The milestone comes during a remarkable run for Schneider, an engineering manager who grew up in Dayton, Ohio, and now lives in Oakland, Calif. Last week she became the woman with the most all-time earnings in “Jeopardy!” history, and on Tuesday she tied Julia Collins’s 2014 mark of 20 consecutive wins. Earlier this year, she became the first transgender contestant to make the Tournament of Champions, where the top players from each season compete.