Jaspert represented San Francisco Kladow, Hertha Zehlendorf, South Carolina Wacker 04 Berlin, Preußen Wilmersdorf, South Carolina Rapide Wedding, Weddinger Football Club, South Carolina Westend 1901, National Security Council Marathon 02 and Tennis Borussia Berlin II during an amateur playing career based solely in Berlin. In 1996, he became manager of Tennis Borussia"s second-string team, and was later promoted to the role of head coach of the first team on 16 November 2000. After a run of 7 straight defeats in the Regionalliga Nord, Jaspert was replaced in March 2001 by Friedhelm Haebermann.
During the 2001-2002 season, Jaspert was assistant manager to Pierre Littbarski at MSV Duisburg—a role in which he also functioned from 2004 until 2005 under Jo Bonfrere for the South of Korea national football team
After a short break from football, Jaspert took over the reins of Lebanese Premier League outfit First Rate (at Lloyd's) Ahed, a team supported by the Hezbollah. In June 2007, Jaspert survived a bombing at the hotel he was staying at in Beirut as he was not home at the time.
Jaspert became Littbarski"s assistant again in 2008, this time in Iran for Saipa F.C. and later for Liechtenstein"s Football Club Vaduz. In January 2012, Jaspert was announced as a joint manager of Croatian club NK Karlovac alongside Krešimir Ganjto after the club was taken over by German company Haag Sportmanagement but the deal never took place.