Downtown Pittsfield, Inc. is hiring!


Title: Executive Administrator
Status: Part-Time Hourly, Non-Benefit Eligible, Permanent
Salary: Commensurate with Experience
Reports to: Executive Director
Deadline to apply: 7/27/19
Date posted: 6/27/19

Position Summary
The Executive Administrator plays a critical role managing the day-to-day effectiveness of Downtown Pittsfield, Inc. (DPI), a multifaceted nonprofit membership organization serving as the downtown association for Pittsfield, Massachusetts in collaboration with the Executive Director and Board of Directors.

The Executive Administrator is a motivated and detail-oriented team builder who strives to make a substantial impact. He/She/They will gain a broad set of experiences relevant to nonprofit leadership while supporting Downtown Pittsfield Inc.’s ability to service its members and grow its impact.

• Serve as primary point of contact for DPI by managing phone, email, and visitor inquiries.
• Provide administrative support to Executive Director.
• Manage vendor relationships.
• Maintain and administer platforms and systems including the ChamberMaster database.
• Contribute to the development and integration of new processes as appropriate.
• Coordinate day-to-day financial operations inlcuding processing deposits, payables, and invoices using Quickbooks.

Required Qualifications
• Strong commitment to DPI’s mission and values.
• High levels of professional effectiveness, collaboration, integrity, optimism, and energy
• Detail oriented, highly organized, and professional
• Self-starter, fast learner and adaptable with ability to work independently and as part of a team
• Proficient in Microsoft Office.
• Excellent verbal and written communication skills.
• Experience with event planning, administration, and office management.
• Relationship development and management skills; orientation to network-building.
• Valid driver’s license with regular access to a vehicle; willingness to travel to local sites for program activities.

Preferred Qualifications
• Comfort with cloud technology; experience with ChamberMaster or related member membership/donor management systems.
• Experience using QuickBooks.
• 2-4 years of work experience and Bachelor’s degree.

To Apply
Please send resume and cover letter to; materials may be addressed to Cheryl Mirer, Executive Director. Please include “Application for Executive Administrator” in subject line.

Deadline to apply: July 27

DPI is an Equal Opportunity Employer. We encourage candidates of all backgrounds to apply for this position.



Title: Downtown Pittsfield Ambassador

Employment type: Part-time, Seasonal, Non-exempt
Compensation: $12.00/hour
Days: Wednesday – Sunday
Shifts: 12-3 and 4-8
Estimated end date: Monday, September 2, 2019
Location: throughout Downtown Pittsfield, MA 01201 (the 2-mile loop)

Reports to: Executive Director
Deadline to apply: 7/19/19
Date posted: 7/15/19

This is a non-benefited position.

A great program starts with great people. We are looking for candidates who are willing to learn, can think on their feet, and who can provide a high level of customer service with a smile and a great attitude! If you take pride in your community, want to work to make it better, and want a job where no two days are alike, then this job is for you. If you are bright, cheerful, friendly, compassionate, and have a desire to make a difference, you may have what it takes to be a part of the Ambassador team.

The Downtown Pittsfield Ambassador Program is a partnership between Downtown Pittsfield, Inc. (DPI) and the Pittsfield Police Department. The program addresses increased visitor presence during the summer and helps to relieve the demand on police presence downtown. It is based on similar models implemented in other cities around the country. The job is twofold:

Concierge: The ambassadors are walking concierges; a welcoming, information sharing resource for residents, employees, and visitors. Their services provide access and communication to help visitors find parking, offer directions and wayfinding, provide information on dining, shopping, and cultural activities.

Safety: Ambassadors are trained by the Pittsfield Police Department in CPR, public safety protocol, and certified in First Aid. Ambassadors observe street activity and when needed, call for assistance via police radios, which they are equipped with.

Downtown Ambassadors walk in pairs along North and South Streets between West Housatonic Street and Berkshire Medical Center, as well as First and McKay Streets. The Ambassadors wear a distinctive uniform identifying them as official representatives of Pittsfield and greet everyone with a smile. The goal of the program is to create a welcoming downtown environment for everyone downtown by delivering on DPI’s mission to maintain a clean, safe, and friendly district.

Duties and Responsibilities:
• Serve the Downtown Pittsfield community by creating a positive experience for all
• Must be able to stand and walk for up to eight hours a shift in various weather conditions
• Actively acknowledge pedestrians with a friendly greeting and identify visitors in order to provide directions, information, city information, or recommendations
• Answer questions from the public regarding directions, events, building locations, and parking
• Work effectively with the other Downtown Ambassadors, police department, DPI and members of the public, and respond to inquiries and complaints in a positive and professional manner
• Cover assigned areas to address quality of life issues, and provide a high level of customer service
• Must be punctual and reliable
• Able to prioritize and respond to situations and emergencies in a positive and professional manner
• Utilize and refer various Downtown Pittsfield resources
• Represent the Downtown Pittsfield, Inc. at special events
• Interact with downtown businesses
• Provide reports of broken infrastructure, graffiti on private property, and provide a log and report of accomplishments and tasks completed
• Maintain a positive, professional environment in full compliance with applicable laws, regulations, policies, procedures and overall standards of expected professionalism

TO APPLY: Send resume and cover letter by email to, attention Cheryl Mirer, Executive Director, Downtown Pittsfield, Inc. by July 19, 2019.

DPI is an Equal Opportunity Employer. We encourage candidates of all backgrounds to apply for this position.



About Downtown Pittsfield, Inc.
The mission of Downtown Pittsfield, Inc. (DPI) is to foster the ongoing growth and vitality of downtown Pittsfield, Massachusetts through vision, leadership, and advocacy and to position downtown as the creative and business hub of the Berkshires for the benefit of all.

Since 1983, DPI has been the recognized leader, facilitator, and principal advocate for downtown. DPI has developed strategies and programs, mobilizing resources resulting in a creative, lively, and sustainable environment.

DPI is a nonprofit membership organization consisting of retail businesses, restaurants, cultural and entertainment venues, nonprofit organizations, property owners, and residents joining forces to increase economic activity by promoting downtown as a great place to live, work, and play. DPI works in partnership with various city departments, which has led to major streetscape projects, parking improvements, and marketing initiatives.