Position Title: Director, Major Gifts

Location: Toronto - Hybrid 3 days/week in office

Reports to: Chief Development Officer

Salary: $99,000-$110,000/ year

Position Description
Reporting directly to the Chief Development Officer, the Director, Major Gifts, is responsible for leading and executing innovative major-gift fundraising strategies that generate transformational philanthropic support for Stella's Place, thereby advancing its mission and building meaningful, lasting relationships with passionate donors and community champions.

This dynamic senior-level role encompasses strategic donor engagement, creative relationship-building, and inspiring team leadership, with a strong emphasis on securing game-changing gifts and partnerships, as well as managing development staff and thriving in a vibrant, fast-paced organizational environment. The successful candidate will cultivate and manage an exciting portfolio of major-gift donors and prospects, including visionary individuals and impactful foundations, who share our commitment to supporting young adults in living their lives as they choose.

The ideal candidate is a relationship-building superstar with 5+ years of progressive MG fundraising experience, a proven track record of closing 5 and 6-figure gifts, natural team leadership abilities, a talent for navigating complex environments with diverse stakeholders, experience building strong foundation partnerships, an entrepreneurial approach, skills in uncovering compelling prospect opportunities, and exceptional expertise in donor relations and stewardship that turns supporters into lifelong advocates.

Major Gift Fundraising and Leadership -- 80%

Develop and execute major gift strategies across identification, qualification, cultivation, solicitation, and stewardship, with annual targets of $1.5M–$2M.

Manage a portfolio of 100–150 major gift prospects and maintain accurate moves management.

Lead complex major gift solicitations, including securities, life insurance, grants, multi-year agreements, and transformational gifts.

Prepare strategic, tailored proposals, presentations, briefing materials, correspondence, and gift agreements.

Volunteer Management And Partnership

Partner with and coach senior fundraising volunteers, providing orientation, prospect briefings, and strategic guidance on cultivation, solicitation, and stewardship.

Develop and implement customized donor journeys to support donor management and stewardship strategies and activities

Foundation And Corporate Relations

Research, qualify and manage relationships with individuals, major foundations and corporate partners for gifts of $50,000+





Write and prepare major proposals and multi-year partnership agreements

Meet regularly with foundation program officers, corporate executives, and major individual donors to support the programs and strategic initiatives of Stella's Place

Community Engagement And Strategic Networking

Actively lead and attend high-level community events and major donor engagement opportunities

Cultivate impactful event plans and follow-up engagement opportunities

Research event attendees in advance and develop sophisticated strategies and executions to build cultivation pipelines.

Brief senior leadership and volunteers with comprehensive briefing notes and follow-up plans

Collaborate with the Chief Development Officer to create strategy and lead the execution of major gift cultivation and stewardship plans

Partner with and mentor other fundraising staff to execute comprehensive revenue generation strategies focused on Stella's Place priorities

Planning, Administration and Team Leadership: (20%)
Strategic Planning

Collaborate with the Chief Development Officer to set annual and long-term major gift revenue plans and goals

Stay informed on Stella's Place projects and strategic initiatives to effectively discuss them with donors and prospects

Database Management And Reporting

Maintain accurate records. Write and submit customized impact reports for major donors

Team Collaboration

Manage direct report(s) in strategy, goal setting and execution

Participate actively as a member of an integrated development team; engage positively with other stakeholder groups and cultivate strong professional relationships with members of other departments

Assist in other duties as assigned in advancing the goals of the development team and Stella's Place

Qualifications/Required Experience

Minimum of 5 years of progressive experience in fundraising with a demonstrated track record of closing 5 and 6-figure gifts required

The ability to structure complex financial gifts for sophisticated funders

Experience in team-building and managing direct-report relationships

Essential Skills

Excellent organization, planning and time management skills combined with a strong attention to detail

Superb critical and analytical thinking,



decision-making and problem-solving skills with an ability to tell a story through metrics

Excellent oral and written skills with a demonstrated ability to write effectively and persuasively, and present to diverse groups. Experience with public speaking/presentations is an asset

Strong computer skills, including experience with Google Docs and online applications

The ability to conduct high-level discovery calls and sophisticated donor meetings

Strategic thinker and exceptional listener, genuinely interested in others

Education And Certifications
Preference will be given to candidates with:

A university degree or college diploma in fundraising, or a related field, OR 5+ years' experience in a major gift role

Gift Planning courses and/or a CFRE designation are an asset

Additional Preferred Qualifications

Experience developing and implementing major gift and campaign strategies

Strong understanding of Raiser's Edge NXT or equivalent donor/CRM database;

proficiency with Raiser's Edge is preferred

Interest in or lived experience in supporting young adults and/or mental health

Existing experience managing and mentoring development staff

Workplace, Hours & Reporting
Stella's Place is an innovative, award-winning, designed facility located in the vibrant neighbourhood of Queen West and Bathurst. This is a full-time, hybrid, senior leadership position working 40 hours per week, Monday to Friday, including 3 in-office days per week. As a key leader of the development team, occasional weekend and evening work will be required in response to events, donor needs, and strategic initiatives.

Salary & Benefits
$99,000-$110,000/ year - commensurate with experience

Stella's Place offers a competitive annual salary, and professional development, to support your career growth.

We offer a comprehensive rewards package including medical, dental and vision health advantages, which start immediately.

Stella's Place offers 3 weeks of vacation and 15 personal days in year one, increasing to 4 weeks of vacation in year two.

Diversity, Equity, And Accommodation
Stella's Place is committed to having a workforce that reflects the diversity of the City of Toronto in general and of our participants in particular. Stella's Place is committed to inclusive, barrier-free hiring practices. Stella's Place commits to supporting persons with disabilities in applying and will provide reasonable and appropriate accommodation at all stages of the hiring process, in accordance with the Ontario Human Rights Code, to ensure the equal and fair assessment of all job applicants. Applicants are asked to make any accommodation requests in advance.

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📌 Director, Major Gifts (Ontario)
🏢 Stella's Place
📍 Ontario