(203) 227-4177
(888) 927-7529
» Hours and Info
» Email Us

Our employees are part of a dedicated, hard-working team that helps fulfill the mission of the Playhouse.

The Playhouse
Westport Country Playhouse is an 88-year-old LORT “B” theater in Westport, Connecticut. With a $5MM operating budget, the Playhouse is by far the largest and most prestigious professional theater in Fairfield County. The mission of the Playhouse is to enrich, enlighten, and engage the community through the power of professionally produced theater worth talking about and the welcoming experience of the Playhouse campus. The not-for-profit Playhouse provides this experience in multiple ways by offering live theater experiences of the highest quality under the artistic direction of Mark Lamos; educational and community engagement events to further explore the work on stage; the New Works Initiative, a program dedicated to the discovery, development, and production of new live theatrical works; special performances and programs for students and teachers with extensive curriculum support material; Script in Hand play readings to deepen relationships with audiences and artists; the renowned Woodward Internship Program during the summer months for aspiring theater professionals; Family Festivities presentations to delight young and old alike and to promote reading through live theater; youth performance training through Broadway Method Academy, WCP’s resident conservatory program; and the beautiful and historic Playhouse campus open for enjoyment and community events year-round.

The Playhouse Person
The Playhouse Person takes pride in what occurs on the stage. They feel a part of it, an ownership. They develop an “I can do that” attitude in taking on new and challenging tasks that support that work. They care, and they pay attention to detail and presentation. They are organized. They work smart, communicate, and take initiative. They are proactive. They follow through, and follow up, without being asked. They are self-motivated, yet they work with their colleagues with trust and ease. They think outside of the box, pull up innovative ideas, and go above and beyond expectations. They are fiscally responsible and have an impact on the bottom-line. They are respected and appreciated for their endeavors. They are happy. And happy employees make for happy artists, donors, and patrons. We are collectively committed to a constant expansion and reimagining of who can be a Playhouse Person.

Current Job Openings:

Assistant Company Manager

Reporting to the Associate Producer/Director of Production and the Company Manager, the Assistant Company Manager assists in managing artists' services and production administration for the Playhouse. This is a full time position.

Strong problem-solving and communication skills, along with a good sense of humor and warm personality are crucial to attend to the needs and requirements of our artists. Additionally, the Assistant Company Manager must be familiar with Excel and have excellent driving skills as well as a drivers license.

Click here for the full job description.

To Apply

Please submit cover letter and resume to with subject "Assistant Company Manager"

Grant Writer

Reporting to the Director of Development, the Grant Writer is a key member of the Development Team and is responsible for all grant writing and reporting. The Grant Writer will collaborate with the Director of Development and Managing Director to coordinate all aspects related to the identification, solicitation, and stewardship of foundation and government funders, develop related revenue goals, and pursue and monitor progress to achieve these goals. This is a part-time position of approximately 20 hours per week.

Principal Responsibilities

  • Steward WCP’s relationships with current institutional donors, and identify, cultivate, and solicit potential supporters.  The Grant Writer’s portfolio will generally consist of 25-30 foundation and 3-5 government prospects each year.
  • Create persuasive case statements and collect substantive data for use in proposals and other documents as required; collect and maintain statistics related to WCP’s operations and special programs.
  • Closely monitor deliverables and collect anecdotes, statistics, and documentation to comply with all grant reporting requirements.
  • Create and maintain application and reporting calendar, and report regularly on progress.
  • Prepare LOIs, tracking reports, briefing documents, applications, and other collateral materials. 
  • Coordinate and host site visits with foundation prospects and donors.
  • Work with WCP artistic and education staff to identify production and program areas that match funders' philanthropic and marketing priorities.
  • Maintain files for all foundation donors and prospects; maintain documentation on related fundraising policies, including gift acceptance, gift acknowledgement, etc.
  • Conduct research into institutional giving prospects, and document information in Tessitura and other systems.
  • Work closely with the Development Assistant to oversee documentation and fulfillment of foundation stewardship programs, including giving level benefits and amenities where appropriate
  • Work with Director of Finance and Development Assistant to reconcile grant data on a monthly basis; review and edit all grant acknowledgements on a weekly basis.
  • Manage foundation donor listing in production programs; work with development staff and graphic designer to update listings and profiles, and ensure print and proofing deadlines are met.


  • Understanding of and commitment to the mission of Westport Country Playhouse.
  • Strong attention to detail, with demonstrated grant management, organizational, and research abilities including analyzing large volumes of information from disparate sources and synthesizing it in cogent and concise written form.
  • Proven ability to work with colleagues, donors, and patrons; handle confidential information; and exercise discretion.
  • Demonstrated ability to write clearly and informatively, varying writing style as appropriate.
  • Flexible and adaptable to a fast paced, evolving work environment; ability to prioritize work, manage multiple tasks, and meet deadlines in a time-constrained environment.
  • Ability to understand and work with financial information and standard office software, including Microsoft Word, Excel, Powerpoint, and related programs.
  • An understanding of relational databases; experience with fundraising database(s) preferred.
  • A Bachelor’s degree and 3 years of related experience, or an equivalent combination of education and experience.


Competitive salary; flexible work schedule; collegial and supportive work environment.

To Apply

Please submit cover letter, writing sample, and resumé to with subject “Grant Writer”

Westport Country Playhouse is committed to creating a diverse and inclusive environment and is proud to be an equal opportunity employer. Applicants from populations underrepresented in the theater field are strongly encouraged to apply. All qualified applications will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, familial status, sexual orientation, national origin, ability, age, or veteran status.