Jayda Cheaves on $50K Real Estate Loss, Building a 7-Figure Brand, Motherhood & Cutting Her Circle
Earn Your Leisure
iHeartPodcasts
4.9 • 7.9K Ratings
🗓️ 23 April 2026
⏱️ 66 minutes
🧾️ Download transcript
Summary
00:00 No Blueprint Needed
01:10 Reunion And Catch Up
02:34 Growth And Systems
04:23 Real Estate Hard Lessons
07:36 Renovation Wins And Costs
15:55 Scaling With 3PL
19:20 AI For Data Decisions
27:28 Shopify Pro And Support
28:14 Team Changes And Loyalty
29:23 Clipping Your Circle
31:15 Leveling Up Credibility
32:07 Persona Versus Boardroom
34:11 Selling Your Company
35:24 Monetizing Without Ads
38:25 Documenting Growth On YouTube
40:11 CEO Lessons Ignore Noise
42:02 Pop Ups And Retail Plans
44:22 New Ventures Feminine Care
45:56 Podcast Reality Check
47:37 Investing And Money Habits
50:06 Atlanta Origin Story
52:20 Raising Kids With Wealth
01:01:50 Wrap Up And Where To Follow
In this episode, Jayda Cheaves joins Earn Your Leisure to break down the real journey behind building the Waydamin brand—from costly mistakes to major wins. She shares how losing over $50,000 in earnest money became a hard real estate lesson, while Rashad opens up about his own $400K loss. The conversation highlights the hidden costs of homeownership and why it’s still worth it despite the setbacks.
They also dive into business, branding, and AI. Jayda explains how she saved over six figures using AI, why her perspective on it changed, and how tools like Shopify have helped her scale. From staying authentic to building a respected personal brand, she gives real insight into what it takes to grow and sustain a successful business.
The episode wraps with gems on mindset, environment, and legacy—covering everything from the impact of your circle to teaching entrepreneurship early and creating multiple streams of income. This is a must-watch for anyone serious about leveling up.
#JaydaCheaves #EarnYourLeisure #Entrepreneurship #RealEstate #AI #BusinessTips #WealthBuilding #FinancialLiteracy #Investing #PersonalFinance #BrandBuilding
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Transcript
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| 0:00.0 | This is an IHeart podcast. |
| 0:02.5 | Guaranteed human. |
| 0:04.4 | No gloss, no filter. |
| 0:07.4 | Just stories. |
| 0:09.1 | Spoken without fear. |
| 0:10.9 | Person who is not generous can not be an artist. |
| 0:13.8 | The world will be at peace only when it is ruled by poets and philosophers. |
| 0:18.4 | Listen to my weekly podcast, the Pooja Abhawad show, |
| 0:21.2 | and the I Heart Radio app, Apple Podcasts, |
| 0:24.2 | or wherever you get your podcasts. |
| 0:27.6 | Come for the honesty. |
| 0:29.2 | Stay for the fire. |
| 0:32.9 | I didn't have any venture capital. |
| 0:35.2 | I didn't have anybody giving me a blessing. |
| 0:37.2 | I didn't have, like, this was something I built. So many things come up in the process that you kind of just hit with and it's like you've gotta deal with it. What has been the biggest evolution in you and your brand? We jumped from 100,000 orders to 200,000 orders within less than a year. And I love AI. I'm a clod girl. Ever since then, my life has completely changed. And I have saved over hundreds of thousands. People don't want to buy into you unless they feel like they genuinely know you. Now with your face on the brain, they want more. You want us to buy? Show us everything. And I think that's the battle that I'm dealing with now. Everybody got a pin on social media. I had this stripe outfit. I got so much backlash. I was like, maybe I should stop production on this. Like, it was bad. And that outfit sold out. And everybody begging me to restock it. You'll lose so much money listening to what people with no credentials got to say. Is there another industry that you particularly want to go into? I need something that's always generating money. That's the reason why I even go so hard with my business is because of my son. Are you keeping him around the business so he can, what entrepreneurship is at a very young age? I'm like, are you going to be an entrepreneur? And he's like, I'm going to be a rapper. I'm like, you. All right, guys, welcome back. We got a good friend of us, a friend of the platform. Jada, how you doing? I'm good. How are y'all? We're good. This is a reunion show. Yeah, yeah. That's a reunion. Three years? Three-year reunion? Probably. Probably, yeah. Probably, yeah. We did our show. So, well, I was in L.A. in LA. Yeah. I think that was four years ago. It might be. That was four years ago. |
| 2:03.3 | 2022. |
| 2:04.1 | Yeah. |
| 2:04.5 | Yes. Yeah, we did our show access over with our abilities. That was in LA when we did that. In LA. Yeah. I think that was four years ago. |
| 2:01.6 | It might be. |
| 2:02.6 | That was four years ago. |
| 2:03.6 | 2022. Yeah. Yes. Wow. And then you came to Invest Fest. Yep. Last year. And yeah, it's been, you know, great just following your journey, everything that you've been able to accomplish. we accomplished so first of all congratulations on everything thank you yeah we've been watching sharing it |
| 2:17.8 | on yeah i use my. I call y'all too when I need |
... |
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