12 month contract

$55,000-$62,000 per year, based on experience
Modest health and dental plan
3 weeks paid vacation
Free or deeply discounted food, drinks and books
This is a 12 month contract position, which could be extended based on funding


Glad Day Lit is the non-profit arm of Glad Day Bookshop. Glad Day Lit was established in 2015 with the primary goal of securing funding for Naked Heart, which has become one of the largest LGBTQ literary festivals in the world. Before the pandemic, Glad Day was averaging 75 events a month, most of which were not profit-generating. The type, frequency and diversity of community, cultural and creative services that Glad Day provides is bountiful. However, most of this work has been through volunteer labour and without adequate funding. We are looking for an Executive Director to build our capacity, professionalism and possibilities.

This is a full-time position but could be adapted to an 80% workload and salary for the right candidate.
The primary focus of this position is fundraising and finance.
The secondary focus of this position is program support and expansion.
This position will be approximately 70% onsite, scheduled hours and 30% flex hours, with the option of working some hours from home. Your schedule will have some changes week-to-week based on the events you are supporting and the meetings you are attending. This will require you to work some evenings and weekends on a regular basis. While your schedule may change week-to-week, you will have two consecutive days off in a row every week.
As this position evolves, the schedule and work flow will also shift and change to best suit your work style and our organizational needs.


As Glad Day Lit is growing organization, this position will change over time. The responsibilities below are what we anticipate will be our priorities for this role over the next 12 months. This position reports to the Glad Day Lit Board of Directors.


  • Secure new grants from foundations and all levels of government with a focus on Federal granting bodies

  • Transition Glad Day Lit from project-based grants to operating grants

  • Fulfill all grant reporting requirements

  • Improve stakeholder relations and build donor engagement opportunities

  • Expand our monthly individual donor base

  • Lead a strategy to increase donations from the Corporate sector

  • Secure and expand sponsorships

  • Cooperatively develop and adhere to budgets

  • Provide detailed quarterly financial reports

  • Assist in developing a strategic fundraising plan



  • Support in-person events at Glad Day, with a focus on LGBTQ arts, liberation and community

  • Support Glad Day’s Naked Heart Festival, often the largest LGBTQ literary Festival in the world

  • Support the continuation of GDTV

  • Supervise and support a handful of skilled volunteers

  • Increase accessibility and differentiate program delivery methods

  • Increase the recording, archiving and sharing of events

  • Increasing partnerships and collaboration across many sectors


You will be integral in the expansion of what Glad Day Lit does, including but not limited to:

  • Coordinate, with paid consultants, the development of a 3 year strategic plan

  • Lead the establishing of a new ‘Queers in Schools’ program that helps guest speakers find gigs and get paid for doing work in schools 

  • Supporting the creation of new Glad Day media (for example podcasts, anthologies, newsletters, etc) 

  • Collaboratively developing programs that meet community priorities


  • Lead advocacy for LGBT2SQ liberation and justice, responding to community crisis or attack when needed

  • Apply an anti-oppression and anti-racism framework to all Glad Day Lit initiatives

  • Support the ongoing anti-oppression and anti-racism training of Glad Day staff and core volunteers

  • Work collaboratively with other LGBT2SQ groups and nonprofits, prioritizing cooperation over competition

We recognize that there are many ways that someone may have gained the experience and education to be successful in this position. The focus of this position will be on fundraising and finance, so experience in these areas will be weighted more heavily. The successful candidate should have many of the following experiences:

  • Paid or volunteer work for over 5+ years in a related field or position

  • Managed budgets over $200,000 a year

  • Applied for, received and reported on grants of over $100,000 per year

  • Fundraised over $25,000 from individual donors per year

  • A complex and nuanced understanding of the many lesbian, gay, bi, trans, two-spirit, non-binary and queer communities in Toronto

  • Lead or supervised an arts, community or public health program

  • Developed work plans and budgets for other people

  • Supervised other employees or skilled volunteers

  • Completed performance reviews for other employees or skilled volunteers

  • Varied and repeated experience with event coordination 

  • Varied and repeated experience with public relations and communications

  • Some social media and brand management

  • A love of LGBT2SQ culture, story and literature

  • Has a thorough understanding of anti-racism and anti-oppression frameworks

  • Has been able to create personal and professional network in their field

  • Completed College or University education and training in a related field


To apply for this position, submit a resume and cover letter to:
[email protected]
by 8pm on June 15th, 2022 


Glad Day is an equal opportunity employer which values diversity in the workplace. We are happy to accommodate any individual needs in keeping with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require an accommodation in order to participate in the hiring process, please contact us to make your needs known in advance.

Glad Day is on the traditional territory of many nations including the Mississaugas of the Credit, the Anishnabeg, the Chippewa, the Haudenosaunee and the Wendat peoples and is now home to many diverse First Nations, Inuit and Métis peoples. Toronto is covered by Treaty 13 signed with the Mississaugas of the Credit, and the Williams Treaties signed with multiple Mississaugas and Chippewa bands.

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Address: 499 Church St, Toronto, ON M4Y 2C6