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Paolo Maltomini began their work experience in 1988 as a Computer Programmer at a software house. Paolo then worked as a Computer Programmer in the Italian Army from 1989 to 1990. Following this, they joined CDC Point spa in 1990 as a Sales Account Manager, where they were responsible for sales and control of warehouse stock levels. Paolo also acted as a technical consultant between CDC branches, software engineering, and sales teams. Paolo worked at CDC Point spa until 2012. In 2013, they joined Concentrix as a Customer Relations Representative for ASOS. Paolo then joined VMware in 2014 and held various roles, including Order Analyst in EMEA Corporate Operations and LDR in Business Development Italian Market, where they advised customers and represented VMware. In 2017, Paolo worked at Apparound as an Inside Sales Agent and later as a Customer Help Agent.

Paolo Maltomini completed their high school education from 1983 to 1988 at Perito Informatico I.T.I.S. "G.Galilei" in Livorno. Paolo received a High School Technical Specialist Certificate with a specialization in Computer Science. During their time in high school, Paolo studied subjects including Computer Science, Electronics, Mathematics, and English.

In addition to their formal education, Paolo has obtained additional certifications. In March 2020, they became Inbound Sales Certified from HubSpot Academy. Paolo further acquired the Sales Software Certified certification from the same institution in April 2020.