Early in his career, Estigarribia worked at American Express and Merrill Lynch. From 1996 to 2011, he was employed by CITI Investment Research. Estigarribia became the CFO/COO of Venture Start-up, a position he held for two years. He would joined Wellington Shields as a Sr. Investment Banking Associate and later was a Vice President at Chardan Capital Markets. In May 2016, Estigarribia joined MSQ Ventures as the Head of Cross Border Origination and Engagement working in mergers and acquisitions.