[4][7] Leone began his career in sales and management positions at Sun Microsystems, Hewlett-Packard, and Prime Computer.

[citation needed] The Washington Post reported that Leone proposed using his connections in the Trump Administration to help smooth the sale of TikTok (in which Sequoia had invested heavily) to a US corporation.

[21][22] Leone is a backer of America PAC which supports the Donald Trump 2024 presidential campaign.

[23] Leone is a board member for several companies,[24][25] including ActionIQ, [26] Cyera,[27] Island,[28] Nubank,[29] strongDM,[30] Trade Republic,[24] and Wiz.

[32] In May 2021, Leone was conferred with the Order of the Star of Italy, in the class of Officer (Ufficiale dell'Ordine della Stella d'Italia).