How I Earned $500k While on Vacation

Disruptors

Steve Trang

Business, Investing, Careers

5 • 741 Ratings

🗓️ 26 October 2025

⏱️ 92 minutes

🔗️ Recording | iTunes | RSS

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Summary

What if your business could make half a million dollars… while you were on vacation? In this episode, real estate entrepreneur Dean Rogers shares how he built a business that earned $500K in 32 days while he was completely unplugged, spending time with his family in Hawaii. Dean opens up about how he went from being tied to every part of his company to finally creating a self-sustaining, system-driven business that runs without him. Alongside Stratton Brown, the two dive deep into how entrepreneurs can scale their income and freedom simultaneously, breaking down the systems, leadership principles, and mindset shifts that separate high earners from high performers. Whether you’re building your first business or looking to step away from day-to-day operations, this episode will teach you how to design your company for profit, freedom, and peace of mind. 💡 In This Episode You’ll Learn: ✅ How Dean earned $500K while on vacation. ✅ The systems that let his business run without him. ✅ How to hire and trust the right team. ✅ Why delegation and leadership are key to scaling. ✅ How to design a business that funds your lifestyle. Follow Dean Rogers https://deanrogers.com/ https://www.instagram.com/deanrogersrealestate/ https://www.youtube.com/c/DeanRogers Follow Stratton Brown https://www.instagram.com/strattdaddyy/ https://www.youtube.com/@Strattdaddyy https://dealchamps.com/apply/ Deal Champs Podcast https://www.youtube.com/@dealchamps Watch this episode on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ https://youtu.be/OvTbDMpTkgo 📞 Get More Sales with Objection Proof AI 🤖Try Out Our AI: Text the message "AI CALLER" to the Phone Number "33777" Or Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://objectionproofselling.com/ai-sales-agent-yt⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Objection Proof AI YouTube Channel https://www.youtube.com/@ObjectionProofAI Review and Score Your Sales Calls for FREE! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://objectionproof.ai/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ To Close More Sales Faster: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://objectionproofselling.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Get 10% OFF on InvestorLift. Use promo code DISRUPTORS. Earn MORE in wholesaling—FAST! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://get.investorlift.com/disruptors/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Share this with someone who would find this information valuable.👉 For more excellent free content! Subscribe to Our YouTube Channel ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/@DisruptorsPodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Schedule a free call with our Millionaire Advocates to discuss your situation and receive personalized advice. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://rb.gy/e0cqfh⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Get Connected ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tap.bio/@stevetrang⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Disruptors Podcast is on iTunes/Apple Podcast and Leave a ⭐️⭐️⭐️⭐️⭐️ Review Disruptors ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://apple.co/31geW6H⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Spotify ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://spoti.fi/3oatzkY⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Take Your Sales Team To The Next Level! Learn more about our Sales Training, Workshop, and Mentorship! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://objectionproofselling.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Want to Work with Us? We’re looking for people who want to invest in real estate. If this is you, go to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.teamwithsteve.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. LOOKING FOR A NEW CAREER? DISRUPTORS IS HIRING! Want to work with us? ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.disruptorsjobs.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow Steve Trang at Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/steve.trang⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ TikTok: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.tiktok.com/@stevetrang⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/stevetrang⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.twitter.com/stevetrang⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ WANT TO BE A MILLIONAIRE OR ARE ONE? Click here: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://objectionproofselling.com/millionaire⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Transcript

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0:00.0	So now I'm out a bunch of money. I got to really look at this P&L. Because like this, this isn't
0:03.9	adding up. I didn't check it enough because they created fake PayPal accounts to send themselves money. Lots of bonus payroll. Well, I had to write a check into this company a couple times. The time came. I was like, hey, so-and-so, Mr. Partner, like, I'm writing in checks. Are you going to write in check's like, no, I'm not doing that. I was like, bro, these people need to like actually eat.
0:21.1	Like, I'm not going to miss payroll. And then he didn't'm not doing that. I was like, bro, these people need to, like, actually eat. Like, I'm not going to miss payroll. And then he
0:22.7	didn't want to do it. I was like, hey, I need someone who's, quote, unquote, an integrator.
0:26.9	In all reality, I could have hired on an assistant instead of giving up 50% equity. I talk about this all the time.
0:31.6	Lost $187,000.
0:33.0	Got into another deal in San Diego,
0:35.5	and it was a guy running a Ponzi scheme.
0:37.6	And he caught me just wanting to do that next deal,
0:40.7	didn't do any do diligence on it. All the money I had made, I now basically lost. I just still was holding on to that NFL player ego of like, I made it already. So for me to ask for help looked weak. I was supposed to have already made it and been rich and wealthy. And I made it harder on myself by not asking for help. Welcome and thank you for joining us for today's episode, Disruptors, where millionaires are made. Today we've got Stratton Brown and Dean Rogers, and they flew in from California. Dean's going to be talking about how he made nearly half a million while on vacation, which is pretty remarkable. And Strauss will be talking about how he's gone all in the AI so he'll never have to hire another human again. Now, guys, I am on a mission to create 100 millionaires. The information on this show alone is enough to help become a millionaire in the next five to seven years. If you'll take consistent action, you'll become one. And if you're already millionaire,
1:27.7	we want to recognize you here on the show. Please scan that QR code right now on the screen. So we can highlight you here. And if you're not a millionaire yet and you want some help, go ahead, scan that same QR code. Now, before we jump in, if you're here to learn how real entrepreneurs are building real empires, hit that subscribe button because every week we're dropping lessons that can create your first or your next million and our AI lead manager is now live and
1:46.8	doing live transfers so if you guys want to be you guys hit that subscribe button because every week we're dropping lessons that can create your first or your next million
1:44.6	and our AI lead manager is now live and doing live transfers so if you guys want to check that out
1:49.0	go to objectionproof.AI and schedule a call with our team we'll see if we can get that AI lead
1:54.3	manager up and running for you guys so it's been you got to put on the hoodie it has the objection
1:59.8	proof AI instead of disruptors
2:01.4	There's no way I'm wearing a hoodie right now
2:04.6	It's cold in here I will be sweating like crazy so Strand's already introduced himself all right so it's been a couple of years
2:11.2	Since you guys were here
2:13.5	You came on December 22. We were talking about at that point, you had started working with some students,
2:20.5	there's some joint venture deals, and you were on not that much later talking about
2:25.5	call magicians.
	...

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