"United States Census, 1860", database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:MH5T-2JT : 18 February 2021), Simon Dolan in entry for Peter Dolan, 1860. Census Place: Bridgeport, Fairfield, Connecticut; Roll: M653_75; Page: 345; Family History Library Film: 803075.
"United States Census, 1870", database with images, FamilySearch (https://www.familysearch.org/ark:/61903/1:1:MN73-ZZQ : 28 May 2021), Simon Doolan in entry for Peter Doolan, 1870. Census Place: Bridgeport, Fairfield, Connecticut; Roll: M593_96; Page: 133B.
"United States Census, 1880," database with images, FamilySearch (https://www.familysearch.org/ark:/61903/1:1:MFC8-R1L : 13 January 2022), Simon Doolan, Bridgeport, Fairfield, Connecticut, United States; citing enumeration district , sheet , NARA microfilm publication T9 (Washington, D.C.: National Archives and Records Administration, n.d.), FHL microfilm .
"United States Census, 1910," database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:MKKL-WVQ : accessed 8 February 2022), Simon Doolan in household of William C Robinson, Bridgeport, Fairfield, Connecticut, United States; citing enumeration district (ED) ED 29, sheet 12A, family 341, NARA microfilm publication T624 (Washington D.C.: National Archives and Records Administration, 1982), roll 128; FHL microfilm 1,374,141.
Connecticut Death Records, 1897-1968 (Ancestry), citing State Vital Records Office; Hartford, Connecticut; Connecticut Vital Records — Index of Deaths, 1897-1968. | Simon Doolan d. 15 Nov 1921, Bridgeport, Connecticut. Ancestry Record 70866 #299215
Connecticut, U.S., Hale Collection of Cemetery Inscriptions and Newspaper Notices, 1629-1934 (Ancestry), citing Connecticut State Library; Hartford, Connecticut. | Simon Doolan b. 1854 d. 1921 buried St. Michaels Cemetery, Stratford, Connecticnt. Ancestry Record 2900 #768410 -- Ancestry Sharing Link
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DNA Connections
It may be possible to confirm family relationships with Simon by comparing test results with other carriers of his Y-chromosome or his mother's mitochondrial DNA.
However, there are no known yDNA or mtDNA test-takers in his direct paternal or maternal line.
It is likely that these autosomal DNA test-takers will share some percentage of DNA with Simon: