
This Founder Left a High-Profile Career to Create a Business That Feels Like a Love Letter: Melissa Shelton on How To Own Your Story
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5 Conversations with 5 Smart Girls.
Meet Melissa Shelton — a powerhouse creative, hospitality entrepreneur, and founder of Dear Valentine. This convo is a behind-the-scenes look at what it actually takes to go from corporate leader to intentional founder.
Melissa shares the raw truth about walking away from a high-profile career in the global design industry (hello, Vitra and Design Within Reach) to build something entirely her own — a hospitality brand rooted in travel, design, and unforgettable experiences.
Inside this conversation, you’ll hear:
How Melissa navigated imposter syndrome and the mindset shifts that helped her trust herself as a founder.
The business plan essentials she swears by before making a leap — yes, money matters.
Why collaboration and your network are the non-negotiables of sustainable success.
What social media really looks like behind the scenes for a multi-hyphenate business owner.
The power of investing in personal growth and the belief that you don’t get what you don’t ask for.
This episode is a masterclass in owning your story, leading with vision, and creating environments (and businesses) that people feel — long after they leave.
✨ Takeaways:
→ Imposter syndrome happens — even at the top. Keep going.
→ Plan for your leap — evaluate the financial and lifestyle shifts required.
→ Your network is your business. Collaboration unlocks growth.
→ Authentic storytelling is your superpower on social.
→ Entrepreneurship is a forever experiment — stay curious.
🎧 Chapters:
— Introduction + Melissa’s Background
— Climbing the Corporate Ladder in Global Design
— Imposter Syndrome + How to Navigate Doubt
— Launching Dear Valentine: From Idea to Reality
— Making the Leap: Leaving Corporate for Entrepreneurship
— The Power of Partnerships + Collaboration
— How to Build Meaningful Relationships in Business
— Navigating Social Media with Authenticity
— Why Investing in Yourself is Always Worth It
— Lightning Round: Melissa’s Inspirations, Mindset Practices + What’s Next
🔗 Links & Mentions:
Follow Dear Valentine: @dearvalentine
Learn more about Melissa’s work: dearvalentine.co
👯♀️ Want to go deeper?
💻 Join the Oui, We Roll Visual Content Course
🎤 Book Andi to Speak
📥 Explore the Obsession-Worthy Framework inside the Mastermind
🧳 Come hang inside Out of Office Club