
Show Notes
After a devastating flood forced Chrishon Lampley to close her Chicago art gallery and wine bar, she turned that loss into the foundation for Love Cork Screw, a nationally distributed wine brand that has sold more than two million bottles. In this episode, Chrishon shares how she broke into the wine industry with no upfront capital, got her products into major retailers, and navigated the realities of building a consumer brand without millions in marketing dollars.
She also reveals how a wine created in honor of her late father became the official white wine of the Obama Presidential Center, and what it took to rebuild after nearly losing the business again.
Main Takeaways A devastating setback, like losing a business to a flood, can become the foundation for something bigger if you keep moving forward. Building relationships and repeatedly asking for the sale, even after rejection, can open doors that money alone cannot. Chasing notoriety across too many markets at once can cost more than it earns; focusing on one market at a time builds real traction. Consistent, face to camera content can rebuild a business faster than relying on a marketing budget alone.
Highlights Include [00:32] The flood that closed Three P's Art Lounge and led to Love Corkscrew [01:26] Becoming one of the first African American women with an on and off premise liquor license in downtown Chicago [05:58] Starting the Love Corkscrew blog as a way to heal after losing the gallery [11:14] Explaining what a negociant is and pioneering the term in the wine industry [17:30] Building Love Corkscrew from nothing through commission and consignment deals [24:41] The advice from Barefoot Wine's founders that changed her strategy [32:07] Losing her father and creating the Lampley wine line in his honor [35:00] Landing the deal to become the official white wine of the Obama Presidential Center [39:30] Running the Clink and Sip Festival and the Sipping Empower Foundation [44:29] Committing to daily social media consistency to rebuild the business in 2026
Links Mentioned in This Episode lovecorkscrew.com thelampley.com
Watch & Listen Spotify: open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t Apple Podcasts: podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
Social Media Instagram: @lovecorkscrew
Hosted on Acast. See acast.com/privacy for more information.
More from Side Hustle Pro
I kept putting off this solo episode because I did not want to get camera-ready. So I took the camera out of the picture. This audio-only life update is about the changes that helped me feel like myself again, a year after sharing that I was burned out.
One of the biggest misconceptions I see when it comes to making money is the belief that you need to start from scratch. A new certification, a brand new idea, or a completely different skill set. But the truth is, most of us already have everything we need. The real problem is not a lack of knowledge, it is not knowing how to package and position what we already know.
This week in the guest chair, Symone’ Austin shares her powerful journey from being laid off to building a thriving YouTube platform.
In this episode, I sat down with Jannese Torres, host of the Yo Quiero Dinero podcast, to talk about how she went from a corporate career in engineering, pharmaceuticals, and consumer manufacturing to building a $500K-a-year media business. Jannese shares how getting laid off pushed her to take entrepreneurship seriously and how her food blog, Delish D'Lites, became her first profitable side hustle. We talk about how she used her blog income to pay off her student loans, why she launched Yo Quiero Dinero in 2019 to create the personal finance show she wanted to hear as a Latina, and how the podcast became the engine behind her book, speaking engagements, brand partnerships, and other income streams.
If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift