If this resonated with you, here are additional resources:
⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift
In this episode, I sat down with longtime friends and business partners Cynthia Bailey and Dana Hill-Robinson to talk about how a friendship that started in a New York hair salon in the 1990s turned into a skincare brand thirty years later. Cynthia shares her path from an eighteen year old model moving to New York to a reality television mainstay, while Dana walks us through her years at Vogue and Harper’s Bazaar and building the beauty subscription box Cocotique.
We dig into how they finally partnered on Glowissima, why they chose to launch with only two hero products, and how they source ingredients like manuka honey and kiwi seed oil from New Zealand. Cynthia also opens up about the businesses she has closed in the past and what those experiences taught her about knowing when to walk away.
Cynthia and Dana get candid about profitability timelines, the current shift in consumer spending, and why a huge social following does not automatically translate into sales. They close out with practical advice for women who want to start a business but are worried about money and failure.
Main Takeaways
- Launch lean: start with one or two hero products instead of a full line so you can prove the concept before scaling.
- Know when to fold: it is a business skill, not a failure, to walk away from a venture once it stops making financial sense.
- Vet every partnership: joint ventures work best when both sides have a track record and clearly defined roles from the start.
- Followers are not buyers: a large social following does not guarantee sales, so keep testing your messaging and your audience.
Highlights Include
- (00:19) How Cynthia and Dana met at a New York hair salon in the 1990s
- (02:37) Cynthia’s move from Alabama to New York at eighteen to model
- (04:08) The Essence cover that became Cynthia’s big break
- (05:24) The move from modeling into reality television
- (10:26) Lessons from closing the Bailey Wine Cellar and the Bailey Room
- (14:44) Dana on pivoting Cocotique into a health and wellness hub
- (17:56) The formulation story and meaning behind the name Glowissima
- (19:14) Turning a thirty-year friendship into a business partnership
- (27:01) Sourcing manuka honey and kiwi seed oil from New Zealand
- (38:57) Digging deeper on marketing when the economy shifts
Watch & Listen
Watch this episode on YouTube and listen on all podcast platforms:
- Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
- Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t
- YouTube: https://www.youtube.com/sidehustlepro
Announcements
Applications are now open for Shift, my 12-week coaching program designed to help experienced professionals package their expertise into a profitable offer, identify their first clients, and confidently launch their next chapter.
Learn more and apply at: https://sidehustlepro.co/shift
Social Media
Cynthia Bailey: Instagram @CynthiaBailey
Dana Hill-Robinson: Instagram @DanaHillRobinson
Glowissima: Instagram, Facebook, and TikTok @Glowissima
Cocotique: Facebook @CocoTique, TikTok @CocoTiqueBeautyBox
