bob ohara photo

Robert O’Hara

Executive Director

Phone: 920.467.9733 x309

Bob O’Hara has spent over three decades in Boys & Girls Club work, in large and small Clubs throughout the Midwest. He is passionate about developing self-awareness, self-confidence and an interest in the arts in our members.


Gwen Weber

Director of Operations

Phone: 920.467.9733 x310

Working at the Boys & Girls Clubs, Gwen has seen the impact that caring about a child can make. She continues to work to make sure that impact is made with every child who walks through our doors. Seeing their smiles everyday keeps her passionate and wanting to do more.


Tessa Wilterdink

Unit Director, Sheboygan Falls Unit

Phone: 920.467.3820

Tessa joined the Boys & Girls Club team in 2011. She has always had a passion working with kids. She finds it inspiring, each child has their own “story” and being a role model in these children’s lives means she gets to become part of their story in a positive way. She wants to be able to help these children become the best they can be. These kids are amazing…and they need someone to tell them that.

Vincent Stepney-Willis

Vincent Stepney-Willis

Unit Director, The Club at the Y

Phone: 920.395.2834

Vincent graduated from Lakeland University in May 2016, with a degree in Nonprofit Management. He has a deep passion for youth and teen development. He believes that mentorship is an essential key in a young person’s life, and it’s up to us as adults to mentor our youth down the right path.


Anna Montgomery

Unit Director

Phone: 920.467.9514

Anna is the newest member of our leadership team, having joined us in September 2016. She is in her fourth school year as a Club professional, after having worked for different Clubs in Illinois. She is excited for the new opportunity here in Sheboygan and the relationships she will be able to form with the youth and her team.