Director, Annual Giving and Community Engagement (Winnipeg)

Director, Annual Giving and Community Engagement (Winnipeg)

22 Aug
|
YMCA of Southwestern Ontario
|
Winnipeg

22 Aug

YMCA of Southwestern Ontario

Winnipeg

Director, Annual Giving and Community Engagement Job Description Posted Monday, August 10, 2026 at 4:00 AM | Expires Sunday, August 30, 2026 at 3:59 AM

Join the Y Development Team! Be the Spark! Join our passionate team and be the spark that ignites the potential in others.

YMCA of Southwestern Ontario is one of the largest not-for-profit providers of licensed child care in Canada and delivers impactful health, newcomer, and community programs across the region. We are committed to strengthening communities and providing access for all.

Position: Director, Annual Giving & Community Engagement Location: Southwestern Ontario (Association-wide) Hybrid with a minimum of one day per week in the office in London, must have the ability to travel to and from branches and events across YSWO including Chatham, Sarnia and St. Thomas.

Start Date: September 2026

Salary: $90,000 - $100,000

As part of your total compensation:

Complimentary YMCA membership

Discounts on child care and camp programs

Vacation and personal days (as per policy)

Benefits and pension (eligible roles)

Access to wellness and counselling services

A caring, supportive, and mission-driven team environment

In this role, you’ll be responsible for: Leadership & Team Management

Provide direct leadership to a team, including our Development Officers and Database Administrator

Coach, mentor, and build capacity across the annual giving team

Foster a high-performing, collaborative, and mission-driven culture

Serve as the primary resource and subject matter expert for annual giving events and initiatives across the Association





Provide in-person leadership and support at annual giving team events and initiatives in local communities

Annual Giving Strategy & Execution

Lead and manage the Y’s

association-wide annual giving strategy , ensuring alignment across all regions

Develop and execute annual giving strategies that drive revenue, participation, and community impact

Oversee project planning, timelines, targets, and performance tracking

Work closely with the Development Officers to support localized rollout and execution

Monitor results and continuously optimize campaign effectiveness

Oversee the strategy, planning, and performance of all fundraising events and initiatives across the Association

Provide direction and structure for event portfolios while enabling the Development Officers to lead local execution

Ensure events and initiatives align with annual giving goals, brand standards, and donor engagement strategies

Identify opportunities for growth, innovation, and increased return on investment

Gift Processing & Database Management

Provide leadership and direction to the Database Administrator to ensure strong data integrity, effective reporting, and exceptional gift processing and donor management practices

Use data insights to inform strategy, segmentation, and decision-making, and to create a pipeline of donors for major giving

Ensure consistent tracking,



reporting, and accountability across all annual giving activities

Collaboration & Strategic Alignment

Partner closely with the VP Development to align annual giving with the broader fundraising strategy

Collaborate with the Marketing & Communications team on positioning, messaging, and asset development for events and initiatives

Work with internal stakeholders to strengthen the culture of philanthropy across the Association

Education and Skills:

Post-secondary education in fundraising, business, marketing, or a related field

7-10 years of progressive experience in fundraising, with demonstrated success in annual giving or other campaigns

Proven experience managing staff and leading high-performing teams

A strong understanding of multi-channel fundraising strategies and donor engagement

Event planning know-how and experience overseeing fundraising events and community campaigns

Exceptional project management skills

Robust analytical skills and comfort working with donor data and reporting systems

Exceptional leadership, communication, and relationship-building skills

A commitment to diversity, equity, inclusion, and belonging

Legally entitled to work in Canada

Why The Y? YMCA of Southwestern Ontario is committed to building healthy communities and creating opportunities for all. Guided by our core values of caring, honesty, respect, responsibility, and inclusiveness, we offer meaningful work that makes a difference.

We thank all applicants for their interest; however, only those selected for an interview will be contacted.

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📌 Director, Annual Giving and Community Engagement (Winnipeg)
🏢 YMCA of Southwestern Ontario
📍 Winnipeg

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