At Winni Marketing, our mission is to create and implement "win-win" B2B and B2C strategies that help businesses achieve their marketing goals.

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Sandy Cleary

CEO and Founder

Winni Marketing founder, Sandy Cleary, a.k.a. The High-Heeled Investor™,  is a rocket-scientist-turned-entrepreneur that turned her passion for cruising into a $135+ million dollar business that she built from the ground up and later sold to a $24 billion-dollar travel powerhouse.


Sandy has always had a passion for marketing, and she believes that forging strong partnerships is critical to the success of any business. Sandy, along with her team at Winni Marketing, pioneered a first-of-its-kind partnership between a travel agency and TV retailer, HSN, to showcase cruising to HSN’s audience of 90 million consumers.


When she’s not helping entrepreneurs bring their products to market (through Winni Marketing's parent company, SLC Group Holdings), you can find Sandy snuggling with her Maltese puppies or at various speaking engagements across the U.S. sharing her inspirational story

Sandy Cleary, CEO and Founder at Winni
  • Sandy Cleary's LinkedIn

Darlene Carenza

Director of Marketing and Strategy

Darlene Carenza, Director of Marketing and Strategy at Winni

As the Director of Marketing and Strategy, Darlene manages the Winni Marketing team and directs the overall business strategy and day-to-day operations.  She brings more than 15 years of experience in Marketing and Partnerships at brands such as Sony Pictures, Cotton Incorporated and CBS Sports. At Travelzoo, Darlene oversaw the cruise category in North America and worked closely on strategic marketing campaigns with both cruise lines and cruise agencies.


When Darlene is not meeting new partners, strategizing with her team, or writing and editing copy (a passion of hers), she can be found advocating for kids with food allergies or at Disney World with her husband and daughter Parker.

  • Darlene Carenza's LinkedIn