Picking up on a family mystery

In January 2012, one of my early posts on this blog was on a family mystery regarding my 3rd-great-grandfather John O'Brien and daughters who may or may not have been sent to a convent in Illinois. In that post, I included a transcription of a death announcement from 11 February 1914 for Anna O'Brien, sister of my 2nd-great-grandfather John J. O'Brien.

Anna Maria O'Brien died on 10 February 1914 in Chicago, Illinois. I was looking around on Newspapers.com and found a clipping from the Chicago Daily Tribune of 12 February 1914, showing a probate filing for the estate of Annie O'Brien, by her half brother Michael Dooner and brother John O'Brien.

Source: Newspapers.com, Chicago Tribune 12 Feb 1914

It appears Michael Dooner died on 18 February 1918 in Chicago. I do not know much about his connection to the O'Briens. The Cook County Death Record Index states that he was born on 16 March 1853 in Illinois. He married Annie Byrnes on 19 January 1886 in Chicago. They appear in the 1900 and 1910 US Census in Chicago. I'm digging deeper into this in the hopes that it provides more information on the O'Briens.