Amy Rubenstein

When Amy Rubenstein thought about opening her own theater company, she envisioned a theater where audiences could watch both high art and high entertainment. She wanted the prices to be accessible for a new generation of theatergoers, and she wanted the space to showcase the work of visual artists as well. Amy is fulfilling all of her thespian dreams as artistic director at the Windy City Playhouse, a professional, all equity, live performance theater in Irving Park.

With that in mind, you might be surprised to learn that Amy also co-owns and operates Windy City RE, one of Chicago's most active real estate companies, with her husband and her brother. She even helped purchase a new building for Chicago Jewish Day School, where her two children attend. Amy is involved with many Jewish organizations and is passionate about making meaningful Jewish, educational and cultural experiences affordable for all.

Age:

36

Primary gig:

Windy City Playhouse & Partner at Windy City RE LLC

On the side:

Raising two beautiful and perfect kids, Maximilian, 6, and Goldie, 4. Assisted in growing grapes and winemaking process as a proprietor of a vineyard in California.

Relationship status:

Married

How do you Jew in Chicago?

JUF, FDIF, AIPAC, Holocaust Museum events, huge family and friend Shabbat dinners, produced a Jewish family-themed play, kids go to Chicago Jewish Day School.

If time and money were limitless, I would:

I would and will one day build an apartment building for people needing transitional help, fully equipped with social services and guidance to help turn their lives around.

Chicago's Jewish community in 10 years:

I would love to have free Jewish education for any family who wants it, since today it’s not affordable for many.