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In his bid for a second mayoral term in the election held on May 4, 2019, Nirenberg finished first in a multi-candidate field with 48 percent of the ballots cast. He now faces in a runoff election his more conservative opponent, city council member Greg Brockhouse, who polled 45 percent of the ballots. The other 7 percent was split among a group of largely unknown candidates. Brockhouse said, "Now I have to get my folks back out and talk about the things that matter most–lower property taxes, religious freedom at city hall, infrastructure, fighting crime, jobs, and wages."<ref>{{cite web|url=https://www.msn.com/en-us/news/politics/all-eyes-on-the-mayoral-duel-in-san-antonios-may-elections/ar-BBTESyw?OCID=|title=All eyes on the mayoral duel in San Antonio’s May elections|publisher=Msn.com|date=February 16, 2019|author=Dylan McGuinness|accessdate=February 19, 2019}}</ref><ref>{{cite web|url=https://www.ktsa.com/nirenberg-brockhouse-in-runoff-for-mayors-office-2/|title=Nirenberg, Brockhouse in Runoff for San Antonio Mayor's Office|author=Elizabeth Ruiz|publisher=KTSA.com|date=May 4, 2019|accessdate=May 6, 2010}}</ref>
In his bid for a second mayoral term in the election held on May 4, 2019, Nirenberg finished first in a multi-candidate field with 48 percent of the ballots cast. He now faces in a runoff election his more conservative opponent, city council member Greg Brockhouse, who polled 45 percent of the ballots. The other 7 percent was split among a group of largely unknown candidates. Brockhouse said, "Now I have to get my folks back out and talk about the things that matter most–lower property taxes, religious freedom at city hall, infrastructure, fighting crime, jobs, and wages."<ref>{{cite web|url=https://www.msn.com/en-us/news/politics/all-eyes-on-the-mayoral-duel-in-san-antonios-may-elections/ar-BBTESyw?OCID=|title=All eyes on the mayoral duel in San Antonio’s May elections|publisher=Msn.com|date=February 16, 2019|author=Dylan McGuinness|accessdate=February 19, 2019}}</ref><ref>{{cite web|url=https://www.ktsa.com/nirenberg-brockhouse-in-runoff-for-mayors-office-2/|title=Nirenberg, Brockhouse in Runoff for San Antonio Mayor's Office|author=Elizabeth Ruiz|publisher=KTSA.com|date=May 4, 2019|accessdate=May 6, 2010}}</ref>
In the runoff contest on June 8, Nirenberg prevailed over Brockhouse, 61,699 votes (51 percent) to 59,024 (49 percent).<ref>{{cite web|url= https://www.kens5.com/elections|title=San Antonio Mayor Election Returns|publisher=KENS-TV ([[CBS]]) in San Antonio|accessdate=June 8, 2019}}</ref>
In the runoff contest on June 8, Nirenberg prevailed over Brockhouse, 61,699 votes (51 percent) to 59,024 (49 percent).<ref>{{cite web|url= https://www.kens5.com/elections|title=San Antonio Mayor Election Returns|publisher=KENS-TV ([[CBS]]) in San Antonio|accessdate=June 8, 2019}}</ref>
Brockhouse is again challenging Nirenberg in the May 1, 2021 election but has not campaigned as extensively this time as he did in 2019.
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