Turning a Creative Spark Into a Retail Brand

Dear Tiffany
//
episode
016
celebrity
entertainment
growth
KPI
marketing
sales

EPISODE

016

Dear Tiffany
WITH JOHN WHEELER
Turning a Creative Spark Into a Retail Brand
Dear Tiffany
WITH JOHN WHEELER
Turning a Creative Spark Into a Retail Brand

Tiffany welcomes Karyss Bolin, founder and owner of My Trendy Trailer, for a conversation about confidence, creativity, and the reality of building a business from the ground up.

Karyss shares how the business began before she even had a trailer. She started at farmers markets, showing up every weekend with handmade jewelry, reinvesting everything back into the business, and proving the concept before taking the next step. What began as a creative outlet during early motherhood slowly became something much bigger.

The heart of Karyss’s story is not just retail growth. It is the quiet process of becoming more confident in herself. She talks about believing she was not creative, challenging herself to make one thing a day, and realizing that creativity grows when it is practiced. That confidence eventually became the center of her brand and the experience she wants customers to feel when they walk into My Trendy Trailer.

Tiffany and Karyss also talk about the harder side of business: theft, cash flow, leading a team, managing growth, and the emotional weight of having a family’s livelihood tied to a business. Karyss is honest about the moments when she has wanted to quit, even recently, and why having the right people around her helps her keep going.

The conversation comes back to beauty, confidence, and the importance of helping people feel good as they are, not as someone they are trying to become.

YOU'LL LEARN
  • How My Trendy Trailer started before Karyss even had a trailer
  • Why creativity became a way for Karyss to build confidence
  • What small business growth actually looks like behind the scenes
  • How customer service became part of handling retail theft
  • Why cash flow and staffing have been some of the hardest parts
  • How Karyss balances big dreams with family and business realities
  • Why beauty, to Karyss, means confidence
  • tODAY'S Friend

    You'll learn

  • How My Trendy Trailer started before Karyss even had a trailer
  • Why creativity became a way for Karyss to build confidence
  • What small business growth actually looks like behind the scenes
  • How customer service became part of handling retail theft
  • Why cash flow and staffing have been some of the hardest parts
  • How Karyss balances big dreams with family and business realities
  • Why beauty, to Karyss, means confidence
  • LISTEN TO MORE EPISODES

    EST 2012
    Salem, MA
    pArtNer
    008
    RN Esthetics

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    LET'S TALK
    Turning a Creative Spark Into a Retail Brand
    Dear Tiffany
    //
    episode
    016
    celebrity
    entertainment
    growth
    KPI
    marketing
    sales
    EP
    016
    993 Governor Dr #101 El Dorado Hills, CA 95762
    LET'S TALK
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