Leonard was born in 1824 in Camperdown (aka Campertown), Nova Scotia.
He was the father of 11 children with his first wife, Sophia Zwicker/Swicker. The youngest was James Henry born in 1866.
In the 1861 Census of Canada, Leonard is listed as the head of the household that include seven people, four males and three females. 
It's possible that Sophia died during childbirth in 1866 or 1867.
In 1868, he married Olivia Daures. He was 43 and she was 22. He had six children with Olivia: Annie, Adelia Catherine, Isaac Augustus, Margaret Mary Ann, Ida May, and Bennett.
By the 1881 Census of Canada, Leonard is living in Bridgewater, Lunenberg, Nova Scotia. This census notes that he was Lutheran and a farmer, and though it says he was born in Nova Scotia, he claimed German as his nationality.  He and Olivia have nine children living with them at that time. .
In 1891, Leonard and Olivia were still in Bridgewater with five of their children. .
The 1901 Census of Canada would be the last that Leonard would appear in as he died the following year. He and Olivia remained in Bridgewater with Isaac, Bennett and Hilda, who is listed as his adopted daughter.
Rod Blumenau, a great-great-grandson of John Leonard and Sophia, wrote in Oct 2013 in an e-mail to Chris Whitten, "We never did find out where John Leonard is buried, most likely somewhere with Olivia."
↑ The birth year is based off his marriage record to Olivia, which shows he was 43 at the time of their wedding. Other family trees show his birthday as April 26. The 1901 Census of Canada confirms April.
1901 Census of Canada.
Hilda is presumably Hilda (Wambolt) Howes, the granddaughter of Leonard, daughter of Margaret. We note on Hilda's profile, this information reported by Peg (Oldford) Nelson to Chris Whitten: "Margaret adopted her granddaughter Thelma because Thelma's mother Hilda needed to return to Canada when Thelma was just a baby. By the time Hilda returned to the US, young Thelma had been living with Margaret for two years and the family didn't want to confuse her." Confusing!
Family Group Sheet 111-1 at the Lunenburg (South Shore) Genealogical Association with sources listed as "Lutheran Church and Corin Blumenau, granddaughter of James Albert Wambolt." Photographed and e-mailed by Rod Blumenau to Chris Whitten.
1861 Census of Canada; Library and Archives Canada; Ottawa, Ontario, Canada; Census Returns For 1861; Roll: M-886 (Ancestry.com link)
"Canada Census, 1881," database, FamilySearch (https://familysearch.org/ark:/61903/1:1:MV65-V3Z : accessed 25 November 2015), Leonard Wombolt, Bridgewater, Lunenburg, Nova Scotia, Canada; citing p. 25; Library and Archives Canada film number C-13170, Library and Archives Canada, Ottawa, Ontario; FHL microfilm 1,375,806.
1891 Census of Canada; Year: 1891; Census Place: Bridgewater, Lunenburg, Nova Scotia; Roll: T-6318; Family No: 69 (Ancestry.com link)
1901 Census of Canada; Year: 1901; Census Place: Bridgewater (South/Sud), Lunenburg, Nova Scotia; Page: 19; Family No: 199 (Ancestry.com link)
Marriage record for Olivia: Vital Statistics Division of Service Nova Scotia and Municipal Relations, compiler. "Marriage Bonds: 1763-1864." Nova Scotia Historical Vital Statistics. Halifax, Nova Scotia: Nova Scotia Archives and Records Management https://www.novascotiagenealogy.com/Marriages.aspx, 2010. Site accessed 25 November 2015. (link to site)
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It may be possible to confirm family relationships with Leonard 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 Leonard: