Long before subscription paywalls existed, Westbrook mastered organic internet virality. Emerging in the early 2010s on Tumblr, her aesthetic defined an entire visual subculture of urban fashion, sneaker styling, and West Coast glamour. She did not chase algorithms; algorithms formed around her image. That massive traction caught television executives' attention, leading directly to the 2015 BET docuseries The Westbrooks, which showcased India alongside her four sisters.
The reality series cemented her position as a mainstream social media influencer. Brand partnerships with major streetwear, fashion, and beauty labels followed quickly. Yet the volatile economics of digital creators often push established names toward alternative income funnels. When paywalled creator networks exploded in popularity around 2020, Westbrook joined the platform, immediately drawing an avalanche of paid subscribers eager for exclusive access.