Sydney Lester 

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Summary of Qualifications

Sydney Lester is a personal stylist with over eight years in the fashion industry. She is the founder of Chic Stripes, a full-service personal styling company designed to help women create sustainable and timeless wardrobes that work for them, not against them.


In 2009, Sydney launched Chic Stripes, her personal style blog that focused on creating individualized style by shopping second hand first.

She parlayed her blog into a successful personal styling business where she now works one-on-one with clients and focuses on giving women confidence through their wardrobes and teaching them how to create a timeless, personalized style and sustainable wardrobe that work for them, not against them. Services include: closet audit, personal shopping, and outfit creation.

Sydney has been featured in the Richmond Times Dispatch, Richmond Magazine, R-Home, Richmond GRID, and Coffee with Strangers; appeared as a style expert on Virginia This Morning, ABC8 News Richmond, and NBC12 News Richmond; has worked with local brands such as VCU Massey Cancer Center, Jackson and James, and Elements Beauty Shop, national brands such as Kendra Scott  and J. Crew; and has been interviewed by The Wall Street Journal and The Today Show and continues to be the area’s go-to style expert.

Before her career switch to fashion, Sydney spent over ten years working in fundraising in the nonprofit field, holds dual masters degrees in Social Work and Christian Education and was part of the 2014 class of Leadership Metro Richmond. Sydney earned her fashion credentials at the Los Angeles-based School of Style, and currently lives in Richmond with her husband and their three cats.

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