Born in Grosseto on 27 January 1958, Lolini graduated from the "Guglielmo Marconi" scientific high school, and began his entrepreneurial career managing his own agricultural estate specialized in rice cultivation.[1]
He entered politics as a member of the right-wing party National Alliance and served as a city councilor in Grosseto from 1997 to 2005 during the two terms of mayor Alessandro Antichi.[2] Elected again in the 2006 local elections, he held the position of vice-president of the City Council.[3] On 13 November 2009, he joined the People of Freedom party.[4]
Lolini was a candidate for mayor of Grosseto at the 2011 municipal election, supported by the People of Freedom, Nuovo Polo per Grosseto, Lega Nord, and The Right.[5] He received 35.41% of the votes in the first round and was defeated in the runoff on 29 May, receiving 42.72% against the center-left candidate Emilio Bonifazi.[6][7] Switching to Lega Nord in preparation for the 2016 local elections, he supported the mayoral candidacy of Antonfrancesco Vivarelli Colonna and was elected again as a city councilor.[8]
In the 2018 general election, he was elected to the Chamber of Deputies for the uninominal constituency of Grosseto, with 37% of the votes, defeating the Democratic Party candidate and former provincial president Leonardo Marras.[9][10][11][12] He served as vice-president of the Thirteenth Commission for Agriculture.[13]
On 24 December 2020, Lolini was appointed by Matteo Salvini as the regional commissioner for Lega Nord Toscana.[14] In the 2022 general election, he was a candidate for a second term in the multi-member constituency Toscana 2 but was not elected.[15] In February 2023, he was replaced as the head of the Tuscan federation of the party by Luca Baroncini.[16]