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Ann Skalski has worked in the creative and marketing industries for over 25 years. Ann began their career in 1993 as a Senior Account Partner at DDB Needham, where they managed Johnson & Johnson consumer products and provided analysis of the consumer advertising environment. In 1995, they moved to NW Ayer as a Vice President and Associate Creative Director, where they developed the first-ever unified global brand positioning for Avon. In 2000, they became the Creative Director at Just Ask a Woman, a brand consulting firm specializing in marketing to women. Ann then moved to Saks Fifth Avenue in 2001 as the Vice President and Director of Creative Services, where they were responsible for design and production of all print ads, catalogs, direct mail, collateral, invitations, and signage. In 2006, they became the Creative Director at Camuto Group and Creative Consultant at Walter Schupfer Management. At Camuto Group, they were responsible for creative brand development, including product design, and at Walter Schupfer Management, they directed beauty/fashion talent specializing in advertising and editorial content. In 2007, Ann founded Hot House Style, a company offering unique marketing solutions. In 2018, they became the Chief Brand Officer Double Barrel/Brand Director 14th Round at 14TH ROUND, INC., where they launched the brand in California, Nevada, and Illinois. Most recently, in 2021, Ann became the Vice President Brand Development at Final Bell, a company that offers fully outsourced production of infused products and concentrates.

Ann Skalski has obtained two Masters of Science degrees from Ithaca College. Her first was in Communications and their second was in Communication and Media Studies.