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Alessandra Rossi

CEO & Board Director | PE-backed Transformation | Fashion, Luxury & Omnichannel
About

CEO, advisor and board-level operator with 25+ years building, scaling and transforming global fashion and digital retail businesses across Europe, the US and the Middle East. Joined YOOX in 2003 during its early days — revenues below €30m — and left in 2019 as President of YOOX and THE OUTNET, overseeing a combined business of over €800m. Since 2015, has operated primarily as advisor, board director and interim CEO across PE-backed environments, including as CEO of leading Italian luxury retailer Luisa Via Roma (2021–2023) and fashion incubator Tomorrow London Holding (2025–2026). Currently serves as Board Director of La Bottega Collective, a global leader in OS&E and accessories for hospitality, and Autry USA, the Dallas-born sneaker brand combining American vintage heritage with Italian styling. Specialist in omnichannel growth, international expansion, organisational redesign and technology-led transformation across fashion and luxury. A business operator with deep understanding of investor priorities — across both growth and restructuring contexts.

Previous Brands
LUISAVIAROMA
Tomorrow London
YOOX Net-A-Porter
YOOX Group
Diesel
Bulgari
Work Experience
Strategic Advisor | NED | Investor
Aug ‘23 - Now
Self employed

Chief Executive Officer
Oct ‘21 - Aug ‘23
LUISAVIAROMA

Strategic Advisor - Investor
Oct ‘20 - Sep ‘21
Self employed

Chief Digital Officer and Executive Member of the Board
Feb ‘19 - Sep ‘20
Tomorrow London

President YOOX and THEOUTNET
Apr ‘17 - Nov ‘18
YOOX Net-A-Porter

Business Consultant
Apr ‘15 - Apr ‘17
Free Lance

Board of director, digital transformation and commercial due diligence.

yoox.com Managing Director
Jan ‘14 - Apr ‘15
YOOX

Full P&L responsibility form sales, margin, assortment strategy to marketing (customer acquisition and retention). Managing a team of about 150 headcount

Multibrand Commercial Director
Feb ‘11 - Dec ‘13
YOOX Group

GMM
Aug ‘09 - Feb ‘11
YOOX Group

Head of Buying
May ‘06 - Aug ‘09
YOOX Group

Commercial Planning
Oct ‘05 - Apr ‘06
YOOX Group

Reporting directly to the Commecial Director my main responsibilities are: - Support to business plan & sales strategy development - Sales planning and control - Pricing and mark down strategy definition - Direct marketing plan definition For Europe, Japan and new markets.

OPERATIONS MANAGER
Jan ‘03 - Sep ‘05
YOOX Group

Headquarter Operations coordination (Logistics and Customer Operations) International Operations developmemnt (JP) and coordination (US)

HR&Organization Manager
Oct ‘01 - Dec ‘02
BVLGARI

Organization Manager of the Swiss production and distribution Branch of Bulgari

Operations Project Manager
Aug ‘98 - Aug ‘01
Diesel

Development of worldwide supply chain strategy: european subsidiary logisctc flow re-design and development).

Languages
English - Fluent
French - Fluent
Italian - Native
London, UK