Brave Fine Art has dated this piece to the 1910s.
This style of eyewear was popular among those who could afford it and one of the most well-known owners was the 26th President of the United States, Theodore Roosevelt.

The artist, Josef Rolletschek (1859-1934), was an Austrian portrait painter that studied at the Academy of Fine Arts, Prague, and the Grand Ducal Saxon School of Arts in Weimar. This particular work is signed and dated in the lower right.
Medium: Oil on canvas
Size: 29” x 23½” / 74cm x 60cm
Year of creation: c. 1916
Condition: Good aside from some light scuffing around the edges where it was previously framed.
Brave Fine Art has dated this piece to the 1910s.
Exquisite antique paintings that capture the imagination.
You can view the stock and full dealer information on the Brave Fine Art Profile Page