FILED IN: Weddings

follow @annkamportraits

Ann Oleinik is a Chicago-area branding photographer who works with women and small business owners ready to elevate how they show up online.

Her sessions go beyond traditional headshots, creating a full suite of images—from lifestyle and behind-the-scenes content to modern, polished portraits—designed to support your website, social media, and marketing.

Known for her calm, supportive approach, Ann guides every client through styling, posing, and expression so you not only look like yourself—but like the most confident, aligned version of who you are becoming.

Hi, I'm ann

Oh Keegan and Sean, we have been dying to share a few of our favorite shots from this wedding. What can I say, we love Milwaukee, we looove Villa Terrace, and we really really love Keegan and Sean. These two individuals are like bright lights – thoughtful, fun, caring, smart, fun and funny. Really, they are the cool kids that you want to hang around in hopes of a little of their coolness rubbing off on you. They approached their wedding day with a mixture of laid-back purpose – determined to experience every minute, enjoy their time with each other and their families, and ready to laugh easily and fully. We couldn’t imagine anything better

I love working in Wisconsin. Villa Terrace is not only stunning, but the staff are so friendly and easy to work with, they really made our day a pleasure. We just loved Keegan’s Amy Kuschel dress, and the lighting by Milwaukee Airwaves really brought the terrace to life. Can we just mention how much fun we had one more time? We even had to include a couple photobooth photos – we set up in the Villa’s gorgeous library and just got to have fun! What a day!

Villa Terrace Milwaukee Wedding