Strategy and Engagement Director

Date Posted: Jul 15, 2021
Application Deadline: Jul 30, 2021
Start Date: Aug 09, 2021

Salary From: 15k To 20k
Province: Ontario
Region: Metro Toronto Area
City: Toronto
Employee Benefits: N/A
Organization's Field/Discipline: The Arts
Job's focus: Administrative
Job Type: Part-time
Career Level: Upper management

Organization Description

SING! The Toronto Vocal Arts Festival
SING! The Toronto Vocal Arts Festival is Canada’s only a cappella festival, in which vocal groups sing without instrumental accompaniment. Our Artistic Vision is to present concerts, arts education programs, workshops and master classes that inspire and engage audiences and foster a revitalized interest in the vocal arts. SING! illustrates that the human voice knows no limits and has no constraints of genre, language, cultural background or generation. 

Our mission is to bring together thousands of like-minded artists, students, educators and audiences to create and listen to a profoundly unique and vital festival. SING! thus becomes a platform for some of the most innovative and exciting vocal artists to present music of a multiplicity of backgrounds and styles.  This is our 10th Season and the Festival will run from May 27- June 6, 2021 online.

Job Description

Strategy and Engagement Director, SING! The Toronto Vocal Arts Festival
Are you a dynamic leader who is looking to help grow a small but established not-for-profit arts organization in Toronto, reporting to an engaged Board of Directors? Do you have experience and relationships in the arts and funding communities and experience managing all aspects of business for a small organization, including: strategic and business planning, financial management, revenue generation and grant applications, event development and management, venue management, marketing and communications?
If you said yes, please apply with your resume and a brief cover letter to

The position is a contract for 16 hours/2 days per week.
Remuneration is commensurate with experience. Interviews begin the week of August 1. Position starts August 9, 2021
Following are some of the duties of the Strategy and Engagement Director:

regular meetings with the operations team
overall strategic planning and visioning for the organization
Grant applications 
identify appropriate grants
provide content, liaise with Development lead
proofread and edit applications
liaise with granting officers
work with Board members to identify sponsors
develop sponsorable packages and products
reach out to and develop new sponsors
manage sponsor relationships

plan and manage venue selection including availability and costs
communicate options to Board of Directors or Committee
book venues as approved
manage venue relationships 

reach out to artists as directed by Artistic Directors
write the newsletter at least twice a month
write the Annual Report – review hundreds of photos, sponsor and participant reviews, programming, media report, and content pieces to assemble a report
negotiate with staging and sound companies
find additional suppliers as needed (printers, etc.)
provide information to insurance companies and ensure that the festival has full coverage including arranging additional insured documents for venues
instruct the Treasurer to pay the suppliers
work with publicists and the marketing team to expand reach and profile
provide interviews
stay in touch with Festivals and Events Ontario
attend networking events and industry conferences
arrange and manage partnerships with allied organizations

Board of Directors
report to the Board on an ongoing basis about project and needs
report activities to the board, including distribution of a Report 3 days prior to each scheduled Board meeting
attend board meetings
manage other special projects as directed by the Board
develop a strategic work plan in consultation with the Board

Other responsibilities as assigned


  • demonstrated track record in arts management, event management, and arts administration
  • skills in media management (including social media)
  • ability to multi-task effectively 
  • proficiency in Google Workspace (Docs, Sheets, Drive)
  • strong interpersonal, communication, and collaboration skills
  • good budget management skills
  • availability for evening meetings and to work extended hours and weekends during festival events
  • attention to detail and strong organizational skills
  • abililty to take direction
  • valid driver's license an asset
  • genuine passion for music 
  • excellent writing and communication skills
  • knowledge and understanding of the philanthropic sector
  • experience in coordination of staff and volunteers
  • strong problem-solving skills
  • ability to create strategic plans short term, medium term, and long term

Additional Info:

SING! Toronto is regarded as one of the top a cappella festivals in the world because of its highly curated, multi-disciplinary presentations, and the wide variety of music it presents, from barbershop and pop to classical and jazz.  SING! is an incubator and facilitator for emerging Canadian talent, a resource and accelerator for the a cappella genre in Canada and internationally, and a provider of eye-opening, memorable experiences for audiences.  Nearly 20,000 people attended SING! Toronto 2019, which is a high water mark for any a cappella festival.  Fifty-nine different a cappella groups and individual artists performed at these events, ranging in size from soloists to a 70-voice choir, for a total of 460 individual singers performing at the festival.  Our 2020 and 2021 festivals were highly successful virtual presentations.  We have won top awards from Festivals and Events Ontario for 7 consecutive years. Our brand has expanded to include partner SING! festivals are in Edinburgh, Texas, and Mexico. We have a highly-committed board and a strong contingent of volunteers working together to deliver this award-winning event.  

How to Apply:

Send resume and a brief cover letter to

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