He was though sometimes considered as a selfish player, or a "soloist". Amongst his weaknesses were also a limited physical durability, inconsistency and lack of stamina. During his early years, Skoglund's style of play was compared to the likes of Sven Rydell and Henry "Garvis" Carlsson, both celebrated star players in the Swedish national team at the time. Both of Skoglund's brothers would later move on to represent Hammarby IF at senior level. His older brother Georg "Jojje" Skoglund briefly played for the club in the Swedish second tier. The youngest sibling, Karl-Evert "Ya" Skoglund, would however enjoy a far more successful career, also winning one cap for the Swedish national team. As a forward, Karl-Evert played 132 games for Hammarby between 1956 and 1965, scoring 43 goals. During the later years of their respective careers, Lennart and Karl-Evert played together at said club in Allsvenskan. In August 1952, Lennart Skoglund married the Italian model Nuccia Zirelli – a former Miss Italy runner-up – in Milano. The couple had two sons, Evert (b. 1953) and Giorgio (b. 1957). Both of them would later pursue a career in football, with Evert Skoglund representing Internazionale during the 1970s and the younger son, Giorgio, briefly playing for city rivals A.C. Milan. To distinguish them, Evert was known as Skoglund I and Giorgio as Skoglund II. Skoglund had two sons outside the marriage. One son was born 1949 was adopted and Peter, who was born in 1959 and raised in Sweden. In the early 1960s, Zirelli and Skoglund divorced. Just before his return to Sweden and Hammarby in 1963, Skoglund was involved in a serious car accident. Driving to Florence along with his two sons, his vehicle left the road and went down an escarpment. The family had to be rescued by passing motorists, and the children spent around three weeks in a hospital. Several of Skoglund's later descendants also became professional athletes. His grandson Jimmie Ölvestad played ice hockey in the National Hockey League (NHL) and represented Sweden at international level. Albin Skoglund, the grandson of Skoglunds's brother "Ya", is also a professional footballer. In his early years, before turning professional, Skoglund earned his living from working as an electrician.