Fact check: What companies has Oprah Winfrey invested in recently?

1. Summary of the results

Based on the analyses provided, Oprah Winfrey has made several notable investments through her family office, OW Management ^[1]. Her investment portfolio includes:

• True Food Kitchen - Oprah made an equity investment and took a board seat in 2018 ^[2]
• Weight Watchers (WW) - She acquired a 10% equity stake for $43 million in 2015 and became a spokesperson, which later earned her $221 million ^{[3] [4] [5]}
• Technology and sustainability companies including Waywire, Apeel Sciences, Oatly, Maven Clinic, and Guild Education ^{[1] [6]}

Her core business empire includes Harpo Productions and the Oprah Winfrey Network (OWN) ^{[4] [5]}. Additionally, she maintains a substantial real estate portfolio with properties in California, Hawaii, and Colorado ^[7], and holds a stake in Apple ^[8].

2. Missing context/alternative viewpoints

The analyses reveal several gaps in addressing "recent" investments:

• Timeline ambiguity - Most sources focus on investments from 2015-2018, with the Weight Watchers investment being from 2015 and True Food Kitchen from 2018, which may not qualify as "recent" by 2025 standards
• Limited current activity - While Oprah participated in the 2025 Good Soil Forum supporting entrepreneurs ^[9], no specific new investments from 2024-2025 are documented in the provided analyses
• Investment strategy focus - The sources emphasize her diversification across food, health, technology, and sustainability sectors but don't provide insight into her current investment priorities or recent deal flow

3. Potential misinformation/bias in the original statement

The original question assumes Oprah has made recent investments without establishing this as fact. The analyses suggest her most publicized investments occurred several years ago, with the most recent specific investment mentioned being True Food Kitchen in 2018 ^[2].

The framing of "recently" could be misleading if interpreted as within the last 1-2 years, as the sources primarily document investments from 2015-2018. However, this may not constitute misinformation if "recently" is interpreted more broadly to mean within the last decade.

The question also doesn't acknowledge the scale of her existing business empire, which includes major media properties and real estate holdings that continue to generate substantial returns, potentially making new equity investments less necessary for wealth building ^{[7] [5]}.