[7] In a 2018 interview, Winnett said that she created her own major in Entrepreneurial Operations because at that time there were no programs at Berkeley for entrepreneurs.

[2][15][17] Winnett joined Berkeley SkyDeck as executive director in 2015, three years after its original founding as a mentoring space.

[21] In a 2018 interview with Xconomy, Winnett noted that the number of SkyDeck startup advisors had increased from 30 to 140, and that the penthouse accelerator had also taken over an additional floor of the high-rise building it was housed in, located next to Berkeley campus.

[19] Managed by Winnett's colleague Chon Tang, the Berkeley SkyDeck Fund began offering $100,000 each to startups in return for 5 percent ownership, beginning with a cohort of 20.

[26] Winnett was the opening speaker at the 2020 Taiwan-US Innovation Forum, and urged companies in the 2020 COVID-19 pandemic environment to "focus on the basics", "don't be afraid to change course", and "look for new opportunities".