling with Data & Systems
Transcript
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| 0:00.0 | All right, today we're going to talk about the service-based industry. |
| 0:02.8 | I have got an expert in here who is not only in door-to-door sales doing millions of dollars, |
| 0:06.9 | but now they are rolling up roofing companies with an annual revenue of over $70 million right now. I've got Sam Tagger. What's up, man? How are we doing? I got my bald co-host, Brian DeVilla. What's up? He has a name for all the people in the comments, not just the bald guy. |
| 0:21.3 | But dude, you actually just shaved your head off too. |
| 0:24.7 | I know. Villa, what's up? He has a name for all the people in the comments, not just the bald guy. |
| 0:37.8 | But dude, you actually just shaved your head off too. I know. I was going to go bald, bro. I had backed out last minute. And the buzzer didn't work very well. It was on the main stage. 3,000 people. He had like hair down to here. Oh, really? Yeah, he had super long hair. And I was just like, let it fall. |
| 0:38.7 | I wrote a poem. |
| 0:39.4 | And I picked a... He shaved it on stage at their door to door con event. Why? I picked a rando. It was, it was actually symbolic. And it goes into this roofing thing actually, like the deeper meaning of it. For like three years, I had long hair. and I realized like I kind of had this had this, like, chip on my shoulder of, like, F, everybody, I don't care. Like, I'll just be me. Yeah. And I kind of was like, you know, I'm stepping in as a CEO of this roll up. And I was like, I kind of need to grow up, you know, like this morning I'm going to call with a big bank. You know what I mean? Like I show up with their sales guy anymore. It's like I kind of need to like, you know, this is a bank that's going to invest, you know, potentially in this business. I'm in a ponytail. And I kind of had this ego. You know what I mean? Yeah. And I'm like as much as people don't think they judge, they judge. They judge for sure. |
| 1:27.6 | It's like, let's not, they kid it. And it's like, they're gonna pay attention to your parents. They're gonna pay attention to your hair. They're gonna pay attention to how you talk. And it's interesting, like, I was like, you know, I gotta drop the ego and grow up and enter into a new chapter. And it's been like a good chapter. and now I'm stepping into another chapter and it's exciting. |
| 1:45.4 | There we go. |
| 1:46.3 | I'll feel that. |
| 1:47.3 | I just, my beard used to be like, And it's been like a good chapter and now I'm stepping into another chapter and it's exciting. |
| 1:45.0 | There we go. |
| 1:46.0 | I feel that. |
| 1:47.0 | I just, my beard used to be like disgusting and I felt the same thing. |
| 1:51.0 | I was like, okay, I got to like grow up a little bit. |
| 1:53.0 | Exactly. |
| 1:54.0 | Yeah. |
| 1:55.0 | That's why I don't dye my hair anymore. |
| 1:56.0 | I've grown up, you know? |
| 1:57.0 | But like there's some fun to it where you're like, I like being different and I like being weak. |
| 2:02.6 | But then you're kind of like, what's it costing me? |
... |
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