Proud Heiress was trainer Wayne Mogge's 19th Woodbine starter and became his first local winner when she captured last Sunday's Grade 3, $153,800 Whimsical.
A 5-year-old who races for owner Michael Cavey, Proud Heiress had finished third in last year's Whimsical and second in the Hendrie in two trips to Woodbine last year.
"We'd been looking toward to this for quite some time," said Mogge, 44, who has 26 horses based at Turfway Park. "We kind of went along the same path as last year."