# Alexandra Wilkis Wilson: From Gilt to the Future of Wellness

Recorded August 31, 2026. Runtime: 49:31.268.

What does a builder of consumer businesses see in the future of wellness?

Alexandra Wilkis Wilson joins Demian Bellumio on Augmented Wellness to trace her journey from a New York childhood and summers in Key Biscayne to Gilt, GlamSquad and consumer investing at Clerisy.

They explore what sport teaches about resilience and teamwork, how founding a company changes the way you evaluate founders, and why better-for-you products and real-world experiences matter in an increasingly digital life. Alexandra discusses examples from her investing work and closes with advice for young women finding the intersection of their strengths and interests.

Demian also demonstrates an early racket-sports data prototype, prompting a conversation about what movement context might add beyond a watch's headline metrics. The demonstration is exploratory; its readings and potential coaching or health applications have not been independently validated.

Investment relationships and business experiences discussed are the speakers' accounts at the time of recording, not investment recommendations. Product views are opinions, not medical advice. Plans mentioned in the interview are not announcements of current product availability.

Hosted by Demian Bellumio. Produced by Betterness.

Official resources:
Clerisy: https://clerisy.com/
Augmented Wellness: https://augmented.betterness.ai/

Production note: the brief opening background animation and announcer voice are AI-generated. The guest portrait, interview footage and conversation are real.

## Chapters

00:00 Fresh eyes, rare yeses and startup reality
00:45 Welcome to Alexandra Wilkis Wilson
02:25 New York childhood and Cuban roots
03:43 Girls, ambition and the lessons of sport
09:30 Building Gilt and daily shopping habits
14:08 GlamSquad and the on-demand economy
19:40 Why shared experiences matter
20:47 AI styling and the move into Allergan
24:55 Partnering with Lisa Myers and raising a fund
28:58 From founder to investor
31:10 Wellness through a consumer-investing lens
33:44 Wellness events and community
36:29 Better-for-you beverages
37:32 Founder advantage and Smash Kitchen
39:38 Racket sports: the limits of watch data
42:13 An early sports-data demonstration
48:08 Closing advice for young women