Downtown Pittsfield, Inc. is hiring for the 2026 Downtown Pittsfield Seasonal Summer Ambassador Program!
The Downtown Pittsfield Ambassador Program is a partnership between Downtown Pittsfield, Inc. (DPI) and the City of Pittsfield, in coordination with the Pittsfield Police Department (PPD). The program supports a vibrant, welcoming downtown by enhancing the visitor experience and providing hands-on support during events and daily downtown activity.
Event & Program Support:
Seasonal Ambassadors play a key role in supporting DPI’s busy schedule of events and programming. Responsibilities include assisting with event setup and breakdown, helping manage event spaces, supporting vendors and participants, and ensuring a positive experience for attendees.
Seasonal Ambassadors play a key role in supporting DPI’s busy schedule of events and programming. Responsibilities include assisting with event setup and breakdown, helping manage event spaces, supporting vendors and participants, and ensuring a positive experience for attendees.
Customer Service:
Ambassadors serve as a friendly and knowledgeable resource for residents, employees, and visitors including offering directions, sharing information about local businesses, and promoting downtown events and activities.
Ambassadors serve as a friendly and knowledgeable resource for residents, employees, and visitors including offering directions, sharing information about local businesses, and promoting downtown events and activities.
Downtown Care & Presence:
Ambassadors contribute to a clean and welcoming environment through light maintenance tasks such as trash pickup, while maintaining a visible and positive presence downtown.
Ambassadors contribute to a clean and welcoming environment through light maintenance tasks such as trash pickup, while maintaining a visible and positive presence downtown.
Business & Community Connection:
Ambassadors build relationships with local businesses and act as a connector between DPI, downtown stakeholders, and the public.
Ambassadors build relationships with local businesses and act as a connector between DPI, downtown stakeholders, and the public.
Safety & Coordination:
Ambassadors are trained in basic safety protocols and work in coordination with the Pittsfield Police Department, maintaining awareness of downtown activity and contacting appropriate services when needed.
Ambassadors are trained in basic safety protocols and work in coordination with the Pittsfield Police Department, maintaining awareness of downtown activity and contacting appropriate services when needed.
Ambassadors typically work in teams throughout the downtown district and are easily recognizable as representatives of Downtown Pittsfield. This is an active, hands-on role with a strong focus on event support and community engagement.
Physical Requirements: This is an active role requiring extended time on your feet, assisting with event setup and breakdown, and the ability to lift up to 30 lbs and work in various weather conditions.
TO APPLY: Send resume and cover letter by email to abetter@downtownpittsfield.com. Applications will be reviewed on a rolling basis. Positions open until filled.
*Please note that candidates must pass a background check (CORI).
This description reflects management’s assignment of essential functions, it does not proscribe or restrict the tasks that may be assigned.
This is a non-benefited position.
Downtown Pittsfield, Inc. is committed to creating a diverse and inclusive environment. We strongly encourage candidates of color, and/or from diverse backgrounds/underrepresented groups to apply.

