Downtown Port is run by Port Washington Main Street, an award-winning 501(c)3 not-for-profit organization committed to building downtown Port Washington in partnership with our Business Improvement District through strategic marketing, downtown promotional events, impactful design projects and economic development efforts. Port Washington was designated a Main Street Community in 2008 by the Governor and is one of 36 Wisconsin Main Street communities. Port Washington Main Street is nationally accredited through Main Street America. Representing 28 blocks and over 140 businesses, it is our mission to ensure the vitality of downtown Port Washington as a business and community center for this great city.
About Downtown Port
Board of Directors
Port Washington Main Street is governed by a board of directors, including business owners and/or representatives, property owners, community and downtown residents. Contact us if you are interested in joining the board.
- Nathan Scherper
- Kelly Brown
- Cathy Hanson
- Nicki Ksioszk
- Brian Barber
- Nikki Dudei
- Laura Burke
- Sharon Scheel
- Nikki Kiss
- Stacie Cherubini
- Julie Crowley
- Laura Motel
Staff
Jenna Cawlfield, Executive Director
After finding passion for event planning & promotions while providing volunteer services for various Wisconsin based organizations, Jenna took the role of executive director in October 2025 . With a professional background in Project Management, Jenna enjoys taking on big projects and providing solutions to various challenges. She is excited to bring her honest views and personable nature to Downtown Port and put to use her organization, event planning, and leadership skills to Main Street. With these talents and more she plans to build and maintain a vibrant, successful community in Downtown Port Washington. As an Ozaukee County resident, living just minutes from Port, she is eager to put her skills to work right here at Port Washington Main Street.
Marty S., Assistant Director
Marty joined the Main Street team in July 2021, bringing his passion for the community and energy in promoting the downtown district. His career started in the IT industry, where he developed sales and marketing skill sets. He went on to work in social media, community outreach, as well as durable medical sales. He is now beginning his adventure in the non-profit world – working to plan events, market our beautiful and historic downtown, network and develop business relationships which give us the ability to host events and build a vibrant downtown district. When not hard at work planning events with Port Main Street, he enjoys hiking, biking and relaxing by Lake Michigan. Marty received his BA from UW-Whitewater.
Amanda Baldwin, Office Coordinator & Event Manager
Amanda joined the Main Street team in September 2025 after spending several years in education, where she taught in both Minneapolis and Milwaukee before relocating to Port Washington in 2022. She now enjoys raising her family here and being an active part of the community, which make her a great asset to the team.
Mission + Vision
Volunteer Driven
One of the key factors of a Main Street organization is community involvement. The work of economic revitalization and promotion is varied and constant. With community members invested in the mission and vision, the organization can thrive. Port Washington Main Street is run by a board of invested volunteers and has three standing volunteer-led committees: Promotion Committee, Design Committee, and Economic Revitalization Committee. Each committee meets monthly.
PROMOTION – Combinging the areas of Organization and Promotion, this committee focuses on the popular downtown events, marketing plans, volunteer recruitment and retention.
DESIGN – Focusing on historic preservation, placemaking, arts and culture, and making downtown an attractive location for residents and tourists alike, this committee is behind amazing projects like the Heart of the Harbor plaza.
ECONOMIC REVITALIZATION – This committee is in charge of ensuring prospective, new, and existing businesses in the downtown district have the support and resources they need to be successful.
If you would like to get more involved in the community, contact us to find out about joining one of our committees!
Destination Brand Manual
Downtown Port is a destination brand for all of us in Downtown Port Washington to take advantage of. Review the Brand Manual here.
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Invest in the community by supporting the work of Port Washington Main Street in creating a thriving small business community and welcoming community hub.
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Website and Branding Campaign Created by: Scott Subach Marketing & Design
