Jagodzinski began his entrepreneurial career at the age of 16 in Regensburg, Germany, where he set up his own computer software writing company.
[2] He is the founder of the first German Internet book retailer Telebooks (Telebuch),[3] which he and his partner Michael Gleissner sold to Amazon.com along with its subsidiaries in 1998 for an undisclosed amount.
[4] Jagodzinski took on a position with Amazon as a director of European business development before selling his shares of the company, estimated at $55 million.
[5] Jagodzinski's other successful Internet venture was "WWW-Service GmbH", which became the leading web hosting provider in Germany and Spain.
He is also the founder and president of Villazzo, a high-end villa rental business concept founded on Jagodzinski's own idea of an “ultimate vacation”, focused on luxury and privacy.