The Image Connection Show — Episode 22: The Myth of Effortless Style

Why Simplicity Takes Strategy: A Year-End Conversation with Rebecca Doster
We opened the show in 2025 with Rebecca and we’re closing out the year with her too.

This week, Jenny Dewberry welcomes back Rebecca Doster, Certified Master Image Consultant and color expert, for a powerful year-end conversation on one of the most misunderstood ideas in personal style: The Myth of Effortless Style.

People often assume “effortless” means easy.

But the looks we admire most polished, cohesive, refined, simple are anything but accidental. They are the result of strategy, clarity, self-awareness, and intention.

As we wrap up 2025, Jenny and Rebecca dive into what it really takes to create an image that feels natural, elevated, and aligned with who you are.

In this conversation, Jenny and Rebecca explore:

1. Why effortless style is a myth and what actually creates the look
2. The strategy behind simplicity and why it communicates confidence
3. How color, proportion, and personal identity shape signature style
4. Why leaders and professionals must treat simplicity as a strategy
5. Practical ways to refine your presence heading into a new year

A thoughtful, full-circle conversation to close out the year filled with insight, clarity, and inspiration for stepping into 2026 with intention.

🎧 Available on: Spotify, Apple Podcasts, iHeartRadio, Spreaker, Amazon Music/Audible, Deezer, Podcast Addict, Podchaser. Search The Image Connection Show.

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🎬 Watch or listen now — and share with someone ready to elevate their presence through intentional style. Available on Facebook, LinkedIn, and YouTube.

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