Uploaded July 2025 | Updated September 2026, 8 hours ago

---

Jason Calacanis shares startup marketing lessons
from two recent examples of Sydney Sweeney and Gwyenth Paltrow.

In the case of Sydney Sweeney, some people negatively reacted to what appears to be an unintentional issue for an advertisement for American Eagle jeans that created a controversy.

Meanwhile, Gwyenth Paltrow entered a massive controversy involving the CEO of Astronomer at a Coldplay concert to diffuse the controversy and shift it back to the company’s purpose.

Startups need to anticipate issues but also know how to fix them when communicating with the public.

- - -

July 2025
full episode via
This Week in Startups:
youtu.be/hKrPe6uAyFE